Hotels with Swimming Pool in Chestertown, Maryland

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Check availability on Chestertown Hotels with Swimming Pool

Our top choices for Chestertown hotels with a pool

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 P5,810
P6,449 total
includes taxes & fees
Feb 24 - Feb 25
Comfort Inn & Suites Chestertown

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 P6,267
P7,165 total
includes taxes & fees
Mar 1 - Mar 2
The Lodge at Great Oak Landing

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 P5,454
P6,054 total
includes taxes & fees
Feb 18 - Feb 19
Best Western Kent Narrows Inn

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 P5,377
P6,022 total
includes taxes & fees
Mar 6 - Mar 7
Hilton Garden Inn Aberdeen

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

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 P5,424
P6,075 total
includes taxes & fees
Feb 27 - Feb 28
Home2 Suites by Hilton Baltimore / Aberdeen, MD

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 P6,086
P6,816 total
includes taxes & fees
Feb 19 - Feb 20
Fairfield Inn & Suites by Marriott Aberdeen

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 P4,735
P5,303 total
includes taxes & fees
Feb 27 - Feb 28
La Quinta Inn & Suites by Wyndham Aberdeen-APG

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 P4,193
P4,696 total
includes taxes & fees
Feb 24 - Feb 25
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.

Choose what matters most at hotels with a pool in Chestertown

Top Chestertown Hotel Reviews

Frequently asked questions

What are some accommodations 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 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 offers an outdoor pool if you're planning to visit Chestertown in the hottest months of July, August, or June when the average temperature is 74°F. Lodging with 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 39°F.

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