Find Family Hotels in Chester, NY

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Check availability on Chester Family Hotels

Top Chester Family Hotels

Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 star property
Middletown
8.6 out of 10, Excellent, (1002)
"Nice quiet place The workout center and breakfast were both lovely and the location was easy to find "
United States
Rachael
The price is AED 297
AED 351 total
includes taxes & fees
2 Dec - 3 Dec
Hampton Inn by Hilton Middletown
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 AED 356
AED 439 total
includes taxes & fees
17 Dec - 18 Dec
Fairfield Inn & Suites by Marriott Goshen Middletown
Outdoor pool
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3.0 star property
Goshen
8.6 out of 10, Excellent, (22)
"We loved everything from the staff to the stay "
United States
Arnassia
The price is AED 544
AED 1,089 total
includes taxes & fees
19 Dec - 20 Dec
LEGOLAND Hotel NEW York
Lobby
Quality Inn near Mountain Creek

Quality Inn near Mountain Creek

2.5 star property
Vernon
7.6 out of 10, Good, (969)
"Nice hotel. Close to golf,"
United States
Joseph
The price is AED 308
AED 353 total
includes taxes & fees
14 Dec - 15 Dec
Quality Inn near Mountain Creek
Lobby
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4.0 star property
Nanuet
8.8 out of 10, Excellent, (1003)
"Very clean very beautiful very good hospitality would stay again"
United States
Bobby
The price is AED 373
AED 435 total
includes taxes & fees
14 Dec - 15 Dec
DoubleTree by Hilton Hotel Nanuet
Lobby
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

3.0 star property
Fishkill
8.6 out of 10, Excellent, (1003)
"It was a great place to stay "
United States
Amanda
The price is AED 337
AED 381 total
includes taxes & fees
12 Dec - 13 Dec
Hilton Garden Inn Fishkill
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, (913)
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
The price is AED 403
AED 476 total
includes taxes & fees
23 Nov - 24 Nov
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, (1001)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
The price is AED 325
AED 384 total
includes taxes & fees
1 Dec - 2 Dec
Courtyard by Marriott 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, (1007)
"Fast check in, great parking area. "
United States
Helene
The price is AED 382
AED 432 total
includes taxes & fees
1 Dec - 2 Dec
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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, (1004)
"Would stay here again very convenient "
United States
Jorge A
The price is AED 312
AED 384 total
includes taxes & fees
20 Nov - 21 Nov
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

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent
"A++"
Joel 2-night trip
Posted 2 days ago
Crowne Plaza Suffern - Mahwah by IHG

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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.