Most Popular Hotels in Chestertown

See all 10 Hotels in Chestertown
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Holiday Inn Express Hotel & Suites Chestertown

Holiday Inn Express Hotel & Suites Chestertown

150 Scheeler Road, Chestertown 21620

2.5 out of 5.0
4.4 out of 5 (192 reviews)

Situated in Chestertown, this hotel is 0.6 mi (0.9 km) from Washington College and 25.2 mi (40.5 km) from Queenstown Premiu …

£71
John L Stam House

John L Stam House

114 Washington Ave, Chestertown 21620

3.0 out of 5.0
4.7 out of 5 (7 reviews)

Situated in Chestertown, this bed & breakfast is 0.5 mi (0.8 km) from Washington College and 24.1 mi (38.7 km) from Queenstow …

£144
Great Oak Manor

Great Oak Manor

10568 Cliff Rd, Chestertown 21620

3.5 out of 5.0
4.2 out of 5 (5 reviews)

Nestled on the beach, this Chestertown bed & breakfast is next to a golf course and 9.1 mi (14.6 km) from Washington College.

£183
Inn at Mitchell House

Inn at Mitchell House

8796 Maryland Pkwy, Chestertown 21620

3.0 out of 5.0

Situated near the beach, this bed & breakfast is 11 mi (17.7 km) from Washington College.

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Driftwood Inn

Driftwood Inn

609 Washington Avenue, Chestertown 21620

2.0 out of 5.0
1.8 out of 5 (64 reviews)

Situated in Chestertown, this motel is 0.2 mi (0.4 km) from Washington College and 26.7 mi (42.9 km) from Queenstown Premiu …

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Chester River Waterfront, Magnificent Views, Dock, Beach

Chester River Waterfront, Magnificent Views, Dock, Beach

26761 Mallard Rd, Chestertown 21620

4.6 out of 5 (7 reviews)

Situated in Chestertown, this historic vacation home is 2.9 mi (4.7 km) from Washington College and 27.5 mi (44.3 km) from …

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Brampton Bed and Breakfast Inn

Brampton Bed and Breakfast Inn

25227 Chestertown Rd, Chestertown 21620

3.5 out of 5.0

Situated in Chestertown, this bed & breakfast is 2 mi (3.2 km) from Washington College and 26.1 mi (42.1 km) from Queenstow …

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Quality Suites

Quality Suites

160 Scheeler Rd, Chestertown 21620

2.5 out of 5.0
3.9 out of 5 (104 reviews)

Situated in Chestertown, this hotel is 0.8 mi (1.4 km) from Washington College and 25.4 mi (40.9 km) from Queenstown Premiu …

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Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

9.4 mi from Chestertown
2.5 out of 5.0
3.4 out of 5 (190 reviews)

Situated in Grasonville, this motel is within 12 mi (20 km) of Queenstown Premium Outlets, Chesapeake Bay Bridge, and Sandy …

£81
Hilton Garden Inn Kent Island

Hilton Garden Inn Kent Island

9.4 mi from Chestertown
3.0 out of 5.0
4.5 out of 5 (234 reviews)

Located in the heart of Grasonville, this hotel is within 12 mi (20 km) of Queenstown Premium Outlets, Chesapeake Bay Bridge, …

£124

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