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. Hampton Inn Baltimore/Glen Burnie : Hotel located near Johns Hopkins Hospital. Offers buffet, an indoor pool, and free self parking. La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh : Provides complimentary wired internet access, an indoor pool, and free self parking. Pendry Baltimore : Offers buffet, a seasonal outdoor pool, and complimentary wireless internet access.

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

The Lodge at Great Oak Landing

Chestertown

Stephania

P7,499 total

includes taxes & fees

Apr 5 - Apr 6

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

Comfort Inn & Suites Chestertown

Chestertown

Robert

P8,267 total

includes taxes & fees

Apr 19 - Apr 20

Kent Island Resort

Stevensville

Kim

P9,846 total

includes taxes & fees

Apr 2 - Apr 3

Home2 Suites by Hilton Baltimore / Aberdeen, MD

Aberdeen

Ryan

P6,637 total

includes taxes & fees

Apr 7 - Apr 8

Quality Inn Grasonville near Kent Island

Grasonville

Lauren

P6,589 total

includes taxes & fees

Apr 15 - Apr 16

Best Western Kent Narrows Inn

Grasonville

Evette

P6,697 total

includes taxes & fees

Apr 12 - Apr 13

Fairfield Inn & Suites by Marriott Aberdeen

Aberdeen

Maritza

P7,448 total

includes taxes & fees

Apr 5 - Apr 6

Hampton Inn & Suites Baltimore/Aberdeen

Aberdeen

Sharon

P6,972 total

includes taxes & fees

Apr 7 - Apr 8

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Choose what matters most at hotels with a pool in Chestertown

Breakfast included

Hot tub

Top Chestertown Hotel Reviews

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

10/10 Excellent

"Clean, spacious room. Quiet location. Decent breakfast. "

Best Western Kent Narrows Inn

8/10 Good

"Good to have a hot breakfast. Potatoes were slightly undercooked and we were there for 4 nights and very little variations in the menu. Would have been nice if there was a change in protein during our stay. The winner is the pool and hot tub. The first night we were there, we were able to get the steam room going, but after that, we couldn't get it to wok. Nevertheless, love that these were available especially on a cold night."

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. Hampton Inn Baltimore/Glen Burnie: Hotel located near Johns Hopkins Hospital. Offers buffet, an indoor pool, and free self parking. La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh: Provides complimentary wired internet access, an indoor pool, and free self parking. Pendry Baltimore: Offers buffet, a seasonal outdoor pool, and complimentary wireless internet access.

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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