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Chestertown Hotels from S$82
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Top 10 trending Chestertown hotels

Inn at Haven Harbour
Inn at Haven Harbour
8.0 out of 10, Very good, (3)
The price is S$323
includes taxes & fees
8 Sept - 9 Sept

Motel Edgewood
Motel Edgewood
8.6 out of 10, Excellent, (7)
The price is S$84
includes taxes & fees
8 Sept - 9 Sept

Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
7.2 out of 10, Good, (388)
The price is S$109
includes taxes & fees
1 Sept - 2 Sept

Relax Inn Smyrna
Relax Inn Smyrna
7.8 out of 10, Good, (87)
The price is S$127
includes taxes & fees
26 Aug - 27 Aug

The Lodge at Great Oak Landing
The Lodge at Great Oak Landing
8.0 out of 10, Very good, (66)
The price is S$188
includes taxes & fees
26 Aug - 27 Aug

Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
8.6 out of 10, Excellent, (803)
The price is S$156
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
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 S$82 per night from 16 Sept to 17 Sept
S$82
16 Sept - 17 Sept
includes taxes & fees
7.2/10 Good! (1,003 reviews)
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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