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Find Hotels with a Pool in Chestertown, MD

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Pick from 3 Chestertown Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Lobby
Comfort Inn & Suites Chestertown
2.5 star property
8.6 out of 10, Excellent, (666)
"Super nice and friendly front desk staff. The room was very clean and spacious (suite). I’ve had less than positive experiences at other Comfort Inns, but this one is the exception. I’d absolutely stay here again!"
The price is NT$3,711
per night
May 5 - May 6
Comfort Inn & Suites Chestertown
Suite, Multiple Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board
Red Roof Inn & Suites Chestertown
2.0 star property
7.4 out of 10, Good, (259)
"This is a conveniently located and comfortable Inn/Hotel. It was perfect for a one night stay. The only deficit was the lack of a simple, continental breakfast room necessitating a walk to the local DD/Dunkin'."
The price is NT$2,907
per night
May 2 - May 3
Red Roof Inn & Suites Chestertown
Lobby
Driftwood Inn
2.0 star property
5.0 out of 10, (159)
"It was clean and everything worked--more than I could say for many other more expensive rooms I've stayed in. The shower was exceptionally good. Watch out for the hot water: very hot! The TV had Netflix, Hulu, Roku, & Vudu. And they worked. On the downside, the furnishings and carpet were worn, but not terrible. "
The price is NT$2,068
per night
May 12 - May 13
Driftwood Inn
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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.

Chestertown Hotels with a Pool information

 

Hotels with a Pool in Chestertown

3

Highest price
NT$3,711
Cheapest price
NT$2,068
Number of guest reviews
1,083
Total number of hotels in Chestertown
996

 

Frequently asked questions

What are some accommodations with pools in Chestertown?
Comfort Inn & Suites Chestertown: Hotel located near Baltimore Inner Harbor Marina. Offers a full-service spa, a seasonal outdoor pool, and 2 bars. Red Roof Inn & Suites Chestertown: Hotel located near Baltimore Cruise Terminal. Features buffet, a pool, and free self parking. Historic Inns of Annapolis: Offers a snack bar/deli, a seasonal outdoor pool, and buffet. La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh: Hotel located near Johns Hopkins Hospital. Features a snack bar/deli, an indoor pool, and buffet. Sagamore Pendry Baltimore: Offers continental, an indoor pool, and free self parking.
What is there to see and do in Chestertown?
Make a point to visit attractions like Crumpton Auction. Discover sights such as Rolphs Wharf Marina, Historical Society of Kent County Maryland, 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.

Recent reviews of Chestertown hotels
Expedia verified reviews

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

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

5/5 Excellent
"Polite, professional and approachable staff Clean Good free breakfast Convenient location "
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Posted 12 hours ago
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A