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Featured Chestertown Historic Hotels
Red Roof Inn & Suites Chestertown
160 Scheeler Rd, Chestertown, MD
Fully refundableReserve now, pay when you stay
Stay at this hotel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
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.
Hotels by Star Rating
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- Beach Hotels in Chestertown
- Hotels with a Pool in Chestertown
- Apartment Hotel in Chestertown
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- Resorts & Hotels with Spas in Chestertown
Top Points of Interests in Chestertown
- Hotels near Washington College
- Hotels near Rolphs Wharf Marina
- Hotels near River Arts Chestertown
- Hotels near Historical Society of Kent County Maryland
- Hotels near Wilmer Park
- Hotels near Garfield Center for the Arts at the Prince Theater
- Hotels near Crumpton Auction
- Hotels near Sumner Hall
- Hotels near Baltimore Cruise Terminal
- Hotels near U.S. Naval Academy
- Hotels near Ripken Stadium
- Hotels near Chesapeake Bay Bridge
- Hotels near Sandy Point State Park
- Hotels near Annapolis City Dock
- Hotels near Navy-Marine Corps Memorial Stadium
- Hotels near Susquehanna River
- Hotels near White Marsh Mall
- Hotels near Fort McHenry
Cities near Chestertown
- Annapolis Hotels (28.1 mi)
- Dover Hotels (29.45 mi)
- St. Michaels Hotels (30.99 mi)
- Easton Hotels (30.7 mi)
- Aberdeen Hotels (20.7 mi)
- Edgewood Hotels (18.31 mi)
- Delaware Beaches Hotels (43.94 mi)
- Havre De Grace Hotels (22.85 mi)
- Elkton Hotels (29.71 mi)
- Stevensville Hotels (21.06 mi)
- Glen Burnie Hotels (29.99 mi)
- Bel Air Hotels (26.49 mi)
- Middletown Hotels (24.66 mi)
- Grasonville Hotels (19.53 mi)
- White Marsh Hotels (21.43 mi)
- Chesapeake Bay Hotels (117.23 mi)