Chester Hotels with Swimming Pool

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Check availability on Chester Hotels with Swimming Pools

Tonight
23 Feb - 24 Feb
Tomorrow
24 Feb - 25 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

Our top choices for Chester hotels with a pool

Indoor pool, pool loungers

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, (1,003 reviews)
"great stay. had everything needed. "
United States
Dana
The price is RM297
RM350 total
includes taxes & fees
26 Feb - 27 Feb
Holiday Inn Express Hotel & Suites Chester by IHG
Miscellaneous

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 RM839
RM949 total
includes taxes & fees
25 Feb - 26 Feb
The Dominion House Bed & Breakfast
Indoor pool

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,009 reviews)
"Love staying here "
United States
devin
The price is RM328
RM388 total
includes taxes & fees
27 Feb - 28 Feb
Courtyard by Marriott Middletown Goshen
Indoor pool

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 RM372
RM430 total
includes taxes & fees
27 Feb - 28 Feb
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Seasonal outdoor pool

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
8.8 out of 10, Excellent, (1,005 reviews)
"Was nice place to stay I like it "
United States
Artemio
The price is RM362
RM445 total
includes taxes & fees
8 Mar - 9 Mar
Fairfield Inn & Suites by Marriott Goshen Middletown
Seasonal outdoor pool

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,007 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 RM464
RM525 total
includes taxes & fees
24 Feb - 25 Feb
Overlook Lodge at Bear Mountain
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 RM375
RM424 total
includes taxes & fees
24 Feb - 25 Feb
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Outdoor spa tub

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, (977 reviews)
"Room was clean & comfortable. Staff was accommodating and friendly."
United States
Nadine
The price is RM431
RM509 total
includes taxes & fees
5 Mar - 6 Mar
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Reception

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,001 reviews)
"Clean hotel, good breakfast choices and space for eating."
United States
Morgan
The price is RM445
RM525 total
includes taxes & fees
1 Mar - 2 Mar
Hampton Inn & Suites Newburgh Stewart Airport
Seasonal outdoor pool

Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites
3.5 star property
Fishkill
8.8 out of 10, Excellent, (991 reviews)
"Place was amazing "
United States
Neydi
The price is RM372
RM430 total
includes taxes & fees
25 Feb - 26 Feb
Best Western Fishkill Inn & Suites
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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Choose what matters most at hotels with a pool in Chester

Breakfast included
Hot tub

Top Chester Hotel Reviews

Hilton Garden Inn Nanuet

Hilton Garden Inn Nanuet

10/10 Excellent
"Great"
john 1-night trip
Posted 2 days ago
Hilton Garden Inn Nanuet

Frequently asked questions

What are some accommodation options with pools in Chester?
Holiday Inn Express Hotel & Suites Chester by IHG: Hotel located near LEGOLAND® New York. Features on-the-go, a pool and complimentary high-speed (wired) Internet access. DoubleTree by Hilton Hotel Nanuet: Offers a snack bar/deli, a pool and free self parking. Sonesta Simply Suites Nanuet: Features daily, an indoor pool and free self parking. La Quinta Inn & Suites by Wyndham Middletown-Goshen: Offers continental, an indoor pool and complimentary high-speed (wired) Internet access. Sleep Inn & Suites Middletown - Goshen: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Features daily, an indoor pool and complimentary high-speed (wired) Internet access.
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.

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