Find Hotels with a Pool in Chester, NY

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Check availability on Chester Hotels with a Pool

Tonight
Aug 1 - Aug 2
Tomorrow
Aug 2 - Aug 3
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Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Top Chester Hotels with a Pool

Sleep Inn & Suites Middletown - Goshen
Indoor pool

Sleep Inn & Suites Middletown - Goshen

2.5 star property
8.6 out of 10, Excellent, (1012)
"Staff was very kind and breakfast was good "
The price is ₩134,946
₩159,404 total
includes taxes & fees
Aug 24 - Aug 25
Sleep Inn & Suites Middletown - Goshen
Fairfield Inn & Suites by Marriott Goshen Middletown
Seasonal outdoor pool

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
8.8 out of 10, Excellent, (976)
"Great breakfast, great room. "
The price is ₩153,316
₩188,771 total
includes taxes & fees
Aug 24 - Aug 25
Fairfield Inn & Suites by Marriott Goshen Middletown
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Indoor pool

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3.0 star property
9.2 out of 10, Wonderful, (771)
"Place was great have stayed here many times."
The price is ₩164,326
₩194,110 total
includes taxes & fees
Aug 3 - Aug 4
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Holiday Inn Express Hotel & Suites Chester by IHG
Indoor pool, sun loungers

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
8.4 out of 10, Very Good, (1003)
"Very clean and breakfast was worthy."
The price is ₩164,466
₩194,276 total
includes taxes & fees
Aug 7 - Aug 8
Holiday Inn Express Hotel & Suites Chester by IHG
The Dominion House Bed & Breakfast
Miscellaneous

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (226)
"Amazing hospitality,"
The price is ₩299,663
₩338,995 total
includes taxes & fees
Aug 4 - Aug 5
The Dominion House Bed & Breakfast
Overlook Lodge at Bear Mountain
Seasonal outdoor pool

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very Good, (1001)
"Would like to stay here again."
The price is ₩193,735
₩219,158 total
includes taxes & fees
Aug 25 - Aug 26
Overlook Lodge at Bear Mountain
Hampton Inn Harriman Woodbury
Indoor pool

Hampton Inn Harriman Woodbury

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Great stay great staff great accommodations "
The price is ₩166,877
₩205,467 total
includes taxes & fees
Aug 7 - Aug 8
Hampton Inn Harriman Woodbury
Courtyard by Marriott Middletown Goshen
Indoor pool

Courtyard by Marriott Middletown Goshen

3.0 star property
8.6 out of 10, Excellent, (937)
"The room was clean and beautiful and we loved the indoor pool highly recommend. "
The price is ₩140,981
₩166,534 total
includes taxes & fees
Aug 10 - Aug 11
Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Newburgh Stewart Airport
Indoor pool, open 6 AM to 11 PM, sun loungers

Courtyard by Marriott Newburgh Stewart Airport

3.0 star property
8.2 out of 10, Very Good, (670)
"This is my 3rd hotel in my NY trip so was the best one ."
The price is ₩170,041
₩200,862 total
includes taxes & fees
Aug 10 - Aug 11
Courtyard by Marriott Newburgh Stewart Airport
Fairfield Inn & Suites Mahwah
Indoor pool

Fairfield Inn & Suites Mahwah

2.5 star property
8.2 out of 10, Very Good, (992)
"very clean and a friendly staffs "
The price is ₩129,622
₩148,579 total
includes taxes & fees
Aug 17 - Aug 18
Fairfield Inn & Suites Mahwah
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

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"The staff was so nice and accommodating. We chose this hotel due to the convenient 10 min drive to Legoland. The breakfast had a good variety eggs, sausage, pancakes, bagels, cinnamon rolls, fruit, muffins, cereal,yogurts and juices. The coffee was also really good a machine that grinds up beans and makes each coffee fresh to order. The also had togo bags which was helful since we have a tiny guy that tends to eat a bite and "save it for later" the rooms had a microwave and fridge and the pool was nice and shallow. I would definitely recommend this hotel and we will definitely stay again for our next legoland trip!"
Lauren 2-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Chester by IHG

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.