Find Hotels with a Pool in Chester, NY

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Check availability on Chester Hotels with a Pool

Tonight
Aug 8 - Aug 9
Tomorrow
Aug 9 - Aug 10
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Chester Hotels with a Pool

Holiday Inn Express Hotel & Suites Chester by IHG
Relax by the pool, surrounded by lounge chairs and a seating area with tables.

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
8.4 out of 10, Very Good, (1005)
"Nice place"
The price is NT$4,226
NT$4,993 total
includes taxes & fees
Aug 17 - Aug 18
Holiday Inn Express Hotel & Suites Chester by IHG
The Dominion House Bed & Breakfast
Relax by the pool surrounded by lush greenery and a vibrant tree.

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (227)
"Amazing hospitality,"
The price is NT$6,399
NT$7,239 total
includes taxes & fees
Aug 11 - Aug 12
The Dominion House Bed & Breakfast
The Abbey Inn & Spa
Stroll through the beautifully landscaped grounds, surrounded by flowering plants and large rocks, leading to a building with a unique tower.

The Abbey Inn & Spa

4.0 star property
9.2 out of 10, Wonderful, (194)
"Great quaint hotel "
The price is NT$8,810
NT$11,439 total
includes taxes & fees
Aug 10 - Aug 11
The Abbey Inn & Spa
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Relax by the serene indoor pool surrounded by a spacious deck and comfortable seating area.

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Would stay again"
The price is NT$4,524
NT$5,174 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
DoubleTree by Hilton Hotel Nanuet
Relax by the serene pool surrounded by lounge chairs and a stone wall.

DoubleTree by Hilton Hotel Nanuet

4.0 star property
8.8 out of 10, Excellent, (1001)
"Comfortable bed, nice bathroom, great staff!"
The price is NT$3,517
NT$4,092 total
includes taxes & fees
Sep 1 - Sep 2
DoubleTree by Hilton Hotel Nanuet
Hampton Inn Fishkill
Relax by the oval-shaped pool surrounded by lounge chairs and a small table.

Hampton Inn Fishkill

2.5 star property
8.6 out of 10, Excellent, (1002)
"Two good restaurants on site"
The price is NT$3,889
NT$4,399 total
includes taxes & fees
Aug 10 - Aug 11
Hampton Inn Fishkill
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Relax by the pool with a clear view of the surrounding landscape, surrounded by a seating area with chairs and a table.

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

2.5 star property
8.4 out of 10, Very Good, (1000)
"We were in town on business and thoroughly enjoyed our stay."
The price is NT$4,100
NT$4,638 total
includes taxes & fees
Aug 28 - Aug 29
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Best Western Fishkill Inn & Suites
Enjoy a refreshing dip in the pool surrounded by a two-story building with balconies.

Best Western Fishkill Inn & Suites

3.5 star property
8.8 out of 10, Excellent, (886)
"Excellent customer service and great stay! Rooms are clean, updated, and spacious. Would recommend! "
The price is NT$3,735
NT$4,225 total
includes taxes & fees
Aug 17 - Aug 18
Best Western Fishkill Inn & Suites
Courtyard by Marriott Fishkill
Relax by the pool surrounded by a spacious deck with lounge chairs and a table.

Courtyard by Marriott Fishkill

3.0 star property
8.8 out of 10, Excellent, (680)
"They should offer free continental breakfast with your stay"
The price is NT$3,988
NT$4,511 total
includes taxes & fees
Aug 24 - Aug 25
Courtyard by Marriott Fishkill
SpringHill Suites by Marriott Fishkill
Relax by the indoor pool, featuring a clear design with lounge chairs and a lifeguard chair.

SpringHill Suites by Marriott Fishkill

3.0 star property
9.6 out of 10, Exceptional, (968)
"Breakfast choices were great everyone was very kind and friendly "
The price is NT$5,030
NT$5,690 total
includes taxes & fees
Sep 7 - Sep 8
SpringHill Suites by Marriott Fishkill
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.

Top Chester Hotel Reviews

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"While the elevator is always broken and the carpet needs to be replaced in the hallway, my family and I enjoy our stays here. The staff is always pleasant and someone always brews the best iced lemonade tea accessible in the lobby. I look forward to having a cup when I check in."
Sherry A. 1-night trip
Posted 2 days ago
Sleep Inn & Suites Middletown - Goshen

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. Crowne Plaza Suffern - Mahwah by IHG: Provides daily, an indoor pool, and free self parking. La Quinta Inn & Suites by Wyndham Middletown-Goshen: Hotel, 1-minute walk from Bear Mountain State Park. Offers a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Sonesta Simply Suites Nanuet: Features continental, an indoor pool, and complimentary wired internet access. Overlook Lodge at Bear Mountain: Offers full, a pool, and complimentary wired internet access.
What is there to see and do in Chester?
Explore places like LEGOLAND® New York and Woodbury Common Premium Outlets while you're in the area. Make a point to visit attractions like The Rock Sports Complex and Castle Fun Center. 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.