Photo by Vincent Ramundo

Search Family-Friendly Hotels in Middletown

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-Friendly Hotels

Our top choices for Middletown family-friendly hotels

Lobby
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, (1004)
"Room was clean and staff was great!"
United States
Annemarie
The price is 2.168.109 ₫
2.561.078 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Inn by Hilton Middletown
Property amenity
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 2.437.807 ₫
2.879.660 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Courtyard by Marriott Middletown Goshen
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, (939)
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
The price is 3.108.172 ₫
3.671.527 ₫ total
includes taxes & fees
29 Dec - 30 Dec
La Quinta Inn & Suites by Wyndham 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 4.472.190 ₫
5.282.773 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Residence Inn by Marriott Middletown Goshen
Studio Suite, 1 King Bed, Non Smoking, Microwave | In-room safe, desk, laptop workspace, blackout curtains
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, (1003)
"A very worn out hotel. "
Canada
David
The price is 2.214.155 ₫
2.615.939 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Super 8 by Wyndham Middletown
Resort view
Resorts World Catskills Casino

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.6 out of 10, Excellent, (1110)
"It is a great place to stay"
United States
Caonabo
Resorts World Catskills Casino
Lobby
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, (1004)
"Was clean and staff was courteous "
United States
Oneil
The price is 2.393.076 ₫
2.608.453 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Best Western Hunt's Landing Hotel Matamoras/Milford
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, (975)
"Nice hotel. Close to golf,"
United States
Joseph
The price is 2.246.255 ₫
2.574.769 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Quality Inn near Mountain Creek
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, (1009)
"Love it, everytime we come this is the place to stay"
United States
William
The price is 2.735.665 ₫
3.094.721 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Reception
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, (1003)
"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 2.657.007 ₫
3.271.440 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Fairfield Inn & Suites by Marriott Goshen Middletown
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

Explore a world of travel with Expedia

Frequently asked questions

What's Middletown like for family-friendly holidays?
The welcoming destination of Middletown is a great choice if you've been considering a holiday with the children. The festivals, interesting architecture and restaurants are just a few things that make this an attractive family holiday destination. Arrange a flight into Newburgh, NY (SWF-Stewart Intl.), which is located 17.8 mi (28.7 km) from the city centre.
When's the best time to book a family-friendly holiday in Middletown?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Middletown are January, February, March and April, with each month seeing an average of 16 cm of snowfall.
What's there to see and do with your family in Middletown?
While you and your family are staying in Middletown, you may want to visit some family-friendly attractions such as Paramount Theatre, Orange County Fair Speedway and Galleria at Crystal Run. Make sure that you have lots of time for activities such as LEGOLAND® New York and Soons Orchards.