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Find Family Hotels in Middletown, NY

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Check availability on Middletown Family Hotels

Tonight
Dec 4 - Dec 5
Tomorrow
Dec 5 - Dec 6
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Top Middletown Family Hotels

Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 star property
Middletown
8.6 out of 10, Excellent, (1000)
"Room was clean and staff was great!"
United States
Annemarie
The price is ￥12,028
￥14,208 total
includes taxes & fees
Dec 23 - Dec 24
Hampton Inn by Hilton Middletown
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, (928)
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
The price is ￥15,554
￥18,373 total
includes taxes & fees
Dec 7 - Dec 8
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Fireplace
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3.0 star property
Middletown
8.6 out of 10, Excellent, (1008)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
The price is ￥14,368
￥16,971 total
includes taxes & fees
Dec 28 - Dec 29
Courtyard by Marriott Middletown Goshen
View from property
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 ￥26,364
￥31,143 total
includes taxes & fees
Dec 21 - Dec 22
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

2.5 star property
Middletown
6.2 out of 10, (1000)
"Great location, a little aged but ok for the price."
United States
Rickey
The price is ￥10,941
￥12,924 total
includes taxes & fees
Dec 7 - Dec 8
Super 8 by Wyndham Middletown
Outdoor pool
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3.0 star property
Goshen
8.8 out of 10, Excellent, (32)
"We loved everything from the staff to the stay "
United States
Arnassia
The price is ￥23,919
￥47,097 total
includes taxes & fees
Dec 12 - Dec 13
LEGOLAND Hotel NEW York
Property grounds
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 star property
Monticello
8.6 out of 10, Excellent, (1103)
"It is a great place to stay"
United States
Caonabo
Resorts World Catskills Casino
Indoor pool, sun loungers
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, (1000)
"Friendly staff, nice and clean room and breakfast area."
United States
Jean
The price is ￥14,105
￥15,374 total
includes taxes & fees
Dec 14 - Dec 15
Best Western Hunt's Landing Hotel Matamoras/Milford
View from property
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)
"This place is fantastic from the staff to the rooms. Very clean. Will definitely stay here again."
United States
Linda
The price is ￥15,043
￥18,523 total
includes taxes & fees
Dec 16 - Dec 17
Fairfield Inn & Suites by Marriott Goshen Middletown
Lobby
Quality Inn near Mountain Creek

Quality Inn near Mountain Creek

2.5 star property
Vernon
7.6 out of 10, Good, (971)
"Nice hotel. Close to golf,"
United States
Joseph
The price is ￥13,088
￥15,003 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Quality Inn near Mountain Creek
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
"Nice place great staff"
Irvin 1-night trip
Posted 23 hours ago
Hampton Inn Harriman Woodbury

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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 Orange County Genealogical Society.