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Our top choices for Chester hotels with a pool

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,005 reviews)
"great stay. had everything needed. "
United States
Dana
The price is 2.752.396 ₫
3.251.267 ₫ total
includes taxes & fees
19 Feb - 20 Feb
Holiday Inn Express Hotel & Suites Chester by IHG

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
The price is 5.571.725 ₫
6.303.046 ₫ total
includes taxes & fees
17 Feb - 18 Feb
The Dominion House Bed & Breakfast

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,066 reviews)
"Clean room, helpful staff and good bar/restaurant "
United States
Stephen
The price is 2.640.223 ₫
3.072.559 ₫ total
includes taxes & fees
22 Feb - 23 Feb
DoubleTree by Hilton Hotel Nanuet

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, (970 reviews)
"GREAT STAY, CLEAN HOTEL AND ROOM, GREAT POOL AND HOT TUB GYM IS CLEAN LOVED IT"
United States
NICOLE
The price is 2.648.532 ₫
3.128.579 ₫ total
includes taxes & fees
16 Feb - 17 Feb
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,005 reviews)
"Staff, Room Clean, Early breakfast. "
United States
Jessica
The price is 2.092.636 ₫
2.471.926 ₫ total
includes taxes & fees
26 Feb - 27 Feb
Hampton Inn by Hilton Middletown

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,000 reviews)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is 3.083.885 ₫
3.488.677 ₫ total
includes taxes & fees
16 Feb - 17 Feb
Overlook Lodge at Bear Mountain

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
2.5 star property
Fishkill
8.4 out of 10, Very good, (1,004 reviews)
"Great customer service and breakfast was excellent "
United States
Dennis
The price is 2.726.430 ₫
3.152.435 ₫ total
includes taxes & fees
16 Feb - 17 Feb
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,004 reviews)
"Room was beautifully spotless. Enjoyed everything during my stay."
United States
Francine
The price is 2.528.786 ₫
2.860.689 ₫ total
includes taxes & fees
24 Feb - 25 Feb
Hilton Garden Inn Fishkill

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, (1,010 reviews)
"Superb place to stay."
United States
Denessy
The price is 2.487.581 ₫
2.814.076 ₫ total
includes taxes & fees
17 Feb - 18 Feb
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,003 reviews)
"Love staying here "
United States
devin
The price is 2.401.025 ₫
2.836.211 ₫ total
includes taxes & fees
19 Feb - 20 Feb
Courtyard by Marriott 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.

Choose what matters most at hotels with a pool in Chester

Top Chester Hotel Reviews

Frequently asked questions

What is there to see and do in Chester?
Make a point to visit attractions such as The Rock Sports Complex and Castle Fun Center. Discover sights such as Museum Village and Goosepond Mountain State Park during your stay. The restaurants and shopping are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Chester?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Chester in the hottest months of July, August or June, when the average temp is 21°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temperature is 0°C.