Hotels with Swimming Pools in Chester

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Check availability on Chester Hotels with Swimming Pools

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

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,005 reviews)
"timely & courteous check-in; clean rooms; quiet environment; perfect location for our needs "
United States
Orlando
The price is S$137
includes taxes & fees
22 Jan - 23 Jan
Holiday Inn Express Hotel & Suites Chester by IHG
Miscellaneous
The Dominion House Bed & Breakfast

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 S$313
includes taxes & fees
13 Jan - 14 Jan
The Dominion House Bed & Breakfast
Indoor pool, open 8:30 AM to 9:30 PM, pool loungers
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
8.8 out of 10, Excellent, (1,024 reviews)
"Good food hot tub great bed was wonderful area beautiful staff so nice"
United States
vontisha
The price is S$139
includes taxes & fees
1 Feb - 2 Feb
DoubleTree by Hilton Hotel Nanuet
BBQ/picnic Area
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,009 reviews)
"Clean Rooms, clean hotel overall. Plenty of parking."
United States
KenNETH
The price is S$129
includes taxes & fees
27 Jan - 28 Jan
Hampton Inn by Hilton Middletown
Indoor pool
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

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, (1,001 reviews)
"Great customer service and breakfast was excellent "
United States
Dennis
The price is S$143
includes taxes & fees
24 Jan - 25 Jan
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Seasonal outdoor pool
Overlook Lodge at Bear Mountain

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 S$144
includes taxes & fees
25 Jan - 26 Jan
Overlook Lodge at Bear Mountain
Indoor pool
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,014 reviews)
"everything was great "
United States
Christopher
The price is S$133
includes taxes & fees
1 Feb - 2 Feb
Hilton Garden Inn Fishkill
Indoor pool
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,009 reviews)
"This our half way point when we travel and we always stop here. Front desk people are always great never had a bad one yet! "
United States
Denise
The price is S$141
includes taxes & fees
15 Jan - 16 Jan
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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very good, (1,019 reviews)
"Superb place to stay."
United States
Denessy
The price is S$144
includes taxes & fees
12 Jan - 13 Jan
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

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (952 reviews)
"Room was large and spacious ~ perfect for all the luggage we brought"
United States
Cynthia
The price is S$167
includes taxes & fees
18 Jan - 19 Jan
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

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

10/10 Excellent
"Great staffing, clean rooms!!!"
Willique 1-night trip
Posted 2 days ago
Hampton Inn by Hilton Middletown

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: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Features daily, an indoor pool and complimentary high-speed (wired) Internet access. Crowne Plaza Suffern - Mahwah by IHG: Offers continental, an indoor pool and complimentary high-speed (wired) Internet access. Hampton Inn & Suites Mahwah: Provides a full-service spa, a seasonal outdoor pool and a snack bar/deli.
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 Goosepond Mountain State Park and Museum Village 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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