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Chestertown Hotels
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Top 10 trending Chestertown hotels

Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHG
9.2 out of 10, Wonderful, (894)
The price is €121
includes taxes & fees
2 Sept - 3 Sept

Best Western Kent Narrows Inn
Best Western Kent Narrows Inn
8.2 out of 10, Very good, (1001)
The price is €103
includes taxes & fees
8 Sept - 9 Sept

Inn at Haven Harbour
Inn at Haven Harbour
8.0 out of 10, Very good, (3)
The price is €218
includes taxes & fees
4 Sept - 5 Sept

The Lodge at Great Oak Landing
The Lodge at Great Oak Landing
8.0 out of 10, Very good, (66)
The price is €126
includes taxes & fees
3 Sept - 4 Sept

Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
8.6 out of 10, Excellent, (806)
The price is €104
includes taxes & fees
7 Sept - 8 Sept

Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
7.2 out of 10, Good, (389)
The price is €73
includes taxes & fees
7 Sept - 8 Sept
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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Learn more about Chestertown
Colonial charm meets Chesapeake Bay beauty in this historic waterfront town where 18th-century buildings house art galleries and boutiques. Rent kayaks to explore the Chester River or time your visit for the Downrigging Weekend Festival when tall ships transform the harbour.

Photo by Assya A
Open Photo by Assya A
Top Chestertown Hotel Reviews
More cheap stays in Chestertown
More cheap stays in Chestertown

Quality Inn & Suites Bel Air I-95 Exit 77A
2112a Emmorton Park Road, Edgewood, MD
The price is €55 per night from 28 Sept to 29 Sept
€55
28 Sept - 29 Sept
includes taxes & fees
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Near an Attraction
Hotels Near Chestertown, Maryland
- Annapolis Hotels
- Dover Hotels
- St. Michaels Hotels
- Delaware Beaches Hotels
- Easton Hotels
- Havre De Grace Hotels
- Aberdeen Hotels
- Edgewood Hotels
- Grasonville Hotels
- Stevensville Hotels
- Perryville Hotels
- Chesapeake Bay Hotels
- Elkton Hotels
- Glen Burnie Hotels
- Kent Narrows Hotels
- Middletown Hotels
- Kent Island Hotels
- Eastern Shore Hotels
- Bel Air Hotels
- North East Hotels
More top Chestertown Hotels
- Hampton Inn & Suites Edgewood/Aberdeen-South
- La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
- Hyatt Place Kent Narrows & Marina
- Annapolis Waterfront Hotel, Autograph Collection
- Fairfield Inn & Suites by Marriott White Marsh
- Hampton Inn Baltimore/Glen Burnie
- The Inn at Henderson's Wharf, Ascend Hotel Collection
- Hilton Garden Inn Kent Island Marina
- Best Western Kent Narrows Inn
- La Quinta Inn & Suites by Wyndham Aberdeen-APG
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