Photo by Patricia Knorr
Chestertown Hotels from S$78
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Go beyond your typical stay in Chestertown
Pet friendly
Check prices for these dates
Top 10 trending Chestertown hotels

Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
7.2 out of 10, Good, (377)
The price is S$108
includes taxes & fees
22 Jul - 23 Jul

Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
8.6 out of 10, Excellent, (784)
The price is S$163
includes taxes & fees
17 Aug - 18 Aug

The Lodge at Great Oak Landing
The Lodge at Great Oak Landing
8.0 out of 10, Very good, (55)
The price is S$187
includes taxes & fees
23 Jul - 24 Jul

Driftwood Inn
Driftwood Inn
5.2 out of 10, (171)
The price is S$91
includes taxes & fees
26 Jul - 27 Jul

Quality Inn
Quality Inn
7.6 out of 10, Good, (1003)
The price is S$143
includes taxes & fees
28 Jul - 29 Jul

Relax Inn Smyrna
Relax Inn Smyrna
7.8 out of 10, Good, (84)
The price is S$127
includes taxes & fees
4 Aug - 5 Aug
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.
Save an average of 15% on thousands of hotels when you're signed in
Learn more about Chestertown
Quaint Chestertown awaits: its sports, university life, art and more!

Photo by Assya A
Open Photo by Assya A
Top Chestertown Hotel Reviews

Hampton Inn Baltimore/Glen Burnie
10/10 Excellent
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$89 per night from 17 Aug to 18 Aug
S$89
17 Aug - 18 Aug
includes taxes & fees
7.2/10 Good! (1,002 reviews)
Hotels near Chestertown Attractions
Hotels near Chestertown Attractions
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Hotels near Chestertown Attractions
More Accommodation Types in Chestertown
Hotels near Chestertown Airport
Hotels Near Chestertown
- Annapolis Hotels
- Dover Hotels
- St. Michaels Hotels
- Delaware Beaches Hotels
- Easton Hotels
- Edgewood Hotels
- Aberdeen Hotels
- Perryville Hotels
- Havre De Grace Hotels
- Elkton Hotels
- Chesapeake Bay Hotels
- Grasonville Hotels
- Stevensville Hotels
- Bel Air Hotels
- Glen Burnie Hotels
- North East Hotels
- Kent Island Hotels
- Eastern Shore Hotels
- Middletown Hotels
- White Marsh Hotels
Explore more hotels
- Hampton Inn Baltimore/Glen Burnie
- Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area
- Hilton Garden Inn Baltimore/White Marsh
- Hyatt Place Kent Narrows & Marina
- Hampton Inn & Suites Edgewood/Aberdeen-South
- The Inn at Chesapeake Bay Beach Club
- Americas Best Value Inn Edgewood
- Super 8 by Wyndham Havre De Grace Aberdeen Area
More ways to book
Expedia's Latest Trends
Hotels
- Hotels with smoking rooms in Utica
- Hotels with smoking rooms in Hagerstown
- Hotels with smoking rooms in Lynchburg
- Hotels with smoking rooms in Idaho Falls
- Hotels with smoking rooms in Upper Marlboro
- Hotels with smoking rooms in Trenton
- Florence hotels
- Hotels with smoking rooms in Reading
- Hotels with smoking rooms in Honolulu
- Hotels with smoking rooms in Estes Park
- Hotels with smoking rooms in Germantown
- Hotels with smoking rooms in Waldorf
- Honolulu hotels
- Grand Canyon hotels
- Gaylord hotels
- Hotels with smoking rooms in Panama City
- Hotels with smoking rooms in Concord
- Hotels with smoking rooms in Escondido
- Newport hotels
- Hotels with smoking rooms in Wichita Falls
- Hotels with smoking rooms in Youngstown
- Hooker hotels
- Hotels with smoking rooms in Gaithersburg
Packages