Photo by Vincent Ramundo

Find Family Hotels in Middletown, NY

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middletown Family Hotels

Our top choices for Middletown family-friendly hotels

Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1003)
"Room was clean and staff was great!"
United States
Annemarie
The price is AED 300
AED 354 total
includes taxes & fees
23 Dec - 24 Dec
Hampton Inn by Hilton 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, (937)
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
The price is AED 434
AED 513 total
includes taxes & fees
21 Dec - 22 Dec
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Fireplace
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1002)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
The price is AED 340
AED 402 total
includes taxes & fees
28 Dec - 29 Dec
Courtyard by Marriott Middletown Goshen
View from property
Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (317)
"Room and service were excellent."
United States
Cymantha
The price is AED 624
AED 738 total
includes taxes & fees
21 Dec - 22 Dec
Residence Inn by Marriott Middletown Goshen
Room, 1 King Bed, Accessible, Bathtub | In-room safe, desk, laptop workspace, blackout drapes
Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.2 out of 10, (1001)
"Great location, a little aged but ok for the price."
United States
Rickey
The price is AED 300
AED 354 total
includes taxes & fees
1 Jan - 2 January 2026
Super 8 by Wyndham Middletown
Indoor pool, sun loungers
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford
3.0 star property
Matamoras
8.4 out of 10, Very Good, (1001)
"Friendly staff, nice and clean room and breakfast area."
United States
Jean
The price is AED 334
AED 364 total
includes taxes & fees
21 Dec - 22 Dec
Best Western Hunt's Landing Hotel Matamoras/Milford
Property grounds
Resorts World Catskills Casino

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.6 out of 10, Excellent, (1108)
"It is a great place to stay"
United States
Caonabo
Resorts World Catskills Casino
Lobby
Quality Inn near Mountain Creek

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (973)
"Nice hotel. Close to golf,"
United States
Joseph
The price is AED 314
AED 359 total
includes taxes & fees
4 Jan - 5 January 2026
Quality Inn near Mountain Creek
View from property
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
Goshen
8.8 out of 10, Excellent, (1002)
"Rooms were clean and as expected. Bed was a bit soft for our taste, but acceptable. Breakfast options were routine, scrambled eggs, bacon or sausage on alternating days, oatmeal, waffles, bagel, toast, English muffins... Pleasant and helpful staff, smooth check-in and check-out. Overall a pleasant place."
United States
Joon
The price is AED 371
AED 457 total
includes taxes & fees
21 Dec - 22 Dec
Fairfield Inn & Suites by Marriott Goshen Middletown
Indoor pool
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1006)
"Fast check in, great parking area. "
United States
Helene
The price is AED 371
AED 420 total
includes taxes & fees
11 Jan - 12 January 2026
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"He was excellent our two nights and thank again, see you soon."
Abdou karime 2-night trip
Posted 6 days ago
Hampton Inn Harriman Woodbury

Explore a world of travel with Expedia

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?
Hampton Inn by Hilton Middletown is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Courtyard by Marriott Middletown Goshen 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 LEGOLAND® New York and Soons Orchards.