Find Hotels with a Pool in Chester, NY

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Top Chester Hotels with a Pool

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
Chester
8.4 out of 10, Very Good, (1004)
"Friendly staff! "
United States
Joshua
$94 nightly
The price is $111
Nov 9 - Nov 10
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG

The Dominion House Bed & Breakfast

2.0 star property
Chester
9.2 out of 10, Wonderful, (233)
"Amazing hospitality,"
United States
Benedicto
$215 nightly
The price is $243
Nov 10 - Nov 11
Total with taxes and fees
The Dominion House Bed & Breakfast

Hampton Inn Harriman Woodbury

2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1004)
"Very clean hotel , friendly staff and convenient to shopping. We will definitely stay here again. "
United States
John
$95 nightly
The price is $117
Nov 16 - Nov 17
Total with taxes and fees
Hampton Inn Harriman Woodbury

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1002)
"Parking was very easy, beautiful area, very nice staff"
United States
Elizabeth
$94 nightly
The price is $107
Nov 11 - Nov 12
Total with taxes and fees
Overlook Lodge at Bear Mountain

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
Goshen
8.8 out of 10, Excellent, (1002)
"This place is fantastic from the staff to the rooms. Very clean. Will definitely stay here again."
United States
Linda
$93 nightly
The price is $115
Dec 1 - Dec 2
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown

DoubleTree by Hilton Hotel Nanuet

4.0 star property
Nanuet
8.8 out of 10, Excellent, (1000)
"Great staff at this location. "
United States
Kendall
$106 nightly
The price is $123
Nov 30 - Dec 1
Total with taxes and fees
DoubleTree by Hilton Hotel Nanuet

Courtyard by Marriott Middletown Goshen

3.0 star property
Middletown
8.6 out of 10, Excellent, (1015)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
$88 nightly
The price is $104
Dec 1 - Dec 2
Total with taxes and fees
Courtyard by Marriott Middletown Goshen

LEGOLAND Hotel NEW York

3.0 star property
Goshen
8.4 out of 10, Very Good, (17)
"We had an amazing time at Legoland New York! The staff was wonderful—friendly, helpful, and made my daughter London's birthday extra special. The pirate-themed room was incredible, full of fun details and Lego magic everywhere. There was great entertainment, tons of Lego activities, and everyone went out of their way to wish her a happy birthday. She even found Mr gold on her birthday. Such a memorable experience for the whole family! 🏴‍☠️🧱🎉"
United States
Jasmin
$228 nightly
The price is $270
Nov 10 - Nov 11
Total with taxes and fees
LEGOLAND Hotel NEW York

Hilton Garden Inn Fishkill

3.0 star property
Fishkill
8.6 out of 10, Excellent, (1022)
"Very clean and updated facilities "
United States
Ashley
$97 nightly
The price is $110
Dec 1 - Dec 2
Total with taxes and fees
Hilton Garden Inn Fishkill

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3.0 star property
Middletown
9.4 out of 10, Exceptional, (891)
"My room was clean and the staff was very nice."
United States
Mecca
$112 nightly
The price is $133
Dec 1 - Dec 2
Total with taxes and fees
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.

Top Chester Hotel Reviews

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. Sonesta Simply Suites Nanuet: Features buffet, a pool, and complimentary wired internet access. The Crossroads Hotel, Newburgh: Hotel, 1-minute walk from Bear Mountain State Park. Offers a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Hampton Inn Nanuet: Offers a snack bar/deli, a pool, and free self parking. Overlook Lodge at Bear Mountain: Provides 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.

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