Chestertown Holidays
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- Better togetherSave up to Rp173.195 when you book a flight and hotel together*
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Top hotels in Chestertown
Comfort Inn & Suites Chestertown
150 Scheeler Road Chestertown MD
Fully refundable
The price is Rp1.912.519 per night from 12 Apr to 13 Apr
Rp1.912.519
Rp2.122.896 total
12 Apr - 13 Apr
includes taxes & fees
8.6/10 Excellent! (892 reviews)
Clean and helpful
Reviewed on 27 Mar 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is Rp2.185.434 per night from 5 Apr to 6 Apr
Rp2.185.434
Rp3.069.512 total
5 Apr - 6 Apr
includes taxes & fees
9/10 Wonderful! (1,863 reviews)
Clean room, friendly staff, and the PERFECT location for walking downtown Annapolis.
Reviewed on 24 Mar 2026
Hampton Inn Baltimore/Glen Burnie
6617 Ritchie Hwy Glen Burnie MD
Fully refundableReserve now, pay when you stay
The price is Rp1.587.290 per night from 5 Apr to 6 Apr
Rp1.587.290
Rp1.809.511 total
5 Apr - 6 Apr
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
Nice clean rooms and staff. Good location
Reviewed on 25 Mar 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.
Popular places to visit
Wilmer Park
Wilmer Park is just one of the places to see in Chestertown, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's riverfront or experience its festivals.
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.
