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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 IHGChester
8.6 out of 10, Excellent, (1,000 reviews)
cleanliness Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.
$118 nightly
The price is $145
May 17 - May 18
Total with taxes and fees

9.2 out of 10, Wonderful, (233 reviews)
cleanliness Dive into summer fun at this bed & breakfast's refreshing outdoor pool, surrounded by garden views.
$215 nightly
The price is $243
May 18 - May 19
Total with taxes and fees

8.4 out of 10, Very Good, (1,010 reviews)
cleanliness Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
$108 nightly
The price is $128
May 26 - May 27
Total with taxes and fees

8.6 out of 10, Excellent, (1,000 reviews)
cleanliness Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
$104 nightly
The price is $122
May 26 - May 27
Total with taxes and fees

8.8 out of 10, Excellent, (41 reviews)
cleanliness Splash into aquatic adventures at this family retreat with an outdoor pool, playful toys, and refreshing waters.
$308 nightly
The price is $363
May 25 - May 26
Total with taxes and fees

8.4 out of 10, Very Good, (1,000 reviews)
cleanliness Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.
$134 nightly
The price is $164
May 31 - Jun 1
Total with taxes and fees

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Red Roof Inn & Suites Newburgh – Stewart Airport/ West PointNew Windsor
8.4 out of 10, Very Good, (1,008 reviews)
cleanliness Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point.
$109 nightly
The price is $123
May 17 - May 18
Total with taxes and fees

7.6 out of 10, Good, (618 reviews)
cleanliness Take a dip in the seasonal outdoor pool, a refreshing retreat with mountain views.
$114 nightly
The price is $129
May 25 - May 26
Total with taxes and fees
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

Sleep Inn & Suites Middletown - Goshen
10/10 Excellent
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