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Featured Chestertown Hotels with Pools
Comfort Inn & Suites Chestertown
150 Scheeler Road Chestertown MD
$112 nightly
The price is $124 total per night
$124 total
May 3 - May 4
Total with taxes and fees
Free Cancellation
When you stay at Comfort Inn & Suites Chestertown in Chestertown, you'll be in the historical district, within a 5-minute drive of Washington College and Historical Society of Kent County Maryland.
Pool
Breakfast included
Red Roof Inn & Suites Chestertown
160 Scheeler Rd Chestertown MD
$72 nightly
The price is $80 total per night
$80 total
May 3 - May 4
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at Red Roof Inn & Suites Chestertown places you in the heart of Chestertown, within a 5-minute drive of Washington College and Larrabee Arts Center.
Pet friendly
Parking included
Driftwood Inn
609 Washington Avenue Chestertown MD
$64 nightly
The price is $70 total per night
$70 total
May 23 - May 24
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Driftwood Inn in Chestertown, you'll be a 3-minute walk from Washington College and 11 minutes by foot from Larrabee Arts Center.
Pet friendly
Parking included
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 essential information
Accommodation | 1,090 hotels |
|---|---|
Lowest Price | $70 |
Highest Price | $124 |
Popular hotels | Comfort Inn & Suites Chestertown, Red Roof Inn & Suites Chestertown, Driftwood Inn |
Most Recent Chestertown Hotel Reviews
Hilton Garden Inn Baltimore/White Marsh
4 out of 5
Posted 6 hours ago
CheapTickets Verified Review
"Clean rooms and nice staff "
A verified traveler stayed at Hilton Garden Inn Baltimore/White Marsh
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