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Find Hotels with a Pool in Chester, MD from CA $138
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Check availability on Chester Hotels with a Pool
Our top choices for Chester hotels with a pool

8.2 out of 10, Very good, (1,000 reviews)
cleanliness Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is CA $174
CA $192 total
includes taxes & fees
Jun 10 - Jun 11

8.0 out of 10, Very good, (1,000 reviews)
cleanliness Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.
The price is CA $159
CA $177 total
includes taxes & fees
Jun 16 - Jun 17

7.6 out of 10, Good, (881 reviews)
cleanliness Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness centre.
The price is CA $140
CA $154 total
includes taxes & fees
Jun 24 - Jun 25

7.8 out of 10, Good, (913 reviews)
cleanliness Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.
The price is CA $147
CA $163 total
includes taxes & fees
Jun 17 - Jun 18

9.2 out of 10, Wonderful, (1,001 reviews)
cleanliness Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.
The price is CA $192
CA $212 total
includes taxes & fees
Jun 4 - Jun 5

9.4 out of 10, Exceptional, (385 reviews)
cleanliness Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
The price is CA $208
CA $228 total
includes taxes & fees
Jun 4 - Jun 5

9.2 out of 10, Wonderful, (142 reviews)
cleanliness Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
The price is CA $216
CA $287 total
includes taxes & fees
Jun 16 - Jun 17

8.2 out of 10, Very good, (1,000 reviews)
cleanliness Lounge by the pristine outdoor pool at this hotel, where peaceful relaxation meets exceptional service and modern fitness options.
The price is CA $175
CA $200 total
includes taxes & fees
Jun 11 - Jun 12
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

Country Inn & Suites by Radisson, Annapolis, MD
2/10 Terrible
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