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Top 10 Hotels in Chestertown

See all 9 Hotels in Chestertown
John L Stam House

John L Stam House

114 Washington Ave, Chestertown
3.5 out of 5.0

Situated in Chestertown, this bed & breakfast is 0.5 mi (0.8 km) from Washington College and 24.1 mi (38.7 km) from Queenstown Premium Outlets.

$190

$190
Holiday Inn Express Hotel & Suites Chestertown

Holiday Inn Express Hotel & Suites Chestertown

150 Scheeler Road, Chestertown
3.0 out of 5.0
Last booking: 1 day ago
4 others viewing this property now

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

$87

$87
Inn at Mitchell House

Inn at Mitchell House

8796 Maryland Pkwy, Chestertown
3.5 out of 5.0

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

$150

$150
Driftwood Inn

Driftwood Inn

609 Washington Avenue, Chestertown
2.5 out of 5.0

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

$59

$59
Quality Suites

Quality Suites

160 Scheeler Rd, Chestertown
3.0 out of 5.0
4 others viewing this property now

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

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Waterfront 3 Br/1 ba Country Cottage w/ Gameroomdeep Water,dock, 2 mi From Town

Waterfront 3 Br/1 ba Country Cottage w/ Gameroomdeep Water,dock, 2 mi From Town

9181 American Legion Rd, Chestertown

Situated in Chestertown, this property is close to Washington College. Regional attractions also include The Mainstay.

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Chester River Waterfront, Magnificent Views, Dock, Beach

Chester River Waterfront, Magnificent Views, Dock, Beach

26761 Mallard Rd, Chestertown

Situated in Chestertown, this vacation home is close to Washington College.

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Get Rates
Quit Guest Room to Stay With" New Full Bed" & Breakfest for low Price

Quit Guest Room to Stay With" New Full Bed" & Breakfest for low Price

7561 Sunburst Ave, Chestertown

Situated in Chestertown, this vacation home is close to Washington College.

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Get Rates
Great Oak Manor

Great Oak Manor

10568 Cliff Rd, Chestertown
4.0 out of 5.0

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

$139

$139
Inn at Haven Harbour

Inn at Haven Harbour

20880 Rock Hall Ave., Rock Hall
3.5 out of 5.0
Last booking: 19 hours ago

Situated on the waterfront, this bed & breakfast is 13.7 mi (22 km) from Washington College.

$101

$101
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