Find Family Hotels in Chester, NY

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Check availability on Chester Family Hotels

Tonight
Dec 2 - Dec 3
Tomorrow
Dec 3 - Dec 4
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Top Chester Family Hotels

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 NT$3,528
NT$7,986 total
includes taxes & fees
Dec 5 - Dec 6
LEGOLAND Hotel NEW York
Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 star property
Middletown
8.6 out of 10, Excellent, (1012)
"Room was clean and staff was great!"
United States
Annemarie
The price is NT$2,409
NT$2,845 total
includes taxes & fees
Dec 23 - Dec 24
Hampton Inn by Hilton 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 NT$2,680
NT$3,072 total
includes taxes & fees
Dec 15 - Dec 16
Quality Inn near Mountain Creek
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, (1001)
"This place is fantastic from the staff to the rooms. Very clean. Will definitely stay here again."
United States
Linda
The price is NT$2,912
NT$3,585 total
includes taxes & fees
Dec 16 - Dec 17
Fairfield Inn & Suites by Marriott Goshen Middletown
Lobby
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4.0 star property
Nanuet
8.8 out of 10, Excellent, (1017)
"Very clean very beautiful very good hospitality would stay again"
United States
Bobby
The price is NT$3,325
NT$3,869 total
includes taxes & fees
Dec 14 - Dec 15
DoubleTree by Hilton Hotel Nanuet
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, (926)
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
The price is NT$3,179
NT$3,755 total
includes taxes & fees
Dec 7 - Dec 8
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Indoor pool
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, (1022)
"Fast check in, great parking area. "
United States
Helene
The price is NT$3,264
NT$3,693 total
includes taxes & fees
Dec 3 - Dec 4
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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 NT$2,908
NT$3,436 total
includes taxes & fees
Dec 21 - Dec 22
Courtyard by Marriott Middletown Goshen
Lobby
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

3.0 star property
Fishkill
8.6 out of 10, Excellent, (1011)
"It was a great place to stay "
United States
Amanda
The price is NT$2,876
NT$3,254 total
includes taxes & fees
Dec 8 - Dec 9
Hilton Garden Inn Fishkill
Room, 2 Double Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, free WiFi
Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury

2.0 star property
Central Valley
7.2 out of 10, Good, (1011)
"Room was perfect, motel in good location, excellent value"
United States
Paul
The price is NT$2,668
NT$3,285 total
includes taxes & fees
Dec 3 - Dec 4
Americas Best Value Inn at Central Valley-Woodbury
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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Top Chester Hotel Reviews

Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah

10/10 Excellent
"Excellent stay. Wonderful staff!"
Andrew 6-night trip
Posted 14 hours ago
Hampton Inn & Suites Mahwah

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Frequently asked questions

What's Chester like for family-friendly vacations?
The welcoming destination of Chester is a great choice if you've been considering a vacation with the kids. The excursions, swimming spots, and coffee shops are just some of the things that make this an attractive family vacation spot. Take to the air and fly into Stewart Intl. Airport (SWF), which is located 13.5 mi (21.7 km) from the city center.
When's the best time to book a family-friendly vacation in Chester?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Chester 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 Chester?
While you are visiting Chester, you and the family might want to check out some interesting spots such as LEGOLAND® New York, Galleria at Crystal Run, and Mount Peter Ski Area. Make sure you have lots of time for activities like Woodbury Common Premium Outlets and Orange County Fair Speedway.