Hotels with Swimming Pool, Chester New York

Q: 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. Overlook Lodge at Bear Mountain : Hotel, 1-minute walk from Bear Mountain State Park. Offers a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Sleep Inn & Suites Middletown - Goshen : Provides continental, an indoor pool, and complimentary wired internet access. DoubleTree by Hilton Hotel Nanuet : Features a snack bar/deli, a pool, and free self parking. Crowne Plaza Suffern - Mahwah by IHG : Features free self parking, an indoor pool, and complimentary wireless internet access.

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Our top choices for Chester hotels with a pool

Holiday Inn Express Hotel & Suites Chester by IHG

Chester

Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.

P8,963 total

includes taxes & fees

Jul 2 - Jul 3

The Dominion House Bed & Breakfast

Chester

Dive into summer fun at this bed & breakfast's refreshing outdoor pool, surrounded by garden views.

P14,879 total

includes taxes & fees

Jul 2 - Jul 3

Sleep Inn & Suites Middletown - Goshen

Middletown

Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.

P8,856 total

includes taxes & fees

Jul 28 - Jul 29

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

Immerse in a serene aquatic escape at this family-friendly hotel featuring a pristine indoor pool and relaxation hot tub.

P8,845 total

includes taxes & fees

Jul 26 - Jul 27

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.

P8,527 total

includes taxes & fees

Jul 26 - Jul 27

Seasonal outdoor pool, cabanas (surcharge), pool umbrellas

Jellystone Park Gardiner

Gardiner

P24,409 total

includes taxes & fees

Jul 7 - Jul 8

Overlook Lodge at Bear Mountain

Bear Mountain

Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.

P12,729 total

includes taxes & fees

Jul 1 - Jul 2

Comfort Suites Fishkill near Interstate 84

Fishkill

Comfort suites with indoor pool oasis makes relaxation a year-round affair in Fishkill.

P6,989 total

includes taxes & fees

Jul 27 - Jul 28

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Choose what matters most at hotels with a pool in Chester

Breakfast included

Hot tub

Top Chester Hotel Reviews

Holiday Inn Express Hotel & Suites Chester by IHG

8/10 Good

"Excellent breakfast. Very clean rooms. Bathrooms/shower needs to be updated."

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. Overlook Lodge at Bear Mountain: Hotel, 1-minute walk from Bear Mountain State Park. Offers a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Sleep Inn & Suites Middletown - Goshen: Provides continental, an indoor pool, and complimentary wired internet access. DoubleTree by Hilton Hotel Nanuet: Features a snack bar/deli, a pool, and free self parking. Crowne Plaza Suffern - Mahwah by IHG: Features free self parking, an indoor pool, and complimentary wireless internet access.

What is there to see and do in Chester?

Explore places like LEGOLAND® New York 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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Our top choices for Chester hotels with a pool