Hotels with Swimming Pool in Chester, New York

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Check availability on Chester Hotels with Swimming Pool

Tonight
Oct 2 - Oct 3
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Oct 3 - Oct 4
This weekend
Oct 3 - Oct 5
Next weekend
Oct 10 - Oct 12

Top Chester Hotels with Swimming Pool

Sleep Inn & Suites Middletown - Goshen
Indoor pool

Sleep Inn & Suites Middletown - Goshen

2.5 star property
8.4 out of 10, Very Good, (1004)
"great stay"
The price is P6,112
P7,219 total
includes taxes & fees
Nov 2 - Nov 3
Sleep Inn & Suites Middletown - Goshen
Hampton Inn Harriman Woodbury
Indoor pool

Hampton Inn Harriman Woodbury

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Great place to stay, very clean and conveniently located"
The price is P6,878
P8,469 total
includes taxes & fees
Oct 8 - Oct 9
Hampton Inn Harriman Woodbury
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, (1000)
"Everything was amazing! Thank You for a great stay. "
The price is P6,518
P7,700 total
includes taxes & fees
Oct 7 - Oct 8
Holiday Inn Express Hotel & Suites Chester by IHG
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Indoor pool

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2.0 star property
8.4 out of 10, Very Good, (1022)
"Great price for a great hotel"
The price is P6,338
P7,170 total
includes taxes & fees
Oct 5 - Oct 6
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
The Dominion House Bed & Breakfast
Miscellaneous

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (229)
"Amazing hospitality,"
The price is P12,502
P14,143 total
includes taxes & fees
Oct 6 - Oct 7
The Dominion House Bed & Breakfast
LEGOLAND Hotel NEW York
Outdoor pool

LEGOLAND Hotel NEW York

3.0 star property
8.4 out of 10, Very Good, (9)
"They made the place so much fun for children and every staff member was beyond helpful and cheerful. Truly a great family place. "
The price is P11,985
P16,561 total
includes taxes & fees
Oct 9 - Oct 10
LEGOLAND Hotel NEW York
Hampton Inn Nanuet
Indoor pool

Hampton Inn Nanuet

2.5 star property
7.6 out of 10, Good, (1001)
"Staff was friendly and rooms were clean"
The price is P5,387
P5,999 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn Nanuet
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)
"Wonderful staff!"
The price is P9,828
P11,117 total
includes taxes & fees
Oct 13 - Oct 14
Overlook Lodge at Bear Mountain
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, (1001)
"Great place to stay when you’re in need of relaxation and some family time!"
The price is P5,873
P7,231 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Goshen Middletown
Days Inn by Wyndham Wurtsboro
Seasonal outdoor pool

Days Inn by Wyndham Wurtsboro

2.0 star property
7.6 out of 10, Good, (554)
"Comfortable stay"
The price is P6,397
P7,228 total
includes taxes & fees
Oct 13 - Oct 14
Days Inn by Wyndham Wurtsboro
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

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"Everything was amazing! Thank You for a great stay. "
Nicole 1-night trip
Posted 4 days ago
Holiday Inn Express Hotel & Suites Chester by IHG

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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: Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Holiday Inn Express Ramsey-Mahwah by IHG: Offers full, a pool, and complimentary wired internet access. Overlook Lodge at Bear Mountain: Features continental, an indoor pool, and complimentary wired internet access. Hampton Inn & Suites Mahwah: Features a snack bar/deli, a seasonal outdoor pool, and daily.
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.