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Top 10 Hotels in Chestertown

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Holiday Inn Express Hotel & Suites Chestertown

Holiday Inn Express Hotel & Suites Chestertown

150 Scheeler Road, Chestertown
  • Free Cancellation
  • Reserve now, pay when you stay
2.5 out of 5.0
 
 

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.

Holiday Inn Express Hotel & Suites ChestertownC$139

Holiday Inn Express Hotel & Suites ChestertownC$139
Driftwood Inn

Driftwood Inn

609 Washington Avenue, Chestertown
  • Free Cancellation
  • Reserve now, pay when you stay
2.0 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.

Driftwood InnC$167

Driftwood InnC$167
Inn at Mitchell House

Inn at Mitchell House

8796 Maryland Pkwy, Chestertown
    3.0 out of 5.0
     
     

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

    Inn at Mitchell HouseC$192

    Inn at Mitchell HouseC$192
    John L Stam House

    John L Stam House

    114 Washington Ave, Chestertown
    • Free Cancellation
    • Reserve now, pay when you stay
    3.0 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.

    John L Stam HouseC$243

    John L Stam HouseC$243
    Quit Guest Room to Stay in

    Quit Guest Room to Stay in

    , Chestertown
       
       

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

      Quit Guest Room to Stay inGet Rates

      Quit Guest Room to Stay inGet Rates
      Great Oak Manor

      Great Oak Manor

      10568 Cliff Rd, Chestertown
        3.5 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.

        Great Oak ManorC$233

        Great Oak ManorC$233
        Chester River Waterfront, Magnificent Views, Dock, Beach

        Chester River Waterfront, Magnificent Views, Dock, Beach

        , Chestertown
           
           

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

          Chester River Waterfront, Magnificent Views, Dock, BeachGet Rates

          Chester River Waterfront, Magnificent Views, Dock, BeachGet Rates
          Quality Suites

          Quality Suites

          160 Scheeler Rd, Chestertown
            2.5 out of 5.0
             
             

            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.

            Quality SuitesGet Rates

            Quality SuitesGet Rates
            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

            , Chestertown
               
               

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

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

              Waterfront 3 Br/1 ba Country Cottage w/ Gameroomdeep Water,dock, 2 mi From TownGet Rates
              Best Western Plus Hotel & Conference Center

              Best Western Plus Hotel & Conference Center

              5625 O'Donnell Street, Baltimore
              • Free Cancellation
              • Reserve now, pay when you stay
              3.0 out of 5.0
               
               

              The Best Western Plus is located just off highway I-95 and 3.8 miles (6.1 km) from Baltimore's port and Cruise Terminal. Little Italy’s restaurants, cafés, and ...

              Best Western Plus Hotel & Conference CenterC$111

              Best Western Plus Hotel & Conference CenterC$111
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