Chester Hotel Guide - Hotels with Pool in Chester, New York

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Check availability on Chester Hotels with Pool

Tonight
1 Mar - 2 Mar
Tomorrow
2 Mar - 3 Mar
Next weekend
6 Mar - 8 Mar
In two weeks
13 Mar - 15 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, (1,004 reviews)
"great stay. had everything needed. "
United States
Dana
The price is €88
includes taxes & fees
5 Mar - 6 Mar
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 €206
includes taxes & fees
9 Mar - 10 Mar
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, (1,001 reviews)
"Love staying here "
United States
devin
The price is €93
includes taxes & fees
6 Mar - 7 Mar
Courtyard by Marriott Middletown Goshen
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, (1,003 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 €114
includes taxes & fees
2 Mar - 3 Mar
Overlook Lodge at Bear Mountain
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, (1,001 reviews)
"Was nice place to stay I like it "
United States
Artemio
The price is €97
includes taxes & fees
8 Mar - 9 Mar
Fairfield Inn & Suites by Marriott Goshen Middletown
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, (1,002 reviews)
"Superb place to stay."
United States
Denessy
The price is €92
includes taxes & fees
2 Mar - 3 Mar
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Seasonal outdoor pool

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (611 reviews)
"Excellent, clean, comfortable stay on a stormy night. Great staff."
United States
Paul
The price is €99
includes taxes & fees
3 Mar - 4 Mar
Days Inn by Wyndham Wurtsboro
Indoor pool

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,001 reviews)
"Room was beautifully spotless. Enjoyed everything during my stay."
United States
Francine
The price is €93
includes taxes & fees
8 Mar - 9 Mar
Hilton Garden Inn Fishkill
Reception

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,002 reviews)
"Clean hotel, good breakfast choices and space for eating."
United States
Morgan
The price is €114
includes taxes & fees
8 Mar - 9 Mar
Hampton Inn & Suites Newburgh Stewart Airport
BBQ/picnic Area

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,000 reviews)
"Room clean, staff friendly"
United States
KATHRYN
The price is €93
includes taxes & fees
19 Mar - 20 Mar
Hampton Inn by Hilton Middletown
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

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

10/10 Excellent
"Yes"
MEAGAN 1-night trip
Posted 3 days ago
DoubleTree by Hilton Hotel 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. Offers 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.