A lake surrounded by autumn-colored trees reflecting on the water.

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Check availability on Middletown Family Hotels

Tonight
Sep 13 - Sep 14
Tomorrow
Sep 14 - Sep 15
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Middletown family-friendly hotels

A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.
A gym with exercise equipment, treadmills, and weight machines.
A Hampton Inn hotel with a modern design, featuring a covered entrance and a well-lit facade.
A hotel room with a sofa, a television on a wooden stand, a bed, and a view of the hallway.

1. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
Middletown
  • Family fun at Hampton Inn by Hilton Middletown starts with a seasonal pool and LEGOLAND® just a short drive away.
NT$3,096
NT$3,658 total
includes taxes & fees
Sep 23 - Sep 24
Hampton Inn by Hilton Middletown
A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.
A modern bathroom with a large mirror, a sink, and a shower.
A hotel room with two beds, a desk, a TV, and a chair.
A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.

2. La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown
NT$4,243
NT$5,013 total
includes taxes & fees
Sep 16 - Sep 17
La Quinta Inn & Suites by Wyndham Middletown-Goshen
A landscaped outdoor area with a fire feature, seating, and a pathway.
A Courtyard by Marriott hotel with a sign, parking, and landscaped flower beds.
A modern bar area with a curved counter, bar stools, and a television screen.
A modern hotel lobby with a fireplace, comfortable seating, and a television.

3. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
Middletown
  • Splash into family-friendly fun at this stylish hotel with an indoor pool, on-site bistro, and prime location near LEGOLAND® New York.
NT$3,335
NT$3,940 total
includes taxes & fees
Oct 12 - Oct 13
Courtyard by Marriott Middletown Goshen
An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.
An indoor swimming pool with clear water, surrounded by grey tiled flooring and walls, large windows offering views of the outside, and a lifeguard station with a ladder.
A spacious living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.
A spacious lobby with modern seating, a stone accent wall, and large windows offering views.

4. Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
Middletown
NT$6,234
NT$7,364 total
includes taxes & fees
Sep 20 - Sep 21
Residence Inn by Marriott Middletown Goshen
A bathroom with a white toilet, a bathtub, a shower, a sink with a mirror, and a towel rack.
A lobby with a red sofa, two lamps, a coffee table with flowers, and a wall art piece.
A reception area with a counter, a clock, a no cash refunds sign, and a fire alarm.
A Super 8 motel sign with a parking lot and a building in the background.

5. Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
Middletown
NT$2,448
NT$2,891 total
includes taxes & fees
Oct 13 - Oct 14
Super 8 by Wyndham Middletown
A modern living room with a stone accent wall, a flat-screen TV, and a fireplace. There are multiple seating options including a sofa, chairs, and a table.
An outdoor patio with round tables and chairs, covered by large umbrellas, and a pergola structure.
A Fairfield Inn & Suites hotel with a stone facade, a covered entrance, and a parking lot.
A modern restaurant with a long counter, wooden chairs, and pendant lighting.

6. Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
Goshen
  • Magical family escapes with a splash—seasonal outdoor pool near LEGOLAND® New York provides endless fun and relaxation.
NT$4,399
NT$5,416 total
includes taxes & fees
Sep 27 - Sep 28
Fairfield Inn & Suites by Marriott Goshen Middletown
A two-story house with a porch, a front door, and a small garden area with potted plants.
A grand hallway with a wooden staircase, a patterned carpet, and a dining area with chairs and a table.
A sign for The Borland House, a bed and breakfast offering breakfast and brunch.
A hallway with a wooden floor, a dining table with chairs, a lamp, and a framed picture on a side table.

7. Borland House Inn

Borland House Inn
Montgomery
NT$3,242
NT$3,944 total
includes taxes & fees
Sep 15 - Sep 16
Borland House Inn
A row of arcade machines including 'Glavin Hill', 'Rush 2048', and 'Big Choice'.
A bar area with a long counter, multiple stools, and a variety of bottles and glasses.
A spacious living area with a stone wall, wooden ceiling beams, and large windows offering a view of the outdoors.
An indoor swimming pool with clear reflections, lounge chairs, and large windows offering views of the outdoors.

8. Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford
Matamoras
  • Family fun awaits with cribs, rollaway beds, and a year-round indoor pool at this pet-friendly riverside retreat.
NT$3,685
NT$4,017 total
includes taxes & fees
Sep 27 - Sep 28
Best Western Hunt's Landing Hotel Matamoras/Milford
A hotel with a brick facade, a covered entrance, and a sign indicating it is a Comfort Suites hotel.
A spacious living area with a blue sofa, yellow armchair, and a coffee table. There is a TV mounted on a wooden shelf, and a kitchen area is visible in the background.

9. Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
Central Valley
NT$3,607
NT$4,441 total
includes taxes & fees
Oct 14 - Oct 15
Comfort Suites Central Valley - Woodbury
A swimming pool with colorful umbrellas and lounge chairs.
A restaurant with multiple dining tables and chairs, a central counter with a chef figure, and colorful hanging lights.
A hotel room with a large bed, a bookshelf, a mural, and a window with curtains.
A colorful play area with a check-in counter and a mascot.

10. LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
Goshen
  • Splash into family adventure at LEGOLAND Hotel with an outdoor pool, playground, and game room full of toys for endless fun.
NT$9,343
NT$15,180 total
includes taxes & fees
Oct 4 - Oct 5
LEGOLAND Hotel NEW York
View all properties

Choose what matters most at family-friendly hotels in Middletown

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Middletown Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

8/10 Good
"This location and its history made this Inn a great stopover night for us as we travelled down the East Coast. The scenery is beautiful and the staff are helpful and friendly. This would would be a great place to meet with family members and/or friends to enjoy sharing a cottage (with 6 rooms and a common area) to enjoy a few nights or week together. There is a lot to do in the area and the porch of the cottage lends itself to just sitting and admiring the natural surroundings, especially the lake!"
Nancy 1-night trip
Posted 1 day ago
Overlook Lodge at Bear Mountain
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent
"Everything was close and breakfast is good"
Carlos 1-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

10/10 Excellent
"Excellent stay, nice, clean room. Super 8 is close to mall, etc,"
Edward 1-night trip
Posted 5 days ago
Super 8 by Wyndham Middletown
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10/10 Excellent
"This Red Roof Inn is very clean and the staff is friendly. Minor complain is that the floors feels like there is a film on it that feels a bit slippery, probably from build up of cleaning agent, but room is clean. I enjoyed my stay."
Adrienne 1-night trip
Posted 6 days ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown

10/10 Excellent
"Stayed here for our recent Legoland trip. Great location. Clean rooms and helpful polite staff. Overall great experience."
Madeline 2-night trip
Posted 7 days ago
Home2 Suites by Hilton Middletown

Frequently asked questions

What's Middletown like for family-friendly vacations?
The welcoming destination of Middletown is a great choice if you've been considering a vacation with the kids. The festivals, interesting architecture, and restaurants are just a few things that make this an attractive family vacation spot. Arrange a flight into Stewart Intl. Airport (SWF), which is located 17.8 mi (28.7 km) from the city center.
What's the best hotel when traveling with kids to Middletown?
Courtyard by Marriott Middletown Goshen is a hotel with an indoor pool and a restaurant, and it's a top choice on Expedia for families. Hampton Inn by Hilton Middletown is another choice for your kid-friendly vacation.
When's the best time to book a family-friendly vacation in Middletown?
The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Middletown are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What's there to see and do with your family in Middletown?
While you and your family are staying in Middletown, you might want to visit some family-friendly attractions such as Paramount Theatre, Orange County Fair Speedway, and Galleria at Crystal Run. Make sure you have lots of time for activities like Orange County Community College and LEGOLAND® New York.

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