Hotels with Swimming Pool in Chester, New York

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Our top choices for Chester hotels with a pool

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)
"We have been several times during the past few years the hotel is in very good condition and the coffee is really good available 24 hours a day the breakfast has several choices that are good the rooms are clean the A/C and heat work great overall great place to stay we come sometimes for a quick weekend getaway from New York City will continue to come back. Great local diner and restaurants."
United States
Kenneth
The price is P7,470
P8,824 total
includes taxes & fees
Apr 8 - Apr 9
Holiday Inn Express Hotel & Suites Chester by IHG

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 P13,057
P14,771 total
includes taxes & fees
Apr 6 - Apr 7
The Dominion House Bed & Breakfast

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,004 reviews)
"Amazing stay with great amenities!"
United States
Audrey
The price is P7,227
P8,175 total
includes taxes & fees
Apr 2 - Apr 3
Overlook Lodge at Bear Mountain

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (615 reviews)
"Everything was clean. "
United States
John
The price is P6,377
P7,206 total
includes taxes & fees
Apr 2 - Apr 3
Days Inn by Wyndham Wurtsboro

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,000 reviews)
"It was a beautiful experience. Clean and 5 star service. The staff so friendly and helpful. Peaceful fun experience. "
United States
Amanda
The price is P5,292
P6,251 total
includes taxes & fees
Apr 9 - Apr 10
Hampton Inn by Hilton Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
8.8 out of 10, Excellent, (1,000 reviews)
"Amazing staff Great breakfast Clean quiet rooms"
United States
R
The price is P7,175
P8,835 total
includes taxes & fees
Apr 13 - Apr 14
Fairfield Inn & Suites by Marriott Goshen Middletown

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, (1,006 reviews)
"Good place, reasonable price "
United States
Andrew
The price is P5,793
P6,554 total
includes taxes & fees
Apr 19 - Apr 20
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,002 reviews)
"A good place to stay when you are in this region. "
Canada
Valere
The price is P7,420
P8,579 total
includes taxes & fees
Apr 12 - Apr 13
Hilton Garden Inn Fishkill

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,002 reviews)
"Great stay!!! "
United States
diana
The price is P6,143
P7,256 total
includes taxes & fees
Apr 14 - Apr 15
Courtyard by Marriott Middletown Goshen

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,000 reviews)
"Best Hotel in area so far 😁 "
United States
Debi
The price is P6,460
P7,630 total
includes taxes & fees
Apr 9 - Apr 10
Sleep Inn & Suites 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.

Choose what matters most at hotels with a pool in Chester

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. DoubleTree by Hilton Hotel Nanuet: Offers a snack bar/deli, a pool, and free self parking. Sonesta Simply Suites Nanuet: Features continental, an indoor pool, and complimentary wired internet access. Sleep Inn & Suites Middletown - Goshen: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Offers daily, an indoor pool, and complimentary wired internet access. Hampton Inn Harriman Woodbury: Features complimentary wired internet access, an indoor pool, and free self parking.
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.

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