Hotels with Swimming Pool, Chestertown Maryland

Q: 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.

Aerial summer view of colonial Chestertown on the Chesapeake Bay in Maryland USA

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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

Chestertown

Richard

P6,449 total

includes taxes & fees

Feb 24 - Feb 25

The Lodge at Great Oak Landing

Chestertown

Stephania

P7,165 total

includes taxes & fees

Mar 1 - Mar 2

Best Western Kent Narrows Inn

Grasonville

Wayne

P6,054 total

includes taxes & fees

Feb 18 - Feb 19

Hilton Garden Inn Aberdeen

Aberdeen

William

P6,022 total

includes taxes & fees

Mar 6 - Mar 7

Inn at Huntingfield Creek

Rock Hall

Brian

Home2 Suites by Hilton Baltimore / Aberdeen, MD

Aberdeen

Patty

P6,075 total

includes taxes & fees

Feb 27 - Feb 28

Fairfield Inn & Suites by Marriott Aberdeen

Aberdeen

Linda

P6,816 total

includes taxes & fees

Feb 19 - Feb 20

La Quinta Inn & Suites by Wyndham Aberdeen-APG

Aberdeen

juan

P5,303 total

includes taxes & fees

Feb 27 - Feb 28

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Choose what matters most at hotels with a pool in Chestertown

Breakfast included

Hot tub

Top Chestertown Hotel Reviews

Americas Best Value Inn Edgewood

10/10 Excellent

"The best Inn in Edgewood "

Fairfield Inn & Suites by Marriott White Marsh

10/10 Excellent

"My room was clean and in order. Being a guest at this hotel multiple times in the past, I’m still greeted with kindness and respect and I love the staff that works there: everyone is friendly, and will fulfill any needs when asked. A truly “satisfying” guest experience staying at the Fairfield Inn and Suites by Marriot in White Marsh, Maryland."

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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