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Cheap Southold Hotels

The Chequit Inn

The Chequit Inn

23 Grand Ave, Shelter Island Heights, NY
    4.0 out of 5.0
     
     

    With a stay at The Chequit Inn in Shelter Island Heights (The Heights), you'll be within a 5-minute drive of Shelter Island Country Club and Sylvester ...

    $195

    Madison Beach Hotel

    Madison Beach Hotel

    94 West Wharf Road, Madison, CT
      4.0 out of 5.0
       
       

      Located in Madison (Madison Center), Madison Beach Hotel is within a 5-minute drive of Deacon John Grave House and Scranton Memorial Library.

      $280

      Copper Beech Inn

      Copper Beech Inn

      46 Main Street, Ivoryton, CT
        4.0 out of 5.0
         
         

        With a stay at Copper Beech Inn in Ivoryton, you'll be near the beach, within a 5-minute drive of Essex Steam Train and Ivoryton Playhouse.

        $179

        East Hampton Art House Bed & Breakfast

        East Hampton Art House Bed & Breakfast

        9 Bon Pinck Way, East Hampton, NY
          4.0 out of 5.0
           
           

          With a stay at East Hampton Art House Bed & Breakfast in East Hampton (Clearwater Beach), you'll be within a 5-minute drive of Pollock-Krasner House and Study ...

          $463

          Journey East Hampton

          Journey East Hampton

          490 Pantigo Road, East Hampton, NY
            4.0 out of 5.0
             
             

            With a stay at Journey East Hampton in East Hampton (East Hampton North), you'll be within a 5-minute drive of Amelia Cottage Museum and Amagansett Square.

            $346

            The 1770 House Restaurant & Inn

            The 1770 House Restaurant & Inn

            143 Main Street, East Hampton, NY
              4.0 out of 5.0
               
               

              With a stay at The 1770 House Restaurant & Inn in East Hampton, you'll be by the ocean, just steps from Guild Hall and a 4-minute drive from LongHouse ...

              $249

              Jedediah Hawkins Inn

              Jedediah Hawkins Inn

              400 South Jamesport Avenue, Riverhead, NY
                4.0 out of 5.0
                 
                 

                With a stay at Jedediah Hawkins Inn in Riverhead, you'll be within a 10-minute drive of Martha Clara Vineyards and Harbes Family Farm.

                $295

                Topping Rose House

                Topping Rose House

                One Bridgehampton - Sag Harbor Turnpike, Bridgehampton, NY
                  4.5 out of 5.0
                   
                   

                  With a stay at Topping Rose House in Bridgehampton, you'll be within a 15-minute drive of Cooper's Beach and Children's Museum of The East End.

                  $395

                  The Maidstone

                  The Maidstone

                  207 Main Street, East Hampton, NY
                    4.0 out of 5.0
                     
                     

                    With a stay at The Maidstone in East Hampton, you'll be a 3-minute walk from Home Sweet Home Museum and 6 minutes by foot from Guild Hall.

                    $595

                    A Butler's Manor

                    A Butler's Manor

                    244 North Main Street, Southampton, NY
                      4.0 out of 5.0
                       
                       

                      Located in Southampton, A Butler's Manor is in a rural location, within a 5-minute drive of Southampton Historical Museum and Southampton Arts Center.

                      $395

                      Quintessentials Bed & Breakfast & Spa

                      Quintessentials Bed & Breakfast & Spa

                      8985 Main Road, East Marion, NY
                        4.0 out of 5.0
                         
                         

                        When you stay at Quintessentials Bed & Breakfast & Spa in East Marion, you'll be next to a golf course, within a 5-minute drive of Island's End Golf and Country ...

                        Quintessentials Bed & Breakfast & SpaGet Rates

                        434 on Main

                        434 on Main

                        434 Main Street, Amagansett, NY
                          4.0 out of 5.0
                           
                           

                          With a stay at 434 on Main in Amagansett (Amagansett North), you'll be within a 15-minute walk of Amagansett Square and Amelia Cottage Museum.

                          434 on MainGet Rates

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                          Recently Booked Hotels in Southold

                          Southold Beach Motel
                          2.0 out of 5.0
                          Last booking: 41 hours ago

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                          Most Recent Southold Hotel Reviews

                          *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.