A large steel bridge spanning a river, surrounded by trees and buildings.

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Check availability on Middletown Family Hotels

Our top choices for Middletown family-friendly hotels

Exterior

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (1,010 reviews)
The price is ₩187,601
₩221,604 total
includes taxes & fees
Jul 26 - Jul 27
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Courtyard

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (778 reviews)
The price is ₩289,304
₩347,007 total
includes taxes & fees
Jul 12 - Jul 13
Home2 Suites by Hilton Middletown
Property amenity

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very Good, (1,003 reviews)
  • cleanliness
    Splash into family-friendly fun at this stylish hotel with an indoor pool, on-site bistro, and prime location near LEGOLAND® New York.
The price is ₩164,979
₩194,881 total
includes taxes & fees
Aug 3 - Aug 4
Courtyard by Marriott Middletown Goshen
Bar (on property)

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (337 reviews)
The price is ₩296,406
₩350,129 total
includes taxes & fees
Aug 4 - Aug 5
Residence Inn by Marriott Middletown Goshen
Exterior

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.4 out of 10, Very Good, (1,007 reviews)
  • cleanliness
    Family fun at Hampton Inn by Hilton Middletown starts with a seasonal pool and LEGOLAND® just a short drive away.
The price is ₩168,320
₩198,818 total
includes taxes & fees
Aug 4 - Aug 5
Hampton Inn by Hilton Middletown
Reception

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,002 reviews)
The price is ₩115,102
₩135,965 total
includes taxes & fees
Jul 20 - Jul 21
Super 8 by Wyndham Middletown
View from property

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Magical family escapes with a splash—seasonal outdoor pool near LEGOLAND® New York provides endless fun and relaxation.
The price is ₩216,662
₩266,765 total
includes taxes & fees
Jul 20 - Jul 21
Fairfield Inn & Suites by Marriott Goshen Middletown
Sports facility

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford
3.0 star property
Matamoras
8.6 out of 10, Excellent, (1,012 reviews)
  • cleanliness
    Family fun awaits with cribs, rollaway beds, and a year-round indoor pool at this pet-friendly riverside retreat.
The price is ₩164,904
₩179,745 total
includes taxes & fees
Jul 27 - Jul 28
Best Western Hunt's Landing Hotel Matamoras/Milford
Lobby

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.6 out of 10, Excellent, (65 reviews)
  • cleanliness
    Splash into family adventure at LEGOLAND Hotel with an outdoor pool, playground, and game room full of toys for endless fun.
The price is ₩451,790
₩716,506 total
includes taxes & fees
Aug 2 - Aug 3
LEGOLAND Hotel NEW York
Water park

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
4.0 star property
Monticello
8.2 out of 10, Very Good, (2,289 reviews)
The price is ₩449,439
₩615,126 total
includes taxes & fees
Jul 16 - Jul 17
The Kartrite Resort & Indoor Waterpark
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.
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Choose what matters most at family-friendly hotels in Middletown

Breakfast included
Pool

Family-friendly hotels with free breakfast in Middletown

Exterior
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (1010)
The price is ₩187,601
₩221,604 total
includes taxes & fees
Jul 26 - Jul 27
La Quinta Inn & Suites by Wyndham Middletown-Goshen
View all properties

Family-friendly hotels with pools in Middletown

Exterior
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (1010)
The price is ₩187,601
₩221,604 total
includes taxes & fees
Jul 26 - Jul 27
La Quinta Inn & Suites by Wyndham 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

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent
"This hotel is truly outstanding and a great value. It's clean and well kept, and the staff could not be more helpful. I will definitely be back."
Kenneth 2-night trip
Posted 7 hours ago
La Quinta Inn & Suites by Wyndham Middletown-Goshen

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 plenty of time to take in activities in the area like LEGOLAND® New York and Woodbury Common Premium Outlets.