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Featured Chestertown Hotels with Restaurants

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 out of 5
150 Scheeler Road Chestertown MD
$101 nightly
The price is $112 total per night
$112 total
Mar 15 - Mar 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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

Red Roof Inn & Suites Chestertown

2 out of 5
160 Scheeler Rd Chestertown MD
$72 nightly
The price is $80 total per night
$80 total
Apr 5 - Apr 6
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
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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 essential information

Accommodation
1,090 hotels
Lowest Price
$80
Highest Price
$112
Popular hotels
Comfort Inn & Suites Chestertown, Red Roof Inn & Suites Chestertown

Most Recent Chestertown Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

5 out of 5
Posted 2 hours ago
CheapTickets Verified Review
"Very clean, great staff, very good communication skills, excellent service, AC could have been turned on sooner, friendly. I just wish they had a restaurant on the premises."
A verified traveler stayed at Historic Inns of Annapolis
Historic Inns of Annapolis

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