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Featured Chestertown Hotels with Air Conditioning
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
When you stay at this vacation home in Chestertown, you'll be on the waterfront and 7 minutes by car from Washington College.
Breakfast included
Kitchen
Driftwood Inn
609 Washington Avenue, Chestertown, MD
The price is $70 per night
$70
includes taxes & fees
$64 per night
Dec 19 - Dec 20
Free Cancellation
Reserve now, pay when you stay
When you stay at Driftwood Inn in Chestertown, you'll be 3 minutes by foot from Washington College.
Pet friendly
Parking included
Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
The price is $123 per night
$123
includes taxes & fees
$110 per night
Dec 24 - Dec 25
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.
Breakfast included
Pet friendly
Red Roof Inn & Suites Chestertown
160 Scheeler Rd, Chestertown, MD
The price is $76 per night
$76
includes taxes & fees
$68 per night
Jan 1 - Jan 2, 2025
Free Cancellation
Reserve now, pay when you stay
You'll be centrally located in Chestertown with a stay at Red Roof Inn & Suites Chestertown, and 11 minutes by foot from Washington College.
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.
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Chestertown hotels essential information
Accommodation | 1,030 hotels |
---|---|
Lowest Price | $70 |
Highest Price | $123 |
Popular hotels | Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town, Driftwood Inn, Comfort Inn & Suites Chestertown, Red Roof Inn & Suites Chestertown |
Most Recent Chestertown Hotel Reviews
Best Western Plus Hotel & Conference Center
5 out of 5
Posted 1 day ago
CheapTickets Verified Review
"Very nice and clean! Convenient too! The shower head could have been more adjustable. "
A verified traveler stayed at Best Western Plus Hotel & Conference Center
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