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Check availability on Chester Family Hotels

Our top choices for Chester family-friendly hotels

Indoor pool, open 8:30 AM to 9:30 PM, sun loungers

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,044 reviews)
"Nice clean hotel with friendly staff. "
United States
michelle
The price is NT$2,932
NT$3,412 total
includes taxes & fees
Feb 1 - Feb 2
DoubleTree by Hilton Hotel Nanuet
Lobby

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,000 reviews)
"Clean Rooms, clean hotel overall. Plenty of parking."
United States
KenNETH
The price is NT$2,553
NT$3,015 total
includes taxes & fees
Jan 28 - Jan 29
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, (993 reviews)
"Good breakfast, and everything was clean in a great room. "
United States
Steven
The price is NT$2,686
NT$3,078 total
includes taxes & fees
Feb 4 - Feb 5
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
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1,011 reviews)
"Superb place to stay."
United States
Denessy
The price is NT$3,129
NT$3,540 total
includes taxes & fees
Jan 26 - Jan 27
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Free daily continental breakfast

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
7.4 out of 10, Good, (22 reviews)
"Nice clean rooms. Updated by Hilton. Well priced, good value "
United States
Lewis
The price is NT$2,767
NT$3,199 total
includes taxes & fees
Feb 14 - Feb 15
Spark by Hilton Fishkill
Lobby

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
10.0 out of 10, Exceptional, (3 reviews)
"Close to town, restaurants, gas, etc… Very clean, comfy bed, decent breakfast"
United States
Michael
The price is NT$2,932
NT$3,610 total
includes taxes & fees
Feb 22 - Feb 23
Comfort Suites Central Valley - Woodbury
Reception

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, (1,002 reviews)
"Clean room, breakfast was plentiful and front desk were great."
United States
Robert
The price is NT$2,940
NT$3,620 total
includes taxes & fees
Feb 1 - Feb 2
Fairfield Inn & Suites by Marriott Goshen Middletown
Business center

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, (1,005 reviews)
"Room was perfect, motel in good location, excellent value"
United States
Paul
The price is NT$2,405
NT$2,961 total
includes taxes & fees
Feb 10 - Feb 11
Americas Best Value Inn at Central Valley-Woodbury
Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (147 reviews)
"Breakfast was hot and tasty. Staff were all pleasant and accommodating. "
United States
wendy
Borland House Inn
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, (963 reviews)
"GREAT STAY, CLEAN HOTEL AND ROOM, GREAT POOL AND HOT TUB GYM IS CLEAN LOVED IT"
United States
NICOLE
The price is NT$3,439
NT$4,063 total
includes taxes & fees
Feb 1 - Feb 2
La Quinta Inn & Suites by Wyndham Middletown-Goshen
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

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

10/10 Excellent
"yes it was the laundry and parking was very good"
Troy 6-night trip
Posted 1 day ago
Sonesta Simply Suites Nanuet

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.

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