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.
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.
One thing I’ve learned from traveling with Mila is that keeping everything organized makes life so much easier!
Instead of throwing all her activities into a backpack and digging around whenever she wants something, I love using a foldable travel organizer with clear zippered compartments.
It’s such a simple idea, but it makes packing activities so much easier.
Each compartment can hold something different, like coloring books, markers, stickers, small games, and other little activities. I especially love that you can see what’s inside without having to unzip every section.
And the best part? It folds up compactly and fits right inside a backpack!
This is especially convenient for flights because I can pull out one activity at a time without having everything scattered across the airplane tray table.
It’s also great for road trips, Disney vacations, and those moments when we need something to keep Mila entertained while waiting.
I love finding little travel organization tricks that make packing easier without taking up more space.
Travel tip: Choose an organizer with several zippered compartments so smaller supplies stay together. Always check the folded dimensions to make sure it fits your child’s backpack.
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!
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.
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.
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. 💕
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.
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
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!
Sailing: Four-night Halloween on the High Seas cruise
Departure port: Port Canaveral, Florida
Stops: Castaway Cay and Disney Lookout Cay at Lighthouse Point
Travelers: Two adults and our daughter Mila
Stateroom: Originally an oceanview on Deck 2; upgraded onboard to a veranda on Deck 10
Dining: Late seating, which worked perfectly for our family
Boarding the Disney Fantasy for the First Time
We did not stay overnight before our cruise. We headed to Port Canaveral on embarkation day and arrived a couple of hours early, although our assigned port arrival time was 2 p.m.
My takeaway for first-time cruisers: pay attention to the port arrival time on your reservation when planning your day. Arriving early does not mean you should count on getting onboard early.
Once we stepped onto the ship, I was amazed. I loved how they announced each family as they entered. It was such a sweet way to start our first cruise and made boarding feel like an occasion all on its own.
Then there was the main atrium. The Halloween decorations were beautiful, and I loved walking into that festive atmosphere.
Our $250 Stateroom Upgrade Was Worth Every Penny
We originally booked an oceanview stateroom on Deck 2. Once onboard, we asked about upgrading and moved to a veranda stateroom on Deck 10.
The extra cost was $250 total for our whole family for the cruise, and for us, it was worth every penny. The process was easy, and the veranda space felt huge.
Our room was toward the back of the ship on the starboard side. The location worked really well for getting to the pool, which was a big part of our trip.
As first-time cruisers, we had been worried about seasickness. Thankfully, none of us experienced it on this sailing. That was our personal experience with this room, rather than a guarantee about staying on a particular deck.
The exhaust from the ship’s funnel could be a lot near our balcony at times.
Additionally, we had an incredible view of the fireworks from our veranda.
Watching them from our own space was one of my favorite moments on the Disney Cruise.
This was the upgrade price we were offered on our Disney Cruise.
Additionally, I would not plan a future trip around getting the same room or price.
The Food Was Amazing—and Enchanted Garden Was My Favorite
One thing is certain: we did not go hungry on this cruise!
The food was amazing, and my favorite restaurant was Enchanted Garden. It was beautiful and, to me, felt like stepping into Alice in Wonderland.
As the evening progressed, the flower-shaped light fixtures opened and bloomed. It was such a lovely detail, and the setting made dinner feel special before we even got to the food.
Everything we enjoyed there felt fresh and was beautifully plated. The restaurant staff were friendly and went above and beyond for our family. Their service was a big part of what made our dinners so memorable.
Why Late Dining Worked for Us
We loved our late dining time. We had a late lunch, and with so much food available around the ship, we never felt like we were waiting around hungry for dinner.
For our family, the later seating fit comfortably into our days. I would choose it again based on this experience.
What Mila Loved Most on the Disney Fantasy
If you asked Mila to plan the entire cruise, I think we would have spent almost all of it at the pool.
She loved swimming and the slide and could happily have stayed there all day. We spent our last day, which was our sea day, enjoying the pool—but it was packed.
That was one of the biggest drawbacks of our sailing. We still had fun, but the pool experience on that day was definitely busy.
Another favorite was the nine-hole mini golf area. Mila loved it, and it gave us another fun activity to enjoy together between swimming and everything else happening onboard.
Our Experience With the Onboard Kids’ Club
Mila tried the kids’ club onboard the ship, but it was not her favorite. She preferred swimming to playing games there.
I am glad we let her try it, but we followed her lead about how she wanted to spend the trip. For our family, the pool and mini golf were the bigger hits.
Castaway Cay vs. Lookout Cay: Which Did We Prefer?
We enjoyed visiting both islands, but I preferred the smaller layout at Castaway Cay.
The walk from the ship was much shorter than at Lookout Cay, and the more compact layout felt easier for our family.
The smaller water play area we liked at Castaway Cay was part of the island’s supervised kids’ club. It felt perfect for a little one like Mila.
This was a drop-off area for children. We checked Mila in, and at pickup we used her kids’ club wristband and our secret word. That is a helpful detail to know when planning your island day!
Lookout Cay’s water play area was nice too, but it became very full during our visit. Between the longer walk and the busier water play area, Castaway Cay was the better fit for us on this trip.
That does not mean we did not enjoy Lookout Cay. Castaway simply matched what we wanted from a beach day with Mila.
Halloween on the High Seas: What We Loved
I loved the Halloween activities and the chance to see the characters in their costumes. They were so cute, and the character lines did not feel too long during our sailing.
We also went trick-or-treating in the buffet area. It was fun and perfect for little ones.
Our trick-or-treat session lasted only 30 minutes, so getting there on time mattered. Check the schedule for your own sailing so you do not miss the window.
What I Wish Disney Had Added
The Halloween decorations in the main atrium were gorgeous. I just wished that level of decorating continued throughout more of the ship.
I also would have loved more Halloween-themed food in the restaurants to match the activities and decorations. The food itself was excellent, but some seasonal touches would have made the experience feel even more festive.
For me, that felt like a missed opportunity on an otherwise beautiful Halloween cruise.
Pirate Night, Fireworks, and Frozen
We watched the Pirate Night show, which was a lot of fun. The fireworks were another highlight, especially because we had such a great view from our veranda.
We missed the Aladdin show, but we did see Frozen, A Musical Spectacular, and it was amazing.
The “snow” at the end was such a fun touch! It was one of those moments that made the show feel extra special.
We did not fit in everything, and I was happy with that. We enjoyed the entertainment we saw while still leaving plenty of time for swimming and relaxing together.
What We Packed—and Actually Used
We made a point of keeping our luggage manageable. For the three of us, we brought one large suitcase and a couple of smaller tote bags.
These were the items that earned their space:
Packing cubes: Amazing for keeping everything organized in our suitcase.
Pop-up hamper: A must-have for collecting dirty clothes.
Stroller: Useful for Mila and for helping tote our things around.
The item we did not need was the over-the-door organizer. We brought it but never used it, so I would leave it out next time.
Keeping our packing simple also helped at the end of the cruise.
Leaving the Ship Was Easy
We chose to carry our luggage off the ship ourselves instead of having it collected and picking it up in the terminal.
With one large suitcase, our tote bags, and the stroller, this worked well for our family. Leaving the ship was easy, and I was glad we had not overpacked.
If you are considering doing the same, think about whether your family can comfortably manage everything you bring.
Was a Four-Night Disney Fantasy Cruise Worth It?
For us, absolutely.
Four nights went by quickly, but it felt like the perfect length for our first cruise. We got to experience the ship, visit both islands, enjoy the Halloween activities, and figure out what our family likes about cruising.
The food and restaurant service were highlights. Mila loved the pool, slide, and mini golf. And that $250 veranda upgrade gave us a space we loved, plus an unforgettable fireworks view.
I would have enjoyed more Halloween decor throughout the ship and themed food in the restaurants, and the crowded sea-day pool is something I would keep in mind for another sailing.
But we left happy, and Mila is already asking to go again. I think that tells you exactly how our first Disney cruise went!
Have you sailed on the Disney Fantasy—or are you planning your first Disney cruise? Let me know in the comments!
There is something about Maine in the fall that just feels magical. Colorful leaves, crisp mornings, coastal views, lobster rolls, cute downtowns and all of those cozy New England vibes — it’s exactly the kind of fall trip I love.
But when I started looking at Maine, I quickly realized there are so many places you could stay.
Portland? Kennebunkport? Ogunquit? Camden? And is it worth driving all the way to Bar Harbor?
If you’re planning a fall family trip to Maine and trying to figure out where to stay, I’m breaking down some of the best towns, what each one is best for and — most importantly — the hotel I would look at first in each destination.
Because sometimes you don’t need a list of 25 hotels. You just want someone to tell you, “Start with this one.”
This post contains affiliate links. If you book through one of my links, I may earn a small commission at no additional cost to you. Thank you for supporting Strolling Through Travel!
When Is the Best Time to Visit Maine in the Fall?
One of the first things I learned while planning a Maine fall trip is that peak foliage doesn’t happen everywhere at the same time.
Northern Maine starts changing first, with the color gradually making its way toward the coast.
If you’re visiting southern and coastal Maine — including places like Portland, Kennebunkport and Ogunquit — mid-to-late October is typically a great time to visit for fall color.
Of course, foliage changes every year depending on the weather, so I always recommend checking Maine’s official foliage report as your trip gets closer.
And honestly, I wouldn’t plan the entire trip around hitting the exact day of “peak” foliage. There is so much to do in Maine in the fall that you’re still going to have a beautiful trip even if the leaves are a little early or late.
1. Portland
Best For: First-Time Visitors & Families Who Want Plenty to Do
If you’re visiting Maine for the first time, Portland is where I would start.
You get the charming New England feel, but you also have restaurants, shopping, the waterfront and plenty to do if the weather doesn’t cooperate.
The Old Port is one of the biggest reasons I like Portland as a family home base. You can park the car and spend time walking around, popping into shops, finding somewhere for lunch and exploring the waterfront.
You’re also close enough to take easy day trips along the coast.
It’s right in the Old Port area, which means you’re close to restaurants, shops and the waterfront. When I’m traveling with kids, I will almost always pay a little more for a location that means less time getting everyone in and out of the car.
The hotel also has an on-site café and rooftop restaurant, which is always nice after a long travel day.
Portland could easily be your home base for the entire trip if you don’t want to keep changing hotels.
2. Kennebunkport
Best For: That Classic New England Fall Feeling
If you picture a cozy Maine fall trip with cute shops, colorful leaves and coastal scenery, you’re probably picturing something that looks a lot like Kennebunkport.
This is where I’d stay if you want a slower, more charming getaway.
Spend time wandering around Dock Square, grab something good to eat, explore the shops and then take a drive along the coast.
You don’t need a packed itinerary here — and that’s part of the appeal.
It has that adorable retro coastal-Maine look, but what really sold me were the family-friendly extras.
There are games, kid-friendly activities and bikes, plus continental breakfast. It’s also just outside Dock Square, so you’re close to everything without feeling like you’re staying right in the middle of the busiest area.
This is the kind of property where the hotel actually becomes part of the vacation rather than just somewhere you sleep.
You could also stay here and visit Ogunquit for the day rather than changing hotels again.
3. Ogunquit
Best For: Ocean Views & a Relaxed Family Stay
Ogunquit is another town that immediately went on my Maine list.
Most people associate it with summer, but I actually love the idea of visiting during fall when the temperatures are cooler and you can enjoy the coastline without planning an entire beach vacation.
One of the biggest reasons to visit is Marginal Way, the beautiful coastal walking path between Ogunquit and Perkins Cove.
Grab a coffee, bundle everyone up and walk at least part of it.
One thing to know: If you’re traveling in 2026, check the hotel’s latest amenity information before booking. Its indoor pool is currently closed for renovation for the 2026 season.
How Long Should You Stay in Camden?
I’d stay one or two nights.
For a short Maine weekend, I’d probably skip Camden and concentrate on southern Maine. But if you have four or five days, this would be a beautiful addition.
5. Boothbay Harbor
Best For: A Quieter Coastal Maine Getaway
If you want the coastal Maine experience but prefer something a little quieter, look at Boothbay Harbor.
This is another destination I’d consider on a longer Maine road trip.
You get the waterfront, small-town atmosphere and plenty of opportunities to slow down and enjoy the scenery.
It’s also home to the Coastal Maine Botanical Gardens, which makes this area especially interesting for families.
Where I’d Stay: Spruce Point Inn
If I’m going all the way to Boothbay Harbor, I want the full coastal Maine experience — and Spruce Point Inn would be my splurge pick.
The resort sits on more than 50 acres along the shoreline, so this isn’t just about having a room for the night.
This is somewhere I’d build some downtime into the itinerary so we could actually enjoy the property.
I’d give Boothbay Harbor at least two nights if you’re making it part of your road trip.
6. Bar Harbor
Best For: Acadia National Park
And then there’s Bar Harbor.
If Acadia National Park is one of the main reasons you’re visiting Maine, this is where you’ll want to look.
The fall scenery around Acadia is incredible, and there are scenic drives, hiking trails and viewpoints throughout the park.
But there is one important thing to consider:
Bar Harbor is much farther from Portland than it looks when you’re casually planning a Maine trip.
For a quick three- or four-day getaway, I personally wouldn’t try to squeeze it in.
I’d rather enjoy Portland, Kennebunkport and Ogunquit than spend a huge portion of the trip driving.
But if you have a week? That’s a completely different story.
Then I’d absolutely consider adding Bar Harbor and Acadia.
How Long Should You Stay in Bar Harbor?
At least two to three nights.
I wouldn’t drive all the way to Bar Harbor just to spend one night.
So…Where Would I Stay for My First Fall Trip to Maine?
If I were planning a three- or four-night family trip, I wouldn’t try to see the entire state.
I’d concentrate on:
Portland → Kennebunkport → Ogunquit
You get three completely different experiences without spending your entire vacation in the car.
Portland gives you food, shopping and city activities.
Kennebunkport gives you that classic cozy New England fall experience.
And Ogunquit gives you the beautiful Maine coastline.
For a longer trip, I’d start adding Camden or Boothbay Harbor.
I’d save Bar Harbor and Acadia for a trip where I could dedicate at least a few days to that part of Maine.
Hotel or VRBO in Maine?
I always compare both.
For a quick one- or two-night stop, I usually prefer a hotel. It’s just easier.
Check in, explore, sleep and move on.
But if we’re staying somewhere for several nights — especially when traveling with family — I love having the extra room that comes with a vacation rental.
A VRBO can give you:
Separate bedrooms
A kitchen
More living space
Laundry
Parking
Space for kids to spread out
More room when traveling with grandparents or extended family
My advice?
Compare the total price, not just the nightly rate.
Once you add hotel parking or vacation-rental cleaning fees, the less expensive option isn’t always the one you expected.
A Simple 4-Day Maine Fall Itinerary
If you’re flying into Portland and want an easy first Maine trip, here’s how I’d do it.
Day 1 — Portland
Arrive in Portland, check into your hotel and spend the afternoon exploring the Old Port.
Walk the waterfront, browse the shops and have a great Maine dinner.
Day 2 — Portland + Cape Elizabeth
Spend the morning exploring more of Portland before heading out to see Portland Head Light.
Take your time enjoying the coastal views and fall scenery.
Day 3 — Kennebunkport
Head south toward Kennebunkport.
Explore Dock Square, grab lunch, walk around town and enjoy a slower afternoon.
Stay overnight in Kennebunkport or continue to Ogunquit.
Day 4 — Ogunquit
Spend the morning exploring Ogunquit and Perkins Cove.
If the weather is nice, walk part of Marginal Way before heading back toward Portland or continuing your New England road trip.
What to Pack for Maine in the Fall
Layers, layers and more layers.
Maine fall weather can change quickly — especially near the water.
I’d bring:
Sweaters
Jeans or leggings
Comfortable walking shoes
Lightweight waterproof jacket
Warmer jacket for mornings and evenings
Hat
Extra layers for kids
Small umbrella
Comfortable day bag
And definitely bring shoes you can walk in.
These little Maine towns are exactly the kind of places where you think you’re going out for a quick walk and suddenly realize you’ve been exploring for three hours.
Is Maine Worth Visiting in the Fall?
Absolutely.
I think fall might actually be one of the best times to experience Maine.
You get the coastal scenery Maine is famous for, but you also get colorful foliage, crisp weather and that cozy New England atmosphere that makes you want to stop for coffee every two hours.
For families, I especially like southern Maine because you don’t have to plan an enormous road trip to experience several different destinations.
My biggest advice would be not to over-plan it.
Pick a couple of towns, find a great place to stay and give yourself time to actually enjoy being there.
And if you’re planning to concentrate on Portland, Kennebunkport and Ogunquit, I have another guide that maps out exactly how I’d do it:
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.
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?
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 in
Best if your family wants
What I’d think about first
Portland
A city base with restaurants, waterfront walks, and indoor options
Downtown parking and whether you want a kitchen or extra room
Kennebunkport
A slower coastal getaway and charming village
The specific hotel’s October activities and what is included
Ogunquit
Beach scenery and a festive October weekend
Festival 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:
What will Mila enjoy nearby? For our dates, OgunquitFest makes Ogunquit especially appealing.
What happens if it rains? Portland’s variety and a hotel with an indoor pool could make a weather change easier.
What is the complete price? I’m adding parking, resort fees, breakfast, and any extra room costs before comparing hotels.
Will the hotel work for our actual dates? I’ll verify fall operating hours and amenities directly with the property.
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?
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
Place
Best for
What I liked most
Main Tradeoff
Disneyland Hotel Club Level
Convenience and a special Disney splurge
Staying in the Disney bubble with lounge access
The highest-priced option
Airbnb near Disneyland
Families and multigenerational trips
More bedrooms, bathrooms and shared living space
A vacation rental requires more self-service
Anaheim Marriott club level
Comfort, Marriott benefits and value
A comfortable room plus lounge access
Farther from the park entrances
Hotel Indigo Anaheim
A closer off-site hotel
A manageable walk and comfortable stay
Breakfast 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:
Total price: Include taxes, parking, resort fees, breakfast and transportation.
Realistic walking distance: Think about the walk after a full park day, not only in the morning.
Sleeping space: A less expensive room is not a bargain if your family cannot rest comfortably.
Food access: Club lounges and kitchens may reduce what you spend elsewhere.
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.
This post may contain affiliate links. If you make a purchase or booking through one of my links, I may earn a small commission at no additional cost to you. Thank you for supporting Strolling Through Travel!
If watching Hocus Pocus every fall makes you want to grab a cozy sweater and head straight to Salem, Massachusetts, you’re definitely not alone.
Salem has been on my fall travel list for exactly that reason. Between the historic streets, beautiful New England fall atmosphere, Halloween festivities, and real Hocus Pocus filming locations, it feels like one of those destinations that was made for an October getaway.
And if you’re traveling to Salem specifically for your Hocus Pocus fix, where you stay can make a big difference.
Staying in or near historic downtown Salem puts you within walking distance of many of the attractions and filming locations you’ll probably want to see. It also means spending less time worrying about driving and parking during one of Salem’s busiest times of year.
So, if you’re planning your own fall trip, here are some of the places I would consider staying in Salem for the ultimate Hocus Pocus-inspired getaway.
1. Hawthorne Hotel — Best Overall for Hocus Pocus Fans
📍 18 Washington Square W, Salem, MA
If I wanted the full historic Salem experience, the Hawthorne Hotel would be at the top of my list.
This historic hotel sits right beside Salem Common, an area Hocus Pocus fans will recognize from the movie. The location also makes it incredibly convenient for exploring downtown Salem on foot.
That is a huge advantage during the busy fall season.
From here, you can explore Salem Common and make your way toward many of Salem’s shops, restaurants, museums and historic attractions without constantly getting back into the car.
The hotel itself also has the classic New England character that fits perfectly with a fall trip to Salem.
Why I’d Stay Here
Historic Salem atmosphere, an amazing location near Salem Common and easy access to downtown.
Best for: First-time Salem visitors and Hocus Pocus fans who want to be right in the middle of the action.
For something a little more stylish, The Merchant would be one of my top choices.
The property combines Salem history with a more modern boutique-hotel feel.
Its downtown location also makes it easy to explore Salem without needing to drive everywhere, which is exactly what I would look for when planning an October trip.
Spend your day searching for Hocus Pocus filming locations, browsing Salem’s shops and grabbing something to eat downtown before walking back to your hotel.
One thing to keep in mind is that this is a historic property, so travelers with mobility concerns should check the property’s current accessibility information before booking.
Why I’d Stay Here
Beautiful interiors, boutique atmosphere and a central location.
Best for: Couples, girls’ weekends or anyone who prefers boutique hotels over large properties.
5. Salem Waterfront Hotel & Suites — Best for Families
📍 225 Derby Street, Salem, MA
When I travel with my family, sometimes I want the convenience of a more traditional hotel—and that’s where Salem Waterfront Hotel & Suites stands out.
The hotel is near Pickering Wharf and still puts you within easy reach of historic downtown Salem.
For families, having a little more space and traditional hotel amenities can make a busy sightseeing trip much easier.
You can spend the day exploring Salem and your favorite Hocus Pocus locations and then come back to a comfortable hotel at the end of the day.
Why I’d Stay Here
Family-friendly hotel setup, convenient location and easy access to downtown Salem.
If I were narrowing these down for my own trip, this is how I’d choose:
Best overall for Hocus Pocus fans: Hawthorne Hotel Best historic stay: The Salem Inn Best boutique hotel: The Merchant Best location near Salem Common: Stepping Stone Inn Best for families: Salem Waterfront Hotel & Suites
But if the entire point of my trip were to get my Hocus Pocus fix?
I’d probably choose the Hawthorne Hotel.
I love the idea of staying right beside Salem Common and being able to walk out of the hotel and immediately start exploring historic Salem.
Hocus Pocus Filming Locations to Add to Your Salem Trip
Of course, choosing the hotel is only the beginning.
There are several Hocus Pocus filming locations in and around Salem that fans can visit, including:
Salem Common
The Ropes Mansion — Allison’s house
Old Town Hall
Pioneer Village
The former Phillips Elementary School
Max and Dani’s house
Old Burial Hill in nearby Marblehead
Keep in mind that Max and Dani’s house is a private residence, so visitors should admire it respectfully from public areas and never enter the property.
If seeing the filming locations is one of the main reasons for your trip, I put together an entire guide to help.
Fall is one of the most popular times to visit Salem, especially as Halloween gets closer.
If you already know you want to visit during September or October, I would start looking at accommodations as early as possible.
A few things I would prioritize when choosing where to stay:
Walkability to downtown Salem
Proximity to the attractions you want to visit
Parking availability if you’re bringing a car
Family-friendly amenities if traveling with kids
Flexible cancellation policies
Recent guest reviews
And don’t automatically choose the cheapest hotel you find outside of Salem.
Being able to walk from your hotel to restaurants, attractions and some filming locations could be worth paying a little more—especially during the busy Halloween season.
Planning the Ultimate Hocus Pocus Fall Getaway
There’s something about Salem in the fall that just feels magical.
Add in the fact that you can walk around town and see locations from one of the most iconic Halloween movies, and it becomes an especially fun destination for Hocus Pocus fans.
For me, the perfect trip would include a cozy hotel in historic Salem, a day exploring the filming locations, plenty of fall food, a little shopping and enough time to simply wander around and enjoy the atmosphere.
And yes, I’ll probably have Hocus Pocus playing in the hotel room at some point too.
Happy haunting! 🎃
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