Chestertown Vacations
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Find the Best Chestertown Vacation Packages
Chestertown Hotel Deals
Comfort Inn & Suites Chestertown
150 Scheeler Road Chestertown MD
Fully refundable
The price is ₩198,912 per night from Apr 12 to Apr 13
₩198,912
₩220,791 total
Apr 12 - Apr 13
includes taxes & fees
8.6/10 Excellent! (893 reviews)
Clean, quiet.
Reviewed on Mar 29, 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is ₩196,009 per night from Apr 19 to Apr 20
₩196,009
₩275,301 total
Apr 19 - Apr 20
includes taxes & fees
9/10 Wonderful! (1,875 reviews)
Used the valet at the hotel. The service was excellent.
Reviewed on Apr 1, 2026
Hampton Inn Baltimore/Glen Burnie
6617 Ritchie Hwy Glen Burnie MD
Fully refundableReserve now, pay when you stay
The price is ₩159,009 per night from Apr 5 to Apr 6
₩159,009
₩181,270 total
Apr 5 - Apr 6
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
A house problem means a one night local area stay. No issues with registration, good rate and clean room.
Reviewed on Mar 30, 2026
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.
Discover the most popular places to visit in Chestertown
Crumpton Auction
Take the family on an outing to Crumpton Auction during your trip to Chestertown. Take in the festivals while you're in the area.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
