Find Hotels with a Pool in Chester, NY

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Check availability on Chester Hotels with a Pool

Our top choices for Chester hotels with a pool

Indoor pool, sun 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, (1,000 reviews)
"great stay. had everything needed. "
United States
Dana
The price is SAR 379
SAR 448 total
includes taxes & fees
22 Feb - 23 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 SAR 806
SAR 912 total
includes taxes & fees
11 Mar - 12 Mar
The Dominion House Bed & Breakfast
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, (973 reviews)
"GREAT STAY, CLEAN HOTEL AND ROOM, GREAT POOL AND HOT TUB GYM IS CLEAN LOVED IT"
United States
NICOLE
The price is SAR 383
SAR 452 total
includes taxes & fees
16 Feb - 17 Feb
La Quinta Inn & Suites by Wyndham Middletown-Goshen
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)
"Staff, Room Clean, Early breakfast. "
United States
Jessica
The price is SAR 303
SAR 358 total
includes taxes & fees
26 Feb - 27 Feb
Hampton Inn by Hilton Middletown
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, (1,069 reviews)
"Clean room, helpful staff and good bar/restaurant "
United States
Stephen
The price is SAR 381
SAR 444 total
includes taxes & fees
22 Feb - 23 Feb
DoubleTree by Hilton Hotel Nanuet
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, (1,000 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 SAR 375
SAR 424 total
includes taxes & fees
12 Feb - 13 Feb
Overlook Lodge at Bear Mountain
Indoor pool

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 SAR 348
SAR 411 total
includes taxes & fees
15 Feb - 16 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, (1,000 reviews)
"Great customer service and breakfast was excellent "
United States
Dennis
The price is SAR 379
SAR 438 total
includes taxes & fees
8 Mar - 9 Mar
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
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 SAR 360
SAR 407 total
includes taxes & fees
23 Feb - 24 Feb
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Indoor pool

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (999 reviews)
"Yes stay was pleasant "
United States
henry
The price is SAR 337
SAR 390 total
includes taxes & fees
25 Feb - 26 Feb
Comfort Suites Fishkill near Interstate 84
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

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Top Chester Hotel Reviews

Residence Inn by Marriott Saddle River

Residence Inn by Marriott Saddle River

10/10 Excellent
"Xxxxx"
Dominick L 1-night trip
Posted 3 weeks ago
Residence Inn by Marriott Saddle River
Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah

10/10 Excellent
"Stay was great. Hotel was very nice, room was good and the staff was awesome. Breakfast was good also, with a good variety."
Keisha 1-night trip
Posted 3 weeks ago
Hampton Inn & Suites Mahwah

Frequently asked questions

What are some accommodations 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 wired internet access. DoubleTree by Hilton Hotel Nanuet: Offers a snack bar/deli, a pool, and free self parking. Crowne Plaza Suffern - Mahwah by IHG: Features a water park, an outdoor pool, and a sauna. Mountain Creek: Features daily, an indoor pool, and free self parking. Sonesta Simply Suites Nanuet: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Offers daily, an indoor pool, and complimentary wired internet access.
What is there to see and do in Chester?
Make a point to visit attractions like 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 think about a place to stay that offers an outdoor pool if you plan to visit Chester in the warmest months of July, August, or June when the average temp is 70°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 32°F.