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Top Chestertown Hotels Deals

See all 101 Hotels in Chestertown
Holiday Inn Express Hotel & Suites Chestertown

Holiday Inn Express Hotel & Suites Chestertown

150 Scheeler Road, Chestertown
    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 Chestertown$100

    Holiday Inn Express Hotel & Suites Chestertown$100
    Driftwood Inn

    Driftwood Inn

    609 Washington Avenue, Chestertown
      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.

      John L Stam House

      John L Stam House

      114 Washington Ave, Chestertown
        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.

        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.

          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.

            Best Western Plus Hotel & Conference Center

            Best Western Plus Hotel & Conference Center

            5625 O'Donnell Street, Baltimore
              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 Center$98

              Best Western Plus Hotel & Conference Center$98
              Home2 Suites by Hilton Baltimore/White Marsh

              Home2 Suites by Hilton Baltimore/White Marsh

              10465 Philadelphia Road, White Marsh
                2.5 out of 5.0
                 
                 

                Situated in the entertainment district, this hotel is 2.2 mi (3.6 km) from White Marsh Mall and within 12 mi (20 km) of Towson University and Double Rock Park. ...

                Home2 Suites by Hilton Baltimore/White Marsh$96

                Home2 Suites by Hilton Baltimore/White Marsh$96
                Red Roof Inn Aberdeen

                Red Roof Inn Aberdeen

                988 Hospitality Way, Aberdeen
                  2.0 out of 5.0
                   
                   

                  Situated in a shopping district, this hotel is 1.7 mi (2.8 km) from Ripken Stadium and 1.8 mi (3 km) from Cal Ripken Museum. Aberdeen Proving Ground and Bulle ...

                  Red Roof Inn Aberdeen$55

                  Red Roof Inn Aberdeen$55
                  Best Western Kent Narrows Inn

                  Best Western Kent Narrows Inn

                  3101 Main Street, Grasonville
                    2.5 out of 5.0
                     
                     

                    Situated in Grasonville, this motel is within 12 mi (20 km) of Queenstown Premium Outlets, Chesapeake Bay Bridge, and Sandy Point State Park. U.S. Naval Academy ...

                    Best Western Kent Narrows Inn$94

                    Best Western Kent Narrows Inn$94
                    Country Inn & Suites by Radisson, Baltimore North, MD

                    Country Inn & Suites by Radisson, Baltimore North, MD

                    8825 Yellow Brick Road, Rosedale
                      3.0 out of 5.0
                       
                       

                      Situated in the suburbs, this hotel is within 9 mi (15 km) of White Marsh Mall, National Aquarium in Baltimore, and Walters Art Museum. Washington Monument and ...

                      Country Inn & Suites by Radisson, Baltimore North, MD$84

                      Country Inn & Suites by Radisson, Baltimore North, MD$84