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Check availability on Chester Hotels with Pool

Tonight
23 Aug - 24 Aug
Tomorrow
24 Aug - 25 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sep - 6 Sep

Our top choices for Chester hotels with a pool

An indoor swimming pool with a 9-foot depth warning.
A hotel room with a bed, a sofa, a TV, a desk, and a wall with a geometric pattern.
A hotel with a central entrance pavilion, a flag, and a landscaped garden.
A Simon Premium Outlet sign at Woodbury Commons.

1. Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
Chester
  • Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.
฿3,986
฿4,907 total
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Express Hotel & Suites Chester by IHG
A swimming pool with a deck, surrounded by potted plants and outdoor furniture.
A large, two-story white house with a wrap-around porch and a small front garden.
A garden with a stone fountain, a wooden gazebo, and various shrubs and flowers.
A traditional living room with a chandelier, vintage furniture, and a fireplace.

2. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
Chester
  • Dive into summer fun at this bed & breakfast's refreshing outdoor pool, surrounded by garden views.
฿7,024
฿7,946 total
includes taxes & fees
7 Sept - 8 Sept
The Dominion House Bed & Breakfast
A rectangular swimming pool with a metal ladder, surrounded by a low fence and trees.
A spacious lobby with a stone accent wall, a flat-screen TV, and a seating area with sofas and a coffee table.
An outdoor patio with round tables and chairs, covered by large umbrellas, and a pergola structure.
A modern living room with a stone accent wall, a flat-screen TV, and a fireplace. There are multiple seating options including a sofa, chairs, and a table.

3. Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
Goshen
  • Seasonal outdoor pool offers refreshing dips during warm summer months in Goshen.
฿4,214
฿5,189 total
includes taxes & fees
13 Sept - 14 Sept
Fairfield Inn & Suites by Marriott Goshen Middletown
A poolside area with red umbrellas, a pool, and a fenced patio with chairs and tables.
A gym with exercise equipment, treadmills, and weight machines.
A modern living room with a fireplace, two armchairs, a coffee table, and a TV mounted on the wall.
A Hampton Inn hotel with a modern design, featuring a covered entrance and a well-lit facade.

4. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
Middletown
  • Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
฿3,188
฿3,766 total
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn by Hilton Middletown
A modern hotel lobby with a fireplace, comfortable seating, and a television.
A landscaped outdoor area with a fire feature, seating, and a pathway.
A modern hotel lobby with a seating area, large windows, and a television screen.

5. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
Middletown
  • Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
฿3,305
฿3,904 total
includes taxes & fees
30 Aug - 31 Aug
Courtyard by Marriott Middletown Goshen
An indoor swimming pool with a lifeguard chair, poolside chairs, and a clear view of the outside through large windows.
A lobby area with seating, a reception desk, and a beverage refrigerator.
A modern hotel lobby with a central dining area, seating arrangements, and large windows offering views.
A multi-story hotel with a covered entrance, landscaped gardens, and a clear sky.

6. Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG
Middletown
  • Make a splash in this hotel's tranquil indoor pool, steps away from LEGOLAND® New York.
฿3,986
฿4,708 total
includes taxes & fees
21 Sept - 22 Sept
Holiday Inn Express & Suites Middletown - Goshen by IHG
An indoor swimming pool with lounge chairs and a stone wall.
A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.
A hotel room with a bed, a flat-screen TV, a mini-fridge, a microwave, and a fireplace.
A modern dining area with a large fish tank, sofas, and wooden tables and chairs.

7. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown
  • Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.
฿3,582
฿4,232 total
includes taxes & fees
13 Sept - 14 Sept
Sleep Inn & Suites Middletown - Goshen
View all properties

Choose what matters most at hotels with a pool in Chester

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Chester Hotel Reviews

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"Family of five with three small children visiting Legoland. This hotel was awesome. Comfortable stay, great breakfast, nice indoor pool."
Jatarra 2-night trip
Posted less than an hour ago
Sleep Inn & Suites Middletown - Goshen
Mountain Creek

Mountain Creek

10/10 Excellent
"Very convenient location to many fun activities for the entire family. Staff were helpful, rooms clean and comfortable. I would definitely recommend this place for fun all."
Mellisa 3-night trip
Posted 1 hour ago
Mountain Creek
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

10/10 Excellent
"I enjoyed my stay at the DoubleTree. From the time we entered the hotel, the staff were friendly, room was clean, it was up to date, enjoyed the pool and the yummy cookies."
Cloraine 2-night trip
Posted 1 hour ago
DoubleTree by Hilton Hotel Nanuet

Frequently asked questions

What are some accommodation options 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 high-speed (wired) Internet access. Crowne Plaza Suffern - Mahwah by IHG: Provides continental, an indoor pool and complimentary high-speed (wired) Internet access. Sleep Inn & Suites Middletown - Goshen: Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool and a snack bar/deli. Overlook Lodge at Bear Mountain: Offers daily, an indoor pool and free self parking. La Quinta Inn & Suites by Wyndham Middletown-Goshen: Hotel steps from LEGOLAND® New York. Offers full, a seasonal outdoor pool and complimentary wireless Internet access.
What is there to see and do in Chester?
Explore places such as Woodbury Common Premium Outlets while you're in the area. Make a point to visit attractions such as 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 consider a place to stay that has an outdoor pool if you plan to visit Chester in the hottest months of July, August or June, when the average temp is 21°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temperature is 0°C.

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