Chestertown Hotels with Swimming Pool

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Check availability on Chestertown Hotels with Swimming Pools

Our top choices for Chestertown hotels with a pool

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (873 reviews)
"Polite and kind hotel manager"
United States
Richard
The price is RM391
RM434 total
includes taxes & fees
24 Feb - 25 Feb
Comfort Inn & Suites Chestertown
Aerial view

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
7.8 out of 10, Good, (77 reviews)
"Very nice rooms, "
United States
Stephania
The price is RM422
RM483 total
includes taxes & fees
1 Mar - 2 Mar
The Lodge at Great Oak Landing
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,000 reviews)
"Nice breakfast, cleanroom. Great location."
United States
Wayne
The price is RM367
RM408 total
includes taxes & fees
16 Feb - 17 Feb
Best Western Kent Narrows Inn
Indoor pool

Hilton Garden Inn Aberdeen

Hilton Garden Inn Aberdeen
3.0 star property
Aberdeen
8.6 out of 10, Excellent, (637 reviews)
"Quiet, clean, and friendly staff."
United States
William
The price is RM362
RM406 total
includes taxes & fees
21 Feb - 22 Feb
Hilton Garden Inn Aberdeen
Outdoor pool, pool loungers

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (59 reviews)
"Quiet. Friendly staff. Beautiful grounds. Very clean."
United States
Brian
Inn at Huntingfield Creek
Indoor pool

Home2 Suites by Hilton Baltimore / Aberdeen, MD

Home2 Suites by Hilton Baltimore / Aberdeen, MD
3.0 star property
Aberdeen
8.8 out of 10, Excellent, (347 reviews)
"Awesome staff, very clean, great pool Awesome breakfast!!! All good things"
United States
Patty
The price is RM365
RM409 total
includes taxes & fees
21 Feb - 22 Feb
Home2 Suites by Hilton Baltimore / Aberdeen, MD
Indoor pool

Fairfield Inn & Suites by Marriott Aberdeen

Fairfield Inn & Suites by Marriott Aberdeen
3.0 star property
Aberdeen
9.0 out of 10, Wonderful, (311 reviews)
"Always consistent and great staff!"
United States
Linda
The price is RM410
RM459 total
includes taxes & fees
19 Feb - 20 Feb
Fairfield Inn & Suites by Marriott Aberdeen
Seasonal outdoor pool

La Quinta Inn & Suites by Wyndham Aberdeen-APG

La Quinta Inn & Suites by Wyndham Aberdeen-APG
3.0 star property
Aberdeen
9.0 out of 10, Wonderful, (1,000 reviews)
"Everything was great"
United States
juan
The price is RM319
RM357 total
includes taxes & fees
27 Feb - 28 Feb
La Quinta Inn & Suites by Wyndham Aberdeen-APG
Property amenity

Comfort Inn & Suites Aberdeen near APG

Comfort Inn & Suites Aberdeen near APG
2.5 star property
Aberdeen
8.0 out of 10, Very good, (845 reviews)
"Room was nice area was good"
United States
Armond
The price is RM282
RM316 total
includes taxes & fees
24 Feb - 25 Feb
Comfort Inn & Suites Aberdeen near APG
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.
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Choose what matters most at hotels with a pool in Chestertown

Breakfast included
Hot tub

Top Chestertown Hotel Reviews

Pendry Baltimore

Pendry Baltimore

10/10 Excellent
"Wonderful hotel views and breakfast "
Catrinia 1-night trip
Posted 14 hours ago
Pendry Baltimore

Frequently asked questions

What are some accommodation options with pools in Chestertown?
Comfort Inn & Suites Chestertown: Features full, a seasonal outdoor pool and free self parking. Historic Inns of Annapolis: Hotel located near Baltimore Inner Harbor Marina. Features 2 bars, a seasonal outdoor pool and spa services. La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh: Features complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Pendry Baltimore: Hotel located near Johns Hopkins Hospital. Provides buffet, an indoor pool and free self parking. Hampton Inn Baltimore/Glen Burnie: Hotel located near Johns Hopkins Hospital. Offers a snack bar/deli, an indoor pool and buffet.
What is there to see and do in Chestertown?
Surround yourself with nature at Northern Chesapeake Bay and Chesapeake Bay. Discover sights such as Historical Society of Kent County Maryland, Rolphs Wharf Marina and Garfield Center for the Arts at the Prince Theater during your stay.
When is the best time to book a hotel with a pool in Chestertown?
You may want to consider a place to stay that has an outdoor pool if you're planning to visit Chestertown in the hottest months of July, August or June, when the average temperature is 23°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 temp is 4°C.

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