
Find Hotels with a Pool in Chestertown, MD
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Our top choices for Chestertown hotels with a pool

8.0 out of 10, Very Good, (81 reviews)
cleanliness Waterfront lodge's seasonal outdoor pool offers sun-drenched days with loungers and umbrellas.
The price is AED 464
AED 531 total
includes taxes & fees
27 May - 28 May

First Floor Studio Apartment in Historic Chestertown
First Floor Studio Apartment in Historic ChestertownChestertown
9.6 out of 10, Exceptional, (111 reviews)
cleanliness Serene backyard pool with hot tub and golf course views provides ideal relaxation in historic Chestertown.
The price is AED 364
AED 583 total
includes taxes & fees
18 May - 19 May

8.6 out of 10, Excellent, (911 reviews)
cleanliness Dive into the seasonal outdoor pool with comfortable loungers and umbrellas at this refreshing hotel retreat in Chestertown.
The price is AED 396
AED 439 total
includes taxes & fees
14 Jun - 15 Jun

8.0 out of 10, Very Good, (1,002 reviews)
cleanliness Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.
The price is AED 423
AED 469 total
includes taxes & fees
27 May - 28 May

10.0 out of 10, Exceptional, (63 reviews)
cleanliness Waterfront escape with a sun-drenched outdoor pool and spa services at this peaceful bed and breakfast retreat.
The price is AED 654
AED 726 total
includes taxes & fees
17 May - 18 May

7.6 out of 10, Good, (1,001 reviews)
cleanliness Dip into poolside bliss at this hotel with a sun-soaked outdoor pool and modern fitness center nearby.
The price is AED 302
AED 336 total
includes taxes & fees
26 May - 27 May

Amazing Getaway: Enjoy our Cozy Log Cabins on the Chesapeake Bay!
Amazing Getaway: Enjoy our Cozy Log Cabins on the Chesapeake Bay!North East
8.8 out of 10, Excellent, (3 reviews)
cleanliness Splash into waterfront bliss with indoor and outdoor pools at this log cabin retreat.
The price is AED 1,285
AED 1,557 total
includes taxes & fees
21 May - 22 May

8.6 out of 10, Excellent, (653 reviews)
cleanliness Plunge into tranquil waters at this hotel's refreshing indoor pool for a serene aquatic escape.
The price is AED 389
AED 435 total
includes taxes & fees
26 May - 27 May
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 Chestertown Hotel Reviews

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
6/10 Okay
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