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Check availability on Middletown Family Hotels

Tonight
Sep 27 - Sep 28
Tomorrow
Sep 28 - Sep 29
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Middletown family-friendly hotels

A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.
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.
A gym with exercise equipment, treadmills, and weight machines.

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$3,229
NT$3,814 total
includes taxes & fees
Oct 6 - Oct 7
Hampton Inn by Hilton Middletown
A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.
A gym with treadmills, a weight bench, and various exercise equipment.
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$4,258
NT$5,030 total
includes taxes & fees
Sep 28 - Sep 29
La Quinta Inn & Suites by Wyndham Middletown-Goshen
A landscaped outdoor area with a fire feature, seating, and a pathway.
A modern bar area with a curved counter, bar stools, and a television screen.
A Courtyard by Marriott hotel with a sign, parking, and landscaped flower beds.
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$3,347
NT$3,954 total
includes taxes & fees
Oct 12 - Oct 13
Courtyard by Marriott Middletown Goshen
A bathroom with a white toilet, a bathtub, a shower, a sink with a mirror, and a towel rack.
A hotel room with a bed, a nightstand, a lamp, a painting on the wall, and two doors.
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.

4. Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
Middletown
NT$2,456
NT$2,901 total
includes taxes & fees
Sep 28 - Sep 29
Super 8 by Wyndham Middletown
A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.
An outdoor patio with a grill, chairs, and tables, featuring a red umbrella and string lights.
A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.
A modern restaurant with a central island, multiple tables, and chairs.

5. Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
Middletown
NT$3,802
NT$4,602 total
includes taxes & fees
Oct 26 - Oct 27
Home2 Suites by Hilton Middletown
An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.
A spacious living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.
A modern bar area with a stone accent wall, a long wooden bar counter, and a flat-screen TV mounted above the bar.
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.

6. Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
Middletown
NT$6,542
NT$7,727 total
includes taxes & fees
Oct 25 - Oct 26
Residence Inn by Marriott Middletown Goshen
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.
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.
A spacious lobby with a stone accent wall, a flat-screen TV, and a seating area with sofas and a coffee table.

7. 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$4,414
NT$5,435 total
includes taxes & fees
Sep 28 - Sep 29
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 cozy living room with a sofa, armchair, and a table with a vase. A chandelier hangs from the ceiling, and there are framed pictures on the walls.
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.

8. Borland House Inn

Borland House Inn
Montgomery
NT$3,254
NT$3,958 total
includes taxes & fees
Sep 29 - Sep 30
Borland House Inn
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.
A hotel with a brick facade, a covered entrance, and a sign indicating it is a Comfort Suites hotel.

9. Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
Central Valley
NT$3,745
NT$4,611 total
includes taxes & fees
Oct 5 - Oct 6
Comfort Suites Central Valley - Woodbury
A row of arcade machines including 'Glavin Hill', 'Rush 2048', and 'Big Choice'.
An indoor swimming pool with clear reflections, lounge chairs, and large windows offering views of the outdoors.
A spacious living area with a stone wall, wooden ceiling beams, and large windows offering a view of the outdoors.
A spacious dining area with multiple tables and chairs, a high ceiling with grid patterns, and large abstract paintings on the walls.

10. 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$3,698
NT$4,031 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Hunt's Landing Hotel Matamoras/Milford
View all properties

Choose what matters most at family-friendly hotels in Middletown

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Family-friendly hotels with free breakfast in Middletown

A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.
A gym with treadmills, a weight bench, and various exercise equipment.
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.

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown
NT$4,258
NT$5,030 total
includes taxes & fees
Sep 28 - Sep 29
La Quinta Inn & Suites by Wyndham Middletown-Goshen
A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.
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.
A gym with exercise equipment, treadmills, and weight machines.

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
Middletown
NT$3,229
NT$3,814 total
includes taxes & fees
Oct 6 - Oct 7
Hampton Inn by Hilton Middletown
A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.
An outdoor patio with a grill, chairs, and tables, featuring a red umbrella and string lights.
A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.
A modern restaurant with a central island, multiple tables, and chairs.

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
Middletown
NT$3,802
NT$4,602 total
includes taxes & fees
Oct 26 - Oct 27
Home2 Suites by Hilton Middletown
A hotel room with a bed, two bedside tables with lamps, a wall-mounted telephone, and a large black and white windmill painting.
A Super 8 motel sign with a parking lot and a building in the background.
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.

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
Middletown
NT$2,456
NT$2,901 total
includes taxes & fees
Sep 28 - Sep 29
Super 8 by Wyndham Middletown
An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.
A spacious living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.
A modern bar area with a stone accent wall, a long wooden bar counter, and a flat-screen TV mounted above the bar.
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.

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
Middletown
NT$6,542
NT$7,727 total
includes taxes & fees
Oct 25 - Oct 26
Residence Inn by Marriott Middletown Goshen
View all properties

Family-friendly hotels with pools in Middletown

A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.
A gym with treadmills, a weight bench, and various exercise equipment.
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.

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown
NT$4,258
NT$5,030 total
includes taxes & fees
Sep 28 - Sep 29
La Quinta Inn & Suites by Wyndham Middletown-Goshen
A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.
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.
A gym with exercise equipment, treadmills, and weight machines.

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
Middletown
NT$3,229
NT$3,814 total
includes taxes & fees
Oct 6 - Oct 7
Hampton Inn by Hilton Middletown
A landscaped outdoor area with a fire feature, seating, and a pathway.
A modern bar area with a curved counter, bar stools, and a television screen.
A Courtyard by Marriott hotel with a sign, parking, and landscaped flower beds.
A modern hotel lobby with a fireplace, comfortable seating, and a television.

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
Middletown
NT$3,347
NT$3,954 total
includes taxes & fees
Oct 12 - Oct 13
Courtyard by Marriott Middletown Goshen
A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.
An outdoor patio with a grill, chairs, and tables, featuring a red umbrella and string lights.
A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.
A modern restaurant with a central island, multiple tables, and chairs.

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
Middletown
NT$3,802
NT$4,602 total
includes taxes & fees
Oct 26 - Oct 27
Home2 Suites by Hilton Middletown
An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.
A spacious living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.
A modern bar area with a stone accent wall, a long wooden bar counter, and a flat-screen TV mounted above the bar.
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.

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
Middletown
NT$6,542
NT$7,727 total
includes taxes & fees
Oct 25 - Oct 26
Residence Inn by Marriott Middletown Goshen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Middletown Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

8/10 Good
"Beautiful and relaxing. Something I’d do different next time, I’d definitely stay at the Inn. As a solo female traveler, the Overlook was too secluded - it broke some of the solo traveling rules I’ve set for myself. Also, was a little bummed the next morning. Upon check in I was told about their Fall Foliage Buffet. I opted to do this instead of brunch the next day. Turns out that morning was a Princess Brunch, which canceled out the buffet and I had shown up after brunch hours. But the cafe was open and I was able to get a little something there."
Lindsay 1-night trip
Posted 6 hours ago
Overlook Lodge at Bear Mountain
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

10/10 Excellent
"Excellent customer service"
john 1-night trip
Posted 1 day ago
Courtyard by Marriott Middletown Goshen
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"Was definitely worth the price. Much more than I expected for this area. Friendly staff, clean rooms, convenient location and very comfortable."
ELANA 1-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Chester by IHG
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

8/10 Good
"This was a quick one-night stay. Everything was fine."
Stewart 1-night trip
Posted 4 days ago
Hampton Inn by Hilton Middletown
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 3 weeks 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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