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Aug 14 - Aug 16

Cheap Shelter Island Hotels

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway, Montauk, NY
    4.0 out of 5.0
     
     

    Located in Montauk, Gurney's Montauk Resort & Seawater Spa is within a 10-minute drive of Shadmoor State Park and Montauk County Park.

    $700

    Marram

    Marram

    21 Oceanview Terrace, Montauk, NY
      4.0 out of 5.0
       
       

      Located in Montauk, Marram is by the ocean, within a 15-minute walk of South Edison Beach and Shadmoor State Park.

      $525

      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 near the beach, just a 3-minute walk from Home Sweet Home Museum and 6 minutes by foot from Guild ...

        $695

        Hero Beach Club

        Hero Beach Club

        626 Montauk Hwy, Montauk, NY
          4.0 out of 5.0
           
           

          When you stay at Hero Beach Club in Montauk, you'll be on the beach, within a 10-minute drive of Montauk Point Lighthouse and Montauk Point.

          $497

          Journey East Hampton

          Journey East Hampton

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

            Located in East Hampton (East Hampton North), Journey East Hampton is within a 5-minute drive of Amelia Cottage Museum and Amagansett Square.

            $580

            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 ...

              $550

              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 ...

                $595

                The Roundtree, Amagansett

                The Roundtree, Amagansett

                273 Main Street, Amagansett, NY
                  4.5 out of 5.0
                   
                   

                  Located in Amagansett (Amagansett North), The Roundtree, Amagansett is within a 15-minute walk of Amagansett Square and Atlantic Avenue Beach.

                  $595

                  Topping Rose House

                  Topping Rose House

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

                    Located in Bridgehampton, Topping Rose House is within a 15-minute walk of Children's Museum of The East End and South Fork Natural History Museum and Nature ...

                    Topping Rose HouseGet Rates

                    Villa Nostro Palazzo

                    Villa Nostro Palazzo

                    75 S Breeze Dr, East Hampton, NY
                      4.0 out of 5.0
                       
                       

                      Located in East Hampton, this cottage is in a provincial park, within a 10-minute drive of Sag Harbor State Golf Course and Old Whaler's Church.

                      Villa Nostro PalazzoGet Rates

                      A Butler's Manor

                      A Butler's Manor

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

                        When you stay at A Butler's Manor in Southampton, you'll be near the airport, within a 5-minute drive of Southampton Historical Museum and Parrish Art ...

                        $497

                        The Baker House 1650

                        The Baker House 1650

                        181 Main St, East Hampton, NY
                          4.5 out of 5.0
                           
                           

                          When you a stay at The Baker House 1650 in East Hampton, you'll be near the beach, within a 5-minute walk of Home Sweet Home Museum and Guild Hall.

                          $635

                          Map

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                          *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.