Strolling through travel

Tag: Family Travel

  • We Watched Disney World’s Christmas Parade Taping 2026 — Here’s What It Was Really Like

    We Watched Disney World’s Christmas Parade Taping 2026 — Here’s What It Was Really Like

    Our experience watching the Christmas parade filming at Magic Kingdom with a 5-year-old, plus everything I’d recommend knowing before you go.

    If you’ve ever watched the Disney Parks Christmas parade on television and wondered what it would be like to actually be there for the filming, I’m here to tell you it’s definitely worth experiencing at least once!

    We headed to Magic Kingdom on Tuesday, November 10, 2026, to watch the Christmas parade taping, and it turned into a long but really fun Disney day.

    Holiday decorations are up

    One thing I love about visiting Disney World during the holidays is seeing how everything comes together. The decorations, Christmas music, characters, and all the little details make the parks feel extra magical.

    But watching Disney film its Christmas parade was something a little different.

    Since we spend so much time at Walt Disney World, it was really special getting to see one of our favorite places showcased for a television production. We visit the parks throughout the year, but this gave us a completely different experience.

    Mila especially loved seeing Dug from Up and Maria, and I thought it was really cool getting to see Robert Irwin and Malia Baker doing commentary for the Christmas parade.

    Would I do it again? Absolutely. We’re already planning to return next year.

    There are a few things I’d do to prepare, though, especially if you’re bringing younger kids.

    What Is the Disney World Christmas Parade Taping?

    Every year, Disney films holiday entertainment for its television specials, including the Disney Parks Magical Christmas Day Parade that airs on Christmas morning.

    While most people associate the filming with Magic Kingdom, holiday performances can take place throughout Walt Disney World.

    The production takes place across several days, with filming activities throughout the week. It’s not just one parade. There are musical performances, special appearances, and different holiday segments being recorded around the parks.

    I think that’s what makes the whole experience extra special.

    Since we spend so much time at Disney World, it’s fun to see the parks in a different light and watch how they bring the Christmas television specials together. It’s also nice seeing a place we love so much being showcased for families watching from home.

    For 2026, Magic Kingdom scheduled special daytime performances of Mickey’s Once Upon a Christmastime Parade on November 10 and 11 at 2 p.m.

    This is especially exciting because the parade is normally part of Mickey’s Very Merry Christmas Party, which requires a separate ticket.

    During the taping, guests visiting Magic Kingdom with regular park admission had the opportunity to watch the daytime parade.

    And that’s exactly what we wanted to experience!

    Our Experience at the Disney Christmas Parade Taping

    Arriving at Magic Kingdom at 11 AM

    We arrived at Magic Kingdom around 11 a.m., knowing the parade wasn’t scheduled to begin until 2 p.m.

    That meant we had about three hours before the parade even started.

    If you’re planning to attend a future Christmas parade taping, this is something I would absolutely prepare for.

    It’s not necessarily the kind of day where you arrive, watch the parade, and immediately head off to your favorite rides.

    We wanted to enjoy the experience, so we planned around the parade and the extra time we’d be spending waiting.

    We watched from Town Square, near the entrance to Magic Kingdom.

    And while three hours might sound like a lot, being prepared made a big difference.

    What We Packed for the Long Wait

    November in Florida can be unpredictable. Sometimes you get beautiful cooler weather, and other times it still feels like summer.

    Our parade day was definitely on the warmer side.

    We made sure to bring plenty of water and snacks, which I would highly recommend if you’re planning to watch the filming with kids.

    Another thing I was especially thankful for? Our stroller.

    Even with Mila being five, having the stroller to carry everything was incredibly helpful.

    Between water bottles, snacks, and all the little things we bring for a day at Disney, it made the experience much easier.

    I know some families wonder whether they should still bring a stroller for older preschoolers, but for a long park day like this, I would absolutely recommend considering one.

    You don’t necessarily need it just for walking. Sometimes having somewhere to store everything is reason enough!

    My tip: Pack for a full Disney park day, not just the parade. Bring sunscreen, comfortable shoes, water, snacks, and anything your child might need while waiting.

    If you’re looking for more ideas, check out my Disney park bag packing guide for the essentials I like to bring along.

    From Disney Villains to Christmas Magic: Two Pre-Parades!

    One of the coolest parts of attending the Disney Christmas parade taping was that we actually got to see two pre-parades before the main event!

    Goodbye Fall

    The first was the Disney Villains parade, almost like Disney was giving fall and Halloween one final goodbye before officially welcoming the Christmas season.

    We saw the Queen of Hearts, some familiar Disney Villains, and even Alice and the Mad Hatter. It was such a fun mix of characters, especially since Magic Kingdom was already decorated for Christmas.

    Next came the Grand Monsters parade, featuring characters from Monsters, Inc. Sulley and Mike Wazowski made their way down Main Street, bringing even more excitement to the crowd.

    Grand Monsters

    And then it was time for Christmas!

    Mickey and Minnie arrived on a beautiful float with a giant decorated Christmas tree, surrounded by colorful presents and holiday decorations.

    I loved how the entire experience transitioned from the spooky fun of fall into the magic of Christmas.

    Since we spend so much time at Disney World throughout the year, getting to experience something a little different like this is what makes these special events worth attending.

    And honestly, having all that extra entertainment made our long wait for the Christmas parade feel much more worthwhile!

    Watching the Christmas Parade With Mila

    The best part of the entire experience was getting to watch the parade with Mila.

    There’s something about seeing Disney characters in a Christmas parade that makes the holiday season feel like it’s officially started.

    She absolutely loved seeing Dug from Up and Marie!

    I see a New Character

    Watching her enjoy the parade made the long wait worth it.

    And that’s really what I love about these Disney experiences. Sometimes it’s not about getting on as many rides as possible or trying to fit everything into one day.

    It’s about doing something different and making memories together.

    For us, watching the Christmas parade taping was one of those experiences.

    Seeing Robert Irwin and Malia Baker Filming Commentary

    Another highlight for me was getting to see Robert Irwin and Malia Baker doing commentary for the Christmas parade.

    It’s one thing to watch the finished Christmas special on television, but seeing the people involved in the production right there at Magic Kingdom was really cool.

    We spend so much time at Disney World that sometimes it’s easy to forget how much goes into creating these special events.

    Getting to see the production side of things made the day feel even more memorable.

    I loved seeing our favorite park become part of something that families across the country will watch during the holidays.

    What Makes the Taping Different From a Regular Parade?

    One of the things that makes the Christmas parade taping interesting is knowing that you’re watching part of a television production.

    Disney isn’t simply putting on its regular afternoon parade. The park is also preparing entertainment that will eventually be shared with viewers watching the holiday specials at home.

    That means the overall atmosphere can feel a little different from a typical park day.

    There may be filming equipment, designated production areas, additional Cast Members, and changes to where guests can stand or walk.

    I also think it’s fun knowing that the parade you’re watching in November is connected to something families will enjoy on Christmas morning.

    It’s a different way to experience Disney during the holidays.

    Other Christmas Filming Happening Around Disney World in 2026

    Something worth knowing is that the Christmas parade isn’t necessarily the only holiday filming happening at Walt Disney World.

    Disney’s holiday television specials often include performances and segments filmed in different locations.

    According to reports from Disney park news outlets, several additional activities took place during the November 2026 filming period.

    A Special K-Pop Performance at Magic Kingdom

    On November 10, K-pop group aespa filmed a performance of “Jingle Bell Rock” outside Town Square Theater.

    The production included a decorated holiday stage, Christmas trees, and a red carpet.

    This was another example of how holiday filming can extend beyond the parade itself.

    Filming at EPCOT

    Holiday production activity also took place outside Magic Kingdom.

    Country singer Warren Zeiders filmed a holiday performance at EPCOT on November 9.

    So if you’re hoping to experience Disney’s holiday filming in a future year, it’s worth keeping an eye on announcements and reports from all four parks rather than focusing only on the parade.

    A quick note: These are details reported by Disney news outlets about the wider 2026 production, not a list of every performance we personally watched.

    Be Prepared for Crowds After the Parade

    Now, here’s the part I really want families to know before planning a trip around the Christmas parade taping.

    Magic Kingdom was packed afterward!

    Once the parade was over, we noticed ride wait times getting close to an hour.

    If you’re planning to spend the rest of your day riding attractions, I would definitely keep this in mind.

    You might go into the day thinking you’ll watch the parade and then spend the afternoon enjoying rides, but the crowds can make that more difficult.

    I wouldn’t plan a long list of must-do attractions immediately after the taping.

    Instead, I would go into the day knowing the parade is the main event.

    If you happen to get on a few rides afterward, consider that a bonus.

    And if you have younger kids, don’t underestimate how tiring a long day of waiting in the Florida heat can be.

    My Tips for Attending Disney World’s Christmas Parade Taping With Kids

    After experiencing the 2026 filming, here are the things I would recommend if you’re considering going next year.

    1. Arrive Early

    We arrived at 11 a.m. for the 2 p.m. parade.

    I’d recommend giving yourself plenty of extra time, especially if you’re hoping to watch from a particular area.

    Viewing locations and access can change depending on filming needs, so always follow Cast Member directions.

    2. Bring More Water Than You Think You’ll Need

    Even in November, Florida can still be hot.

    We brought plenty of water, and I’m glad we did.

    Don’t assume you’ll have cool weather just because Disney is decorated for Christmas!

    3. Pack Snacks for the Kids

    Three hours is a long time to wait, especially with younger children.

    Having snacks available is one of the easiest ways to make the day more manageable.

    4. Consider Bringing a Stroller

    Our stroller was extremely helpful for carrying everything.

    Even if your child doesn’t use a stroller regularly anymore, it can still be worth bringing for a long Disney day.

    5. Don’t Plan Too Many Rides Afterward

    This is probably one of my biggest recommendations.

    Ride waits were approaching an hour after the parade during our visit.

    I would prioritize the filming experience and keep the rest of the day flexible.

    6. Check Disney’s Entertainment Schedule

    The Christmas parade taping isn’t necessarily held on the same dates every year.

    For 2026, the daytime parade performances took place November 10 and 11.

    Check Disney’s official entertainment calendar and reliable Disney park news sources before making plans.

    7. Remember That You’re Attending a Production

    This isn’t exactly the same experience as watching a regular parade.

    Filming needs can affect viewing areas, entertainment schedules, and crowd movement.

    Be flexible, listen to Cast Members, and enjoy the experience for what it is.

    Is the Disney Christmas Parade Taping Free?

    The Christmas parade taping doesn’t normally require an additional event ticket for guests who are already visiting Magic Kingdom during regular park hours.

    You still need valid park admission, and park reservation requirements may apply depending on your ticket type.

    That’s one of the things that makes the daytime taping such a fun opportunity.

    You may get to watch a holiday parade that is otherwise usually associated with a separately ticketed Christmas party.

    Just remember that access to particular filming areas isn’t guaranteed.

    Is the Disney Christmas Parade Taping Worth It?

    For our family, absolutely!

    Yes, it was a long day.

    Yes, it was warm.

    And yes, Magic Kingdom was incredibly busy afterward.

    But we had such a fun time watching the parade and experiencing something different at Disney World.

    Mila loved it, and that alone made the experience worth it for me.

    I also really enjoyed getting to see the holiday production happening at Magic Kingdom, especially Robert Irwin and Malia Baker filming their commentary.

    Since Disney World is somewhere we visit so often, I love finding new ways to experience the parks. Seeing all the work that goes into the Christmas special made me appreciate it even more.

    If you’re someone who loves Disney at Christmas, I think it’s definitely worth adding to your list.

    I would just recommend going in with realistic expectations.

    Plan for a long day, bring plenty of water and snacks, and don’t expect to squeeze in every ride afterward.

    Frequently Asked Questions About the Disney Christmas Parade Taping

    When was the Disney World Christmas parade filmed in 2026?

    Magic Kingdom scheduled daytime performances of Mickey’s Once Upon a Christmastime Parade on November 10 and 11, 2026, at 2 p.m.

    What time should you arrive for the Christmas parade taping?

    We arrived at 11 a.m. for the 2 p.m. parade. That worked for our experience, but viewing arrangements can change each year.

    I would recommend arriving early and allowing plenty of time.

    Where can you watch the Christmas parade taping?

    We watched from Town Square at Magic Kingdom.

    Other viewing areas may be available depending on filming arrangements, but some areas can be restricted for television production.

    Is the Christmas parade taping crowded?

    It certainly was during our visit!

    After the parade, ride wait times were close to an hour, so I would recommend keeping your afternoon plans flexible.

    Do you need tickets for Mickey’s Very Merry Christmas Party?

    Not for the special daytime parade performances held during regular Magic Kingdom operating hours in 2026.

    Regular park admission was still required.

    When will the 2026 Disney Christmas parade air?

    The Disney Parks Magical Christmas Day Parade is scheduled to air on ABC on December 25, 2026, at 10 a.m. Eastern.

    Disney’s separate holiday spectacular is scheduled for November 30, 2026.

    Will Disney have another Christmas parade taping in 2027?

    Future filming dates haven’t been confirmed. Disney has held holiday tapings in previous years, but the schedule can change.

    I would start watching for announcements in the fall.

    Final Thoughts: We’ll Definitely Be Back Next Year!

    Watching the Disney World Christmas parade taping was such a fun way to kick off the holiday season.

    It was a long day, but getting to experience the production and watch Mila enjoy the parade made it completely worth it.

    One of my favorite things about Disney is that even after spending so much time here, there’s always something different to experience.

    Watching the Christmas parade being filmed, seeing Robert Irwin and Malia Baker doing commentary, and knowing that these performances will become part of Disney’s holiday television specials made the day extra special.

    It’s fun getting to see a place we love so much showcased in a different way.

    If you’re thinking about attending in the future, my biggest advice is to come prepared.

    Bring the stroller, pack extra water, have plenty of snacks, and give yourself enough time to enjoy the experience without rushing.

    And if the park is packed afterward, don’t stress about trying to do everything.

    Sometimes the best Disney days are the ones where you slow down and enjoy something a little different.

    We’re definitely planning to come back next year!

    Have you ever watched the Disney Christmas parade taping in person? I’d love to hear about your experience!

    This post shares our personal experience visiting Walt Disney World in November 2026. Entertainment schedules, filming arrangements, and park operations may change. Some links on Strolling Through Travel may be affiliate links, which means I may earn a small commission at no additional cost to you.

  • Christmas in Mount Dora, Florida With Kids: Our Cozy Small-Town Getaway

    Christmas in Mount Dora, Florida With Kids: Our Cozy Small-Town Getaway

    There’s something about visiting a small town during Christmas that makes the holidays feel a little more magical. And Mount Dora, Florida, is one of those places that makes you want to slow down, grab a coffee, and spend the afternoon wandering around.

    We visited Mount Dora with our four-year-old and stayed in a VRBO within walking distance of downtown, which ended up being such a convenient way to experience this charming little town.

    One of my favorite things about Mount Dora is how walkable everything feels. We didn’t need a packed itinerary or a long list of activities to enjoy ourselves. Sometimes the best family getaways are the ones where you can simply explore at your own pace.

    We started with coffee from Foxtail Coffee before making our way through the little shops downtown. I loved being able to wander from store to store, take in the atmosphere, and enjoy a slower kind of family getaway.

    Mount Dora has that friendly, welcoming feeling that makes it especially nice when you’re traveling with younger kids. And during the Christmas season, it becomes an even more charming place to visit.

    If you’re looking for a festive Florida getaway that doesn’t involve theme parks or an overly complicated itinerary, Mount Dora is definitely worth considering.

    Why We Chose to Stay Within Walking Distance of Downtown

    For this trip, we booked a VRBO close enough to walk into downtown Mount Dora.

    And if you’re planning to visit during the holidays, I would absolutely recommend looking for accommodations within walking distance of the historic downtown area.

    Being able to leave our rental and explore without constantly getting back into the car made the trip feel so much more relaxing.

    It also gave us flexibility. With a young child, I love having the option to head back to where we’re staying for a break before going out again.

    Travel tip: When searching for a vacation rental, check the actual walking route to downtown rather than relying only on the distance shown in the listing.

    Find vacation rentals near downtown Mount Dora

    Coffee, Little Shops, and Exploring Downtown Mount Dora

    One of our stops was Foxtail Coffee, which was a nice way to start exploring.

    After grabbing coffee, we spent time checking out the little shops around downtown.

    This is honestly one of my favorite ways to experience a destination. I love finding places where you can walk around, discover local businesses, and enjoy the atmosphere without having to rush from one attraction to another.

    Mount Dora is perfect for that kind of getaway.

    And when you’re visiting with a five-year-old, having a flexible schedule makes such a difference. You can explore a few shops, stop for something to eat, and enjoy the town without feeling like you need to squeeze everything into one afternoon.

  • The Good Witch of Salem With a 5-Year-Old: What We Chose and Would We Go Back?

    The Good Witch of Salem With a 5-Year-Old: What We Chose and Would We Go Back?

    When I was planning our October trip to Salem, I knew I wanted to squeeze in a little Hocus Pocus for me and find something Mila could get excited about, too. The Good Witch of Salem was on my list, and I ended up choosing the potion-making experience for her. By the time she’d finished her potion, she was already excited to try the other activities. So I’d say I picked a good one!

    Some of the hotel links below are affiliate links. If you book through one of them, I may earn a small commission at no extra cost to you. Thank you for supporting Strolling Through Travel!

    🍂 Short on Time? My Top 3 Salem Stays

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    Making a potion with Mila

    If you know how much we love Disney, you’ll understand why this made me think of Bibbidi Bobbidi Boutique. I had the same feeling watching Mila get into it, except this time my girl was a good witch making her own potion in Salem. How cute is that?

    We heard the story of the Good Witch of Salem, and I got to watch Mila write in the spell book and mix her potion. The spell book is the part I keep going back to in my videos. I love seeing her get that into something she’s doing herself.

    I went in thinking we’d make a potion and carry on with our Salem day. And then she finished and was excited about all the other things she could try! We stuck with the potion this time, but next time I’d let her choose. I could see her having fun decorating a broom or picking out a witch hat.

    And yes, I already signed us up for the monthly potion kit. Apparently we’re bringing a little bit of Salem home with us! The shop lists the Potion of the Month Club at $40 as a recurring subscription.

    What does The Good Witch of Salem cost?

    If I were choosing one thing for a first visit with a five-year-old, I’d do the potion again. It’s $35 for one potion to take home, and the shop says to allow 15–25 minutes. That worked for the kind of Salem day I wanted, with one activity just for Mila and time left over to wander. See the potion-making experience.

    Here’s what the shop listed on November 4, 2026, if your little witch is already eyeing the other options.

    ActivityListed price
    Potion making$35
    Broom decorating$45
    Witch hat decorating$55
    Broom building$65
    Enchanted Witch Transformation$149
    Ultimate Witch Transformation$225

    If your child is all about the outfit, the Enchanted Witch Transformation comes with a sash, a cape, and their choice of witch hat. The shop asks you to reserve a slot for each child. See the witch transformations or browse the broom and hat activities.

    A few things I’d check before going

    The shop is at 281 Essex Street, near the Witch House. If you’re going in September or October, book ahead. The shop requires advance reservations in those months. At other times of year, it takes walk-ins as space allows and recommends booking ahead for weekends and holidays.

    One little detail if you’re bringing a stroller or wagon: it has to stay outside. The potion uses small decorative pieces, so the shop requires adult supervision for ages five and under. I’d also check your timing if you’re planning to pop in late in the day. Activities end 30 minutes before closing, and potion bookings are nonrefundable. Check booking details for your visit.

    Where we booked in Salem

    We only had two night in Salem after our Maine weekend, so we booked Hampton Inn Salem Boston using points. I’m always happy to save a little on the hotel, especially when we’re fitting two destinations into one trip. Free hot breakfast and an indoor pool were nice to have on the list, too. Check Hampton Inn Salem Boston rates.

    If you’re paying cash, I’d compare it with Salem Inn for amazing breakfast and great location. And if you’re going for the full Hocus Pocus weekend, I’d look at Hawthorne Hotel by Salem Common. I still love the idea of waking up and walking right out into historic Salem. Check Salem Inn or check Hawthorne Hotel rates.

    I’d plug in your own dates and check parking when you compare. For more options, I put together a full guide to where to stay in Salem, or you can browse my Salem hotel map.

    Would we go back?

    Absolutely. If you’re taking a little one to Salem and want something festive without the scares, I’d make time for this. I went for the Hocus Pocus nostalgia, and one of my favorite Salem memories ended up being Mila with that spell book. Next time, she gets to pick what we do. 💕

  • Disney Cruise Packing Essentials: What We Actually Used (and What We Didn’t)

    Disney Cruise Packing Essentials: What We Actually Used (and What We Didn’t)

    Before our first Disney cruise, I had a list of things I thought we would need. Now that we’re home, I can tell you which ones were worth bringing—and which one never got used!

    My husband, Mila, and I sailed on a four-night Halloween on the High Seas cruise aboard the Disney Fantasy. Between swimming, island stops, dinners, and Halloween activities, we had plenty going on. But we managed to pack for the three of us with one large suitcase and a couple of smaller tote bags.

    I’m glad we kept it simple. We had the things that helped us stay organized without bringing a suitcase full of extras.

    If you’re packing for your first Disney cruise, here’s my honest take on what I would bring again.

    This post may contain affiliate links. If you shop through one, I may earn a commission at no extra cost to you. As an Amazon Associate, I earn from qualifying purchases.

    In a Rush? These Are the Things I’d Pack Again

    ● Packing cubes: My favorite for organizing our family’s suitcase.

    ● Pop-up hamper: A must-have for keeping dirty clothes together.

    ● Magnetic hooks and a night-light: Small additions that worked great in our room.

    ● Large reusable cups: Helpful throughout the cruise.

    ● A stroller: Useful for helping tote our things around with Mila.

    ● What I’d skip: The over-the-door organizer—we never needed it.

    Want the bigger picture? Read my honest Disney Fantasy Halloween cruise review for our room upgrade, dining experience, island stops, and what Mila loved most.

    Packing Cubes: My Favorite Way to Organize One Family Suitcase

    Packing cubes were amazing to have on this trip.

    When three people are sharing one large suitcase, organization matters. I loved having a way to keep everything together instead of letting our suitcase become one big pile of clothes.

    These are staying on my packing list for future family trips, too. They were one of those things that made our simple packing plan work.

    If you’re using packing cubes for the first time, you could sort them by person or by type of clothing. Choose whichever makes it easiest to find what your family needs.

    My verdict: Definitely bringing them again.

    A Pop-Up Hamper: Small Item, Big Help

    The pop-up hamper was a must for us.

    With swimming and regular outfit changes, having somewhere to collect dirty clothes helped keep our room organized. It was a simple addition, but one I was glad we had packed.

    I would make room for this again before adding another “just in case” outfit to the suitcase.

    My verdict: One of my cruise packing essentials.

    Magnetic Hooks and a Night-Light: Both Earned Their Space

    The magnetic hooks and night-light both worked great in our stateroom.

    Neither took up much luggage space, which is something I appreciate when I’m trying to keep our packing manageable. They were useful little additions rather than things we brought and forgot about.

    We originally booked an oceanview room on Deck 2 and upgraded onboard to a verandah on Deck 10. Even with a room we loved, I was still happy to have these small extras.

    My verdict: I would pack both again.

    Large Reusable Cups: Glad We Brought Them

    We brought large reusable cups, and they were helpful during the cruise.

    These are an easy item to include if your family already has favorites at home. I would bring ours again rather than feeling like I needed to buy an entirely new set of things for another sailing.

    That’s how I want to approach our next packing list: start with what we own and know we’ll use.

    My verdict: Worth bringing.

    A Stroller: Helpful for More Than Getting Around With Mila

    We brought a stroller, and I recommend considering one if it works for your child and your travel plans.

    For us, it was helpful for toting our things around. Family travel comes with bags and belongings even when you make an effort to pack lightly!

    It also fit into the way we handled leaving the ship. We chose to carry our luggage off ourselves instead of having it collected and picking it up in the terminal.

    With one large suitcase, a couple of tote bags, and the stroller, that worked well for our family. Leaving the ship was easy.

    My verdict: I’m glad we brought it. Think about how your family will manage both the stroller and your luggage.

    What We Didn’t Use: The Over-the-Door Organizer

    The over-the-door organizer was the item we brought but did not need at all.

    I can only speak for our family and our room, but it never became part of our routine. With the amount we packed, we were comfortable without using it.

    For another cruise, I would leave it out and stick with the organizing items that actually helped us.

    My verdict: Skipping it next time.

    How We Kept Our Packing Manageable for Four Nights

    We made a point of not overpacking, and I was happy with that decision.

    Our luggage was manageable for the three of us, and carrying it off at the end of the trip felt straightforward. That was a good reminder that everything you pack eventually needs to make its way home!

    For our next four-night cruise, I would use the same approach:

    ● Start with the clothing and everyday essentials our family needs.

    ● Use packing cubes to organize the suitcase.

    ● Add the small room extras we found helpful.

    ● Question anything we’re bringing only because someone else calls it a must-have.

    ● Check whether we can comfortably move all our luggage ourselves.

    Our final packing list will always depend on the trip, but I don’t feel the need to bring every cruise accessory available.

    Our Original Packing Plan vs. What We Actually Did

    If you read my first Disney cruise packing list, this is the follow-up with our actual experience.

    One thing changed beyond the suitcase: we had discussed staying overnight before the cruise, but ultimately did not. We arrived at Port Canaveral on embarkation day, and our assigned port arrival time was 2 p.m.

    That’s why I like coming back to share what happened after a trip. The plan is helpful, but the things we actually used—and the decisions we changed—are what I want to remember for next time.

    What I’d Bring on Our Next Disney Cruise

    Packing cubes, a pop-up hamper, magnetic hooks, a night-light, and reusable cups all earned their space. The stroller was helpful for our family, too.

    The over-the-door organizer can stay home.

    Our first cruise was fantastic, and Mila is already asking to go again. When that next sailing comes around, I’ll be starting with a shorter, more personal packing list based on what worked for us.

    What’s one thing you always pack for a cruise—and one thing you wish you’d left at home? Tell me in the comments!

  • What I’m Packing for Our First Disney Cruise (Halloween on the High Seas Edition)

    What I’m Packing for Our First Disney Cruise (Halloween on the High Seas Edition)

    My four-night family packing list, from swimsuits to Pirate Night

    Our first Disney Cruise is almost here, and I’m at the stage where I keep adding things to my packing list every time I walk past a closet. We’re going for four nights with Mila, and it’s a Halloween on the High Seas sailing. So yes, I’m thinking about swimsuits and sunscreen—but also pirate outfits and a little Halloween magic.

    I want to bring what we’ll actually use and still have room in the suitcase to bring something home. Here’s the packing plan I’m working from. We haven’t sailed yet, so I’ll come back and update this post with the things we loved having and the things that never left the suitcase.

    This post may contain affiliate links. If you shop through one, I may earn a commission at no extra cost to you. As an Amazon Associate I earn from qualifying purchases.

    Arriving the night before—and getting to the port

    I’m planning for us to stay overnight before the cruise. It gives us a chance to settle in with Mila, get a good night’s sleep, and wake up excited for boarding day instead of starting it with a long, rushed trip. I’m keeping that overnight bag simple: pajamas, our morning clothes, toiletries, and anything we need before the suitcases go to the ship. I’ll make sure the cruise documents stay with us, not buried in a checked bag.

    We’re also planning to use ground transportation to get to the port. The part I want to sort out ahead of time is the whole route: how we’ll get to the hotel, how we’ll get from the hotel to the terminal, and how we’ll get home after the cruise. I’ll keep the pickup details and our luggage tags handy and build in time around our assigned port arrival window. With Mila and suitcases in tow, I’d much rather know the plan before that morning than figure it out in a hotel lobby.

    Disney offers ground transportation options for an additional fee, depending on the route. If you’re booking transfers separately, check exactly where they pick up, whether they serve your hotel, how luggage is handled, and what arrangements your child needs for the ride. I’ll update this section after our trip with the hotel and transfer we actually used.

    The bag I’m keeping with me on boarding day

    My number-one packing rule for this trip: anything we might need right away goes in the bag we carry on. Disney says checked luggage can take a few hours to reach the stateroom. I don’t want Mila asking to swim while her swimsuit is somewhere in a stack of suitcases!

    Here’s what’s going in our day bag:

    • Our required travel documents and boarding information
    • Medications in their original containers
    • Phones, chargers, and a portable battery
    • Swimsuits, cover-ups, and a change of clothes for Mila
    • Sunscreen, hats, and sunglasses
    • A couple of small activities for waiting
    • Anything valuable or difficult to replace

    I’m planning on a backpack and a separate little pouch for the documents. That way I can find what I need without emptying the entire bag at check-in. I’ll also check Disney’s travel document requirements for our itinerary one more time before we leave.

    What I’m packing for four nights

    I love a cute vacation outfit, but four nights can turn into a surprising amount of clothing when you pack for daytime, dinner, the pool, and a child. I’m trying to choose pieces we can wear more than once instead of packing an outfit for every possible mood.

    My starting list for each of us:

    • Four easy daytime outfits, plus an extra for Mila
    • Two swimsuits if we plan to swim often
    • A cover-up and a light layer
    • Comfortable walking shoes and sandals
    • Underwear, socks, and pajamas, with a few extras for Mila
    • A couple of dinner outfits that can mix with our daytime clothes

    The shoe situation is where I usually have to talk myself down. I’m aiming for one pair I can walk in and one pair of sandals, then I’ll add another only if our plans really call for it. Disney describes main dining as cruise casual, and I’ll use the Navigator app to check the attire suggestions for our actual nights.

    Pirate Night: fun outfit, small suitcase footprint

    I’m definitely making room for a Pirate Night look. My plan is a red-and-white striped top, black skirt, red bandana, flat sandals, and a small crossbody bag. It feels festive without requiring a costume that only gets worn for an hour.

    For Mila, comfort comes first. If she’s happy in her outfit at dinner and can still move around afterward, I’m calling that a win. Disney says shorter sailings may have a pirate or another themed event, so I’ll confirm the details for our cruise before packing everything.

    Outfit inspiration:

    A little Halloween magic

    Halloween on the High Seas is the part I’m especially excited to experience with Mila. Disney describes Halloween character greetings, crafts, treats, and trick-or-treating on these sailings, though I’m waiting for our own schedule before promising her any particular activity.

    I’m setting aside a small Halloween pouch with:

    • An outfit or comfortable costume for Mila, if she wants to dress up
    • Simple themed accessories for us
    • A small bag for treats and keepsakes
    • A little extra space in the suitcase for anything we bring home

    That’s my plan for now—Halloween fun without dedicating half the luggage to costumes. Before adding any costume accessories, I’ll check Disney’s current rules for what can come on board.

    The little things that save the day

    These are the items I’m most likely to forget if I don’t put them on a list:

    • Hair ties and our everyday toiletries
    • Sunscreen and lip balm
    • A small pouch with our usual first-aid basics
    • Reusable water bottles
    • A wet bag or zip pouch for damp swimsuits
    • A few quiet activities for Mila
    • The charging cables for the devices we’re actually bringing

    I’m downloading the Disney Cruise Line Navigator app before we leave, too. It has ship information and the onboard activity schedule, which is perfect for my plan to be prepared without scheduling every minute of our vacation.

    Cruise packing finds

    What I’m skipping

    I’m leaving behind the bulky “maybe” items, extra dress shoes, and outfits I only packed for a photo. I’m also checking Disney’s prohibited-items list before I finish packing. An iron, for example, cannot come with us, no matter how much I worry about a wrinkled dress.

    At the hotel the night before we board, I’ll lay out our boarding-day bag, check our outfits, confirm our ride to the port, and look at our reservation one last time. Then I’m closing the suitcase. We’re going on our first cruise together, and I’m much more excited about seeing it through Mila’s eyes than bringing the perfect fourth pair of shoes.

    If you’ve sailed on a four-night Disney Cruise, tell me: what’s the one thing you were glad you packed?

  • Ultimate Fall Family Weekend in Maine: Portland, Ogunquit, Kennebunkport

    Ultimate Fall Family Weekend in Maine: Portland, Ogunquit, Kennebunkport

    Our family is planning a Maine Fall Trip in October.

    We’ll then continue to Salem, and I keep asking where we should stay for a short fall weekend with Mila.

    Portland, Kennebunkport, and Ogunquit all sound appealing, but they would form one Maine Fall Trip rather than three separate trips.

    This is my pre-trip planning guide, based on the locations and hotels I’m comparing for our family. I haven’t stayed at these Maine properties yet during our Maine Fall Trip. After our trip, I’ll share where we chose, my own photos, and what actually worked for us.

    Affiliate disclosure: This post may contain affiliate links. If you book through one of my links, I may earn a commission at no extra cost to you. The hotel ideas below are places I’m researching, not hotels I’ve personally reviewed.

    The quick comparison

    Stay inBest if your family wantsWhat I’d think about first
    PortlandA city base with restaurants, waterfront walks, and indoor optionsDowntown parking and whether you want a kitchen or extra room
    KennebunkportA slower coastal getaway and charming villageThe specific hotel’s October activities and what is included
    OgunquitBeach scenery and a festive October weekendFestival crowds, walking distance, and seasonal hotel amenities

    If I were booking specifically for October 24–25, 2026, Ogunquit would get an extra look: OgunquitFest is scheduled for October 23–25 and lists children’s trick-or-treating, a craft fair, and other events. I’d check the latest event schedule again before we leave, since times and details can change. This would fit a Maine Fall Trip, and I’d verify updates before travel.

    Portland: the easiest base for variety

    Portland is the option I’d lean toward if I wanted to keep our plans flexible. A waterfront stroll and a good meal sound lovely, but with a child on a short October trip, I also want choices if it rains or everyone needs a slower afternoon. Visit Portland’s family guide lists activities across the region, so I wouldn’t have to build the whole weekend around one outdoor stop.

    A Portland hotel I’d compare: Residence Inn Portland Downtown/Waterfront

    The Residence Inn Portland Downtown/Waterfront stands out to me for a family stay because it lists suites with kitchens, complimentary breakfast, and an indoor pool. Having breakfast handled and space to keep snacks in the room could make mornings with Mila easier. It’s also near the Old Port waterfront area.

    The detail I’d price carefully is parking. The hotel currently lists a daily self-parking charge, so I’d compare the full stay cost, not only the nightly room rate. I’d also choose the exact suite layout before booking; a studio and a two-bedroom suite would feel very different for a family weekend.

    I’d pick Portland if: we want a comfortable hotel base, easy food options, and a backup plan for less-than-perfect weather.

    Kennebunkport: the classic coastal Maine stay

    Kennebunkport is the picture that comes to mind when I imagine a cozy Maine fall trip: waterfront views, village shops, and time to slow down. Visit Maine’s Kennebunk and Kennebunkport guide highlights the area’s beaches, historic streets, shops, and places to stay.

    A Kennebunkport hotel I’d compare: The Nonantum Resort

    The Nonantum Resort is on the Kennebunk River and has family-oriented rooms and activities. I like the idea of having a resort as our home base instead of treating the hotel as just a place to sleep. Its waterfront setting would make even a quieter morning feel like part of the trip.

    One thing I’d confirm before reserving an October stay: which activities, dining options, pool facilities, and transportation services will be running on our dates? Some resort features are seasonal. I’d ask about the best room arrangement for two adults and a child, too, rather than assuming every room has the same setup.

    I’d pick Kennebunkport if: our priority is the coastal atmosphere and we want time to enjoy the hotel and town at a relaxed pace.

    Ogunquit: beach scenery and a fall festival

    Ogunquit may be the most tempting choice for our particular weekend. OgunquitFest is scheduled for October 23–25, 2026, which lines up with our Maine dates. The Chamber of Commerce lists children’s trick-or-treating downtown and in Perkins Cove, an artisan craft fair, live music, and other festivities. Mila would probably have fun with the Halloween atmosphere, and we’d still get a coastal Maine setting.

    I wouldn’t count on beach weather in late October. For us, this would be about walking by the water, enjoying the town, and building an easy day around the festival. I’d check the updated schedule before promising Mila any particular activity.

    An Ogunquit hotel I’d compare: The Meadowmere Resort

    The Meadowmere Resort describes itself as a family-friendly Ogunquit stay near the village and beach. Its hotel FAQ currently estimates a 10-minute walk to Ogunquit Beach and lists parking with the stay. That walk could be useful on a busy festival weekend, although I’d map our specific festival stops from the hotel before booking.

    I’d check the total price carefully here, too: the property currently lists a daily resort fee. I’d confirm which pool areas and other amenities are open in late October, the room’s sleeping arrangement, and the cancellation terms.

    I’d pick Ogunquit if: we want a fall event that Mila can enjoy and would rather explore a coastal town than spend most of the weekend driving between stops.

    How I’m deciding for our family

    Because we’re flying into Boston, spending the weekend in Maine, and then heading to Salem on Monday, I don’t want to overfill our time. My plan is to choose one base for the Maine portion and make any other town a stop only if it fits naturally into the drive. Changing hotels every night would use up too much of a short family trip.

    These are the questions on my booking checklist:

    1. What will Mila enjoy nearby? For our dates, OgunquitFest makes Ogunquit especially appealing.
    2. What happens if it rains? Portland’s variety and a hotel with an indoor pool could make a weather change easier.
    3. What is the complete price? I’m adding parking, resort fees, breakfast, and any extra room costs before comparing hotels.
    4. Will the hotel work for our actual dates? I’ll verify fall operating hours and amenities directly with the property.
    5. How easy is the move to Salem? On Monday, I’d rather enjoy the morning than rush through checkout and another packed itinerary.

    Right now, Ogunquit has the edge for our October 24–25 weekend because of OgunquitFest, while Portland feels like the most flexible family base. Kennebunkport is the one I’d choose for a quieter coastal stay where the hotel itself is part of the experience. My final choice will depend on availability, the full price, and what kind of weekend we decide to have.

    Before we go

    I’ll update this guide after our trip with the hotel we actually booked, original photos, and my honest take on traveling through Maine with Mila. In the meantime, if you’re putting together a similar fall trip, you can read what I’m packing for Salem and Maine in October and my Salem hotel planning guide.

    Which would you choose for a family fall weekend: Portland, Kennebunkport, or Ogunquit?

  • Where to Stay Near Disneyland: 4 Places I’ve Personally Tried

    Where to Stay Near Disneyland: 4 Places I’ve Personally Tried

    Choosing where to stay near Disneyland can be almost as overwhelming as planning the park days themselves. Do you pay more to stay on Disney property? Choose a hotel within walking distance? Book a larger rental for the whole family? Or stay a little farther away to save money?

    I’ve tried all four approaches. I’ve stayed club level at the Disneyland Hotel, shared an Airbnb across from Disneyland with my family and parents, booked club level at the Anaheim Marriott, and stayed at Hotel Indigo Anaheim.

    Each option worked for a different reason. One gave us maximum convenience, one gave our multigenerational family the space we needed, and the others offered a more affordable hotel stay near the parks.

    If you’re deciding where to stay for your own Disneyland vacation, here is my honest comparison of all four.

    Affiliate disclosure: This post may contain affiliate links. I may earn a commission from qualifying bookings made through these links at no extra cost to you. I only share places I have personally stayed or options I genuinely think may help you plan your trip.

    The quick comparison

    PlaceBest forWhat I liked mostMain Tradeoff
    Disneyland Hotel Club LevelConvenience and a special Disney splurgeStaying in the Disney bubble with lounge accessThe highest-priced option
    Airbnb near DisneylandFamilies and multigenerational tripsMore bedrooms, bathrooms and shared living spaceA vacation rental requires more self-service
    Anaheim Marriott club levelComfort, Marriott benefits and valueA comfortable room plus lounge accessFarther from the park entrances
    Hotel Indigo AnaheimA closer off-site hotelA manageable walk and comfortable stayBreakfast was not included with our rate

    Hotel rates, lounge access and included benefits can change, so compare the total cost for your dates—including parking, breakfast, transportation and any resort fees—before booking.

    1. Disneyland Hotel club level: best for convenience and a splurge

    Our club-level stay at the Disneyland Hotel was the most convenient option of the four, and I felt it was worth the price for that trip.

    There is something special about staying on Disney property. We could remain in the Disney atmosphere even after leaving the parks, and being close to Downtown Disney made it easy to find shopping, food and entertainment without adding another drive to the day.

    Club-level access also made the stay easier. Disney currently lists continental breakfast, daytime snacks, a wine-and-cheese reception, evening desserts and access to the High Key Club among its club-level benefits. Offerings can change, so check the current details for your dates.

    The lounge was especially useful in the morning. Starting the day with breakfast already available removed one decision before heading to the parks. Snacks and drinks also gave us a convenient place to recharge.

    Why I would choose it again

    • I wanted the easiest, most immersive Disney stay.
    • The lounge made mornings and breaks more convenient.
    • It felt like part of the vacation rather than simply a place to sleep.
    • The extra cost made sense for a special trip.

    What to consider

    The Disneyland Hotel will usually be the splurge option. I would compare the price difference with nearby hotels and think honestly about how much time you will spend enjoying the resort and lounge. If you plan to leave early, stay in the parks until closing and barely use the hotel, the upgrade may not offer the same value.

    Best for: travelers who prioritize convenience, Disney atmosphere and club-level amenities over the lowest price.

    2. Our Airbnb near Disneyland: best for a multigenerational family

    When we traveled with my parents, having more room mattered more than having traditional hotel service. This Anaheim Airbnb near Disneyland was perfect for our family setup.

    The listing accommodates up to seven guests and has two bedrooms, six beds and two-and-a-half bathrooms. That gave us shared space to spend time together without expecting everyone to stay in one hotel room. The kitchen, dining area and living room also made the trip feel more relaxed.

    The listing currently describes the walk to Disneyland Park as about 15 minutes, with Downtown Disney along the way. Walking time can vary based on your pace, route and security lines, so I would still map it before your visit—especially if you are traveling with children, grandparents or a stroller.

    The property also lists three pools, a hot tub and a private patio with a grill. Those extras can be helpful when you want a slower evening away from the parks.

    Why it worked for our family

    • My parents could travel with us while still having more personal space.
    • Multiple bathrooms made mornings easier.
    • The kitchen gave us the option to keep food and drinks at the rental.
    • We had a living area where everyone could gather.
    • The location allowed us to walk rather than coordinate multiple cars.

    What to consider

    Vacation rentals come with a different rhythm than hotels. You may need to handle more of your own meals, tidying and transportation planning. This listing also notes a three-night minimum, so it may not fit a very short trip. Review the current rules, fees, cancellation policy and sleeping arrangement before booking, since listing details can change.

    Best for: larger families, grandparents traveling with adult children, or anyone who values bedrooms and shared space more than hotel services.

    3. Anaheim Marriott club level: best for comfort and Marriott value

    The Anaheim Marriott was a comfortable option that helped us save compared with our Disney-owned hotel stay. We stayed with club-level access, which added convenience without paying Disneyland Hotel prices.

    The hotel is by the Anaheim Convention Center, so it is farther from the park entrances than Hotel Indigo or the Airbnb we used. For me, that was the biggest tradeoff. You will want to plan whether you are comfortable walking, using a rideshare or checking the transportation options available during your visit.

    The lounge helped balance that distance. The Anaheim Marriott currently lists complimentary weekday breakfast, snacks and evening appetizers for qualifying lounge guests, with breakfast served at nFuse on weekends. Access rules depend on room type and Marriott Bonvoy status, so confirm that your reservation includes it rather than assuming it will be available.

    Why I liked it

    • The room was comfortable after long park days.
    • Club-level access added food and drinks to the stay.
    • It offered a better price for us than staying on Disney property.
    • It can be a smart choice for travelers using Marriott Bonvoy benefits.

    What to consider

    This was not my closest stay to Disneyland. When comparing prices, include the possible cost and time of transportation. A lower nightly rate can still be an excellent value, but only if the location works for the way your family wants to visit the parks.

    Best for: Marriott loyalists, convention-center visitors and families who want a full-service hotel with lounge access at a potentially lower price than a Disney-owned resort.

    4. Hotel Indigo Anaheim: best for a closer off-site hotel

    Hotel Indigo Anaheim gave us a closer off-site location in a smaller, more boutique-style hotel. The hotel currently describes itself as approximately a 10-minute walk from the Disneyland Main Gate, although your actual time will depend on pace and conditions.

    The location was the biggest benefit for us. After a long day in the parks, a shorter return walk can matter more than it seems when you are comparing hotels from home.

    Our rate did not include breakfast, which is important to include in the budget. The hotel does have on-site dining, but I would check current breakfast prices and hours or plan another morning option before your trip.

    Why I would consider it again

    • It was closer to the parks than the Anaheim Marriott.
    • The room was comfortable.
    • The location made it easier to reach Disneyland on foot.
    • It can offer a middle ground between a Disney resort and a farther hotel.

    What to consider

    Because breakfast was not included with our stay, we had to account for that separately. Always compare the complete trip cost instead of looking only at the room rate. Parking, resort fees, breakfast and transportation can change which hotel is actually the best value.

    Best for: travelers who want a comfortable hotel within a manageable walk of Disneyland without paying for an on-property stay.

    Which place near Disneyland would I choose?

    I would choose based on the group and the purpose of the trip:

    • For the easiest and most special stay: Disneyland Hotel club level.
    • For a trip with parents or a larger family: the Airbnb near Disneyland.
    • For club-level comfort at a lower price: Anaheim Marriott.
    • For a closer off-site hotel: Hotel Indigo Anaheim.

    There is not one perfect Disneyland hotel for every trip. The Disneyland Hotel was worth the splurge when convenience was the priority. The Airbnb was the best fit when we traveled with my parents and needed more space. Anaheim Marriott gave us a comfortable club-level experience at a better price, while Hotel Indigo offered a closer location without the cost of staying on Disney property.

    How to compare Disneyland-area stays before booking

    Before choosing, I recommend checking these five things:

    1. Total price: Include taxes, parking, resort fees, breakfast and transportation.
    2. Realistic walking distance: Think about the walk after a full park day, not only in the morning.
    3. Sleeping space: A less expensive room is not a bargain if your family cannot rest comfortably.
    4. Food access: Club lounges and kitchens may reduce what you spend elsewhere.
    5. Cancellation terms: Plans and prices change, so understand the policy before paying.

    If you are traveling with a larger group, you can also check the exact Airbnb we stayed in and compare its full price with booking multiple hotel rooms.

    My final take

    Where you stay can shape the entire Disneyland trip. A convenient room can make early mornings easier, a lounge can simplify meals, and extra living space can help a multigenerational family enjoy the vacation together.

    For us, each of these stays solved a different travel need. I would happily choose any of them again when it fits the group, budget and style of the trip.

    Hotel amenities, lounge offerings, walking estimates, fees and vacation-rental details can change. Verify the current information directly with the property or listing before booking.

  • What I’m Packing for Salem and Maine in October: A Family Fall Weekend Packing List

    What I’m Packing for Salem and Maine in October: A Family Fall Weekend Packing List

    There is something especially exciting about planning a New England trip in October. I’m picturing colorful leaves, cozy sweaters, historic streets, coastal views and plenty of fall atmosphere—but I’m also trying to be realistic about changing weather and long days of walking.

    For our family trip, we’re planning to visit Maine first and then spend time in Salem before flying home. That means I need clothes that can work for coastal sightseeing, a road-trip day, Hocus Pocus filming locations and a full day exploring Salem with Mila.

    This is my packing plan before our first trip, rather than a recap of what I wore. I’ll update the post afterward with our actual weather, photographs and anything I wish I had packed differently.

    Affiliate disclosure: This post may contain affiliate links. I may earn a commission from qualifying purchases through these links at no extra cost to you.

    Before You Start Packing

    If you’re also planning an October visit, these related guides may help:

    ● Salem in October: 7 Things to Know Before You Go

    ● 6 Hocus Pocus Filming Locations to Visit in Salem, Massachusetts

    ● Shop My Fall Outfits for Salem and New England

    ● Shop My Fall Travel Outfits on LTK

    Why Packing for New England in October Takes a Little Planning

    The hardest part of packing for this trip is preparing for several types of weather without bringing an oversized suitcase. A sunny afternoon may feel comfortable while an early morning, breezy coastal stop or evening in Salem could call for another layer. Rain is another possibility, so I don’t want every outfit to depend on perfect weather.

    My goal is to pack pieces that can be layered, reworn and mixed together. I’m keeping most of the wardrobe neutral—cream, black, denim, olive and brown—with a little rust and plaid for a fall feel.

    I’ll check the National Weather Service forecast close to departure and make final adjustments then. For Salem events, closures and current visitor information, I’ll also recheck the official Salem Haunted Happenings website.

    My Carry-On Fall Capsule Wardrobe

    I don’t need a completely different outfit for every day. Instead, I’m planning a small capsule wardrobe with pieces that can create several combinations.

    Tops and Sweaters

    I’m planning to bring:

    ● One cream cable-knit sweater

    ● One striped or rust-colored sweater

    ● One fitted black turtleneck or long-sleeve top

    ● One neutral long-sleeve layering shirt

    ● One cardigan, flannel or quarter-zip pullover

    The thinner tops can be worn alone if the afternoon is mild or layered under a sweater or jacket when it gets colder. I’m avoiding several bulky sweaters because they take up too much carry-on space and are harder to layer comfortably.

    Shop sweaters and layering tops

    Bottoms

    My basic bottoms will be:

    ● One pair of comfortable straight-leg jeans

    ● One pair of black leggings

    ● One optional plaid midi skirt

    ● One pair of tights or fleece-lined tights if the forecast is cold

    Jeans work for sightseeing, restaurants and most of our planned stops. Leggings give me a comfortable option for the flight, drive and a casual day. The plaid skirt is my fun fall piece, but I’ll only pack it if the forecast makes sense.

    Shop jeans, leggings and fall skirts

    Jackets and Rain Layers

    Rather than packing one very heavy coat, I’m planning to use layers. My outerwear options include:

    ● One olive or neutral quilted jacket

    ● One lightweight waterproof rain jacket

    ● One packable puffer if colder weather is expected

    I probably won’t bring all three. I’ll choose the quilted jacket for a milder forecast or swap it for a packable puffer if temperatures look colder. A lightweight rain shell can fit over either outfit without taking up much space.

    Shop packable jackets and rain layers

    Comfortable Shoes for Maine and Salem

    Shoes may be the most important part of this packing list. We’ll likely spend a lot of time walking on sidewalks, brick paths and uneven historic areas, so this is not the trip for shoes I haven’t already tested.

    I’m limiting myself to two pairs:

    ● Comfortable walking sneakers for travel and longer sightseeing days

    ● Flat waterproof Chelsea or ankle boots for cooler or rainy days

    I love the look of heeled boots with a fall outfit, but I’d rather have a pair I can comfortably wear for hours. If space is tight, I’ll wear the bulkier pair during the flight and pack the lighter pair.

    For more walking-shoe ideas, read my guide to the most comfortable shoes for Disney. The same qualities—support, cushioning and shoes that are already broken in—matter for a busy sightseeing trip.

    Shop comfortable fall walking shoes

    Fall Accessories I’m Packing

    Accessories make a simple capsule wardrobe feel more seasonal without filling the suitcase. I’m considering:

    ● One plaid scarf

    ● One neutral or olive beanie

    ● Lightweight gloves if colder weather is expected

    ● A compact umbrella

    ● A small crossbody bag

    ● Sunglasses

    A scarf and beanie can change the look of a neutral sweater, and they’re easier to remove if the afternoon warms up. I’m choosing a crossbody that leaves my hands free while walking with Mila and taking photographs.

    Before using any day bag, I’ll check the bag rules for our reserved attractions.

    Shop fall accessories and travel bags

    What I’m Packing in My Day Bag

    I want our daytime bag to be useful without becoming heavy. My current list includes:

    ● Portable phone charger and charging cable

    ● Wallet and identification

    ● Reservation confirmations saved on my phone

    ● Compact umbrella or packable rain layer

    ● Water bottle, where permitted

    ● A few kid-friendly snacks, where permitted

    ● Hand wipes and sanitizer

    ● Tissues

    ● Lip balm and a small hand lotion

    ● Bandages and blister protection

    ● A foldable reusable shopping bag

    ● A small plastic bag for wet items

    I’ll download or screenshot important directions and reservations before leaving the hotel so I’m not depending entirely on cell service or a fully charged battery.

    What I’m Packing for Mila

    Packing for a child means having a little more flexibility. I’m planning comfortable pieces that can handle walking, snack breaks and changing temperatures.

    For Mila, I’m packing:

    ● Comfortable sneakers she has already worn

    ● Two pairs of leggings or soft pants

    ● Long-sleeve tops

    ● Cozy sweatshirts or sweaters

    ● A lightweight jacket

    ● A rain layer

    ● Extra socks

    ● Pajamas

    ● A warm hat if needed

    ● One complete change of clothes in our day bag

    I’ll also bring a small activity for travel time and any familiar snack that makes a long day easier. Her cutest outfit won’t be useful if she is uncomfortable, so shoes and layers come first.

    Four Easy Outfit Formulas for the Trip

    1. Travel Day

    Black leggings, a neutral long-sleeve shirt, a cardigan or quarter-zip and comfortable sneakers. I can add the quilted jacket after landing if needed.

    2. Maine Sightseeing

    A striped sweater, straight-leg jeans, waterproof ankle boots and a crossbody bag. Add the quilted jacket and scarf for a breezy coastal stop.

    3. Salem and Hocus Pocus Locations

    A fitted black turtleneck, plaid midi skirt, tights and comfortable black ankle boots. If the skirt doesn’t suit the forecast, I can switch to jeans without changing the rest of the outfit.

    4. Chilly or Rainy Day

    A cream sweater, black leggings, rain jacket or packable puffer, waterproof boots and a beanie.

    These formulas use the same small group of pieces, which makes it easier to pack light while still having outfits that feel different in photographs.

    How I’m Fitting Everything Into a Carry-On

    Wear the Bulkiest Pieces

    I’ll wear my largest shoes and jacket on the plane instead of using valuable suitcase space.

    Use One Color Palette

    Cream, black, denim, olive, rust and brown all work together. Every top should coordinate with at least two bottoms.

    Pack Only Two Pairs of Shoes

    Shoes quickly take over a carry-on. One walking pair and one weather-friendly pair should cover the trip.

    Use Packing Cubes

    I’ll separate adult clothing, Mila’s clothes and smaller accessories so we can find what we need without unpacking everything.

    Rewear Outer Layers

    Jackets, jeans, scarves and sweaters can usually be worn more than once during a short trip. I’ll pack enough base layers and undergarments without duplicating every complete outfit.

    Leave a Little Extra Space

    I don’t want to begin the trip with an overfilled bag. Leaving a little room makes repacking easier and gives us space for a small souvenir.

    Complete Salem and Maine Fall Packing Checklist

    Clothing

    One cardigan, flannel or quarter-zip

    One pair of jeans

    One pair of leggings

    Optional skirt and tights

    One quilted jacket or packable puffer

    One lightweight rain layer

    Pajamas

    Undergarments

    Comfortable socks

    Shoes and Accessories

    Walking sneakers

    Waterproof ankle boots

    Scarf

    Beanie

    Optional gloves

    Crossbody bag

    Sunglasses

    Compact umbrella

    Travel Essentials

    Identification and payment cards

    Reservation details

    Phone and charging cable

    Portable charger

    Toiletries and medications

    Packing cubes

    Reusable water bottle

    Reusable shopping bag

    Snacks

    Blister care and small first-aid items

    Mila’s Essentials

    Comfortable outfits and layers

    Walking shoes

    Jacket and rain layer

    Extra socks

    Pajamas

    Change of clothes for the day bag

    Snacks and travel activity

    Any daily medication or comfort item

    What I’m Leaving at Home

    To keep the suitcase manageable, I’m skipping:

    ● Shoes that haven’t been broken in

    ● Several heavy sweaters

    ● More than one dressy outfit

    ● A large handbag

    ● Clothing that only works with one specific outfit

    ● Too many “just in case” pieces

    If the forecast changes, I’d rather make one thoughtful substitution than keep adding items.

    Final Thoughts on Packing for Salem and Maine in October

    My goal is to feel comfortable, prepared and still enjoy the fun of dressing for New England in the fall. A small capsule wardrobe, two dependable pairs of shoes and a few weather-ready accessories should give me enough options without overpacking.

    Because this is our first trip, I’ll update this guide afterward with what we actually wore, what the weather was like and anything I would change next time.

    Planning your own trip? Save this packing list for later, browse my Fall Outfits for Salem and New England, and read my guide to seven things to know before visiting Salem in October.

  • Salem in October: 7 Things to Know Before You Go

    Salem in October: 7 Things to Know Before You Go

    Salem in October has been on my fall travel wish list, especially as a Hocus Pocus fan! Between the Halloween atmosphere, historic streets, and filming locations, there’s plenty I’m excited to see.

    As I plan our family’s first visit, I’m also thinking about the practical side: getting there, booking activities, and keeping the day enjoyable with a child. This is my planning guide ahead of our trip, rather than a recap of places we’ve already visited.

    If you’re planning your own Salem, Massachusetts, getaway, here are seven things to consider before you go.

    Affiliate disclosure: This post may contain affiliate links. I may earn a commission from qualifying purchases through these links at no extra cost to you.

    1. Leave room in your itinerary for crowds

    October brings a surge of visitors to Salem, and popular attractions can sell out. The official Haunted Happenings planning guide recommends checking ticket requirements before arriving.

    For our family, I’m leaning toward a few priorities instead of a packed schedule. I’d rather have time to enjoy a stop than spend the day rushing to the next reservation. Build in extra time between activities for lines, walking, and snack breaks.

    2. Figure out transportation before your visit

    Parking is one detail I don’t want to leave until we arrive. Destination Salem notes that rates at city garages and many lots increase during October. Check its official parking information before deciding where to leave your car.

    If you’re coming from Boston, the Newburyport/Rockport commuter rail line connects North Station with Salem. The rail operator’s Salem travel page explains the route and seasonal service. Confirm the timetable for your actual travel date, including your return trip.

    3. Check how each attraction sells tickets

    Don’t assume every museum or tour uses the same booking system. Once you’ve picked your must-do activities, go directly to their official websites and check availability, ticket-release timing, cancellation terms, and age guidance.

    My plan is to keep reservation confirmations together on my phone and leave a comfortable gap between timed activities. With a family trip, that breathing room matters!

    4. Map your Hocus Pocus stops separately

    The Hocus Pocus locations are a big part of what makes this trip exciting for me. Before building your route, plot the stops you want to see and check their current access rules. A photo stop and an attraction visit can require very different amounts of time.

    For inspiration, read my 6 Hocus Pocus Filming Locations to Visit in Salem, Massachusetts.

    Where a location is a private home, keep your visit to permitted public areas and respect the people who live there.

    5. Pack for comfort and changing conditions

    A cute fall outfit is part of the fun, but I’m planning around comfortable walking shoes first. Check the forecast close to departure so your layers suit the actual weather.

    My packing checklist includes:

    ● Comfortable shoes I’ve already worn

    ● A sweater or light jacket for layering

    ● A rain layer if the forecast calls for it

    ● A small crossbody or backpack

    ● A portable phone charger

    ● Water and a few kid-friendly snacks, where permitted

    I’d also check bag restrictions for anything we book before choosing my day bag.

    6. Plan a version of Salem your child will enjoy

    For our visit with Mila, I’m aiming for fall fun with time to pause. Before booking a spooky attraction, I’ll check the description for loud effects, darkness, and recommended ages.

    My approach is to alternate planned activities with flexible time for a treat, a meal, or simply taking a break. I’m also planning to locate restrooms before we need one; the official Salem visitor tips point visitors toward restroom information in the Destination Salem app.

    7. Recheck details close to departure

    Save your reservations, transportation information, and a short list of priorities in one place. Then revisit the official attraction websites and Haunted Happenings as your trip approaches for current event information.

    I’m keeping our plan flexible enough to adjust for weather, availability, and how everyone feels that day. For me, a successful Salem trip means enjoying the atmosphere together—not checking off every possible stop.

    Planning your own fall getaway? Save this guide for later, and explore my Hocus Pocus filming-location post to start choosing your stops!