Chestertown Hotels

Map of Chestertown Hotels

Chestertown is a charming and historic town located in Kent County, Maryland, along the banks of the Chester River. The town is known for its picturesque waterfront, tree-lined streets, and well-preserved colonial architecture. Chestertown is home to Washington College, the tenth oldest college in the United States, and the town has a rich cultural and intellectual heritage. Visitors to Chestertown can explore the town's many historic sites, including the Geddes-Piper House, the Custom House, and the Hynson-Ringgold House. The town also hosts a variety of events and festivals throughout the year, including the Chestertown Tea Party Festival, which commemorates the town's role in the American Revolution.

Comfortable Home with Deck, Fireplace, BBQ Grill and Boat Ramp Oh My Chestertown
Free Wi-Fi Free private parking

Comfortable Home with Deck, Fireplace, BBQ Grill and Boat Ramp Oh My is set in Chestertown and offers water sports facilities, free bikes and a bar. This property offers access to a patio, pool at the pool table, free private parking and free Wi-Fi.

8630 Elm Road, Chestertown, MD 21620, United States

Brampton Bed and Breakfast Inn Chestertown
9.4/10 Wonderful
63 reviews
Free Wi-Fi

This 19th century estate is located on Maryland’s Eastern Shore and features lush gardens, outdoor seating, and a large wrap-around terrace with ceiling fans. Chestertown centre is 2 miles away.

Number of rooms: 13

25227 Chestertown Road, Chestertown, MD 21620, United States

Driftwood Inn Chestertown
5.7/10
35 reviews
Free Wi-Fi

This motel is located just a 6-minute walk from Washington College. It offers free Wi-Fi and a 24-hour front desk. Downtown Chestertown, Maryland is 2 miles from the motel.

Number of rooms: 28

609 Washington Avenue, Chestertown, MD 21620, United States