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Shelter Island Flight + Hotel packages

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See all 442 Properties in Shelter Island
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway, East Hampton
    4.0 out of 5.0
     
     

    Nestled on the beach, this Montauk resort is within 3 mi (5 km) of Hither Woods Preserve, Kirk Park Beach, and South Edison Beach. Napeague State Park and Second ...

    Gurney's Montauk Resort & Seawater Spa$396

    Gurney's Montauk Resort & Seawater Spa$396
    Gurney's Montauk Yacht Club & Resort

    Gurney's Montauk Yacht Club & Resort

    32 Star Island Rd, East Hampton
      3.5 out of 5.0
       
       

      Nestled on the beach, this Montauk hotel is within 2 mi (3 km) of Montauk Marine Basin, Montauk Downs State Park Golf Course, and Montauk Downs State Park. Fort ...

      Gurney's Montauk Yacht Club & Resort$350

      Gurney's Montauk Yacht Club & Resort$350
      Bayview Resort

      Bayview Resort

      53 West Tiana Road, Southampton
        2.5 out of 5.0
         
         

        Situated by the ocean, this motel is within 6 mi (10 km) of Meschutt Beach, Ponquogue Beach, and Quogue Community Hall. Ashley Beach and Shinnecock Hills Golf ...

        Bayview Resort$195

        Bayview Resort$195
        Water's Edge Resort & Spa

        Water's Edge Resort & Spa

        1525 Boston Post Road, Westbrook
          3.5 out of 5.0
           
           

          This Westbrook resort is on the beach, 1.7 mi (2.8 km) from Tanger Outlets, and within 6 mi (10 km) of Harvey's Beach and Indian River Marina. General William ...

          Water's Edge Resort & Spa $195

          Water's Edge Resort & Spa $195
          The Atlantic Hotel

          The Atlantic Hotel

          1655 County Road 39, Southampton
            2.5 out of 5.0
             
             

            Situated by the ocean, this hotel is 1 mi (1.7 km) from Shinnecock Hills Golf Course and within 3 mi (5 km) of Shinnecock Nation Cultural Center and Museum and ...

            The Atlantic Hotel$189

            The Atlantic Hotel$189
            Haven Montauk

            Haven Montauk

            533 Westlake Drive, Montauk, East Hampton
              2.5 out of 5.0
               
               

              Situated near the beach, this hotel is within a 10-minute walk of Montauk Marine Basin and Gin Beach. Montauk Downs State Park and Montauk Downs State Park Golf ...

              Haven Montauk$300

              Haven Montauk$300
              Kenny's Tipperary Inn

              Kenny's Tipperary Inn

              432 West Lake Drive, East Hampton
                2.0 out of 5.0
                 
                 

                Situated near the airport, this motel is within a 10-minute walk of Montauk Marine Basin and Gin Beach. Montauk Downs State Park and Montauk Downs State Park ...

                Kenny's Tipperary Inn$161

                Kenny's Tipperary Inn$161
                Beachcomber at Montauk

                Beachcomber at Montauk

                727 Old Montauk Highway, East Hampton
                  3.0 out of 5.0
                   
                   

                  Offering direct access to the beach, this Montauk hotel is within a 10-minute walk of Second House Museum and Kirk Park Beach. South Edison Beach and Fort Pond ...

                  Beachcomber at Montauk$544

                  Beachcomber at Montauk$544
                  Montauk Manor

                  Montauk Manor

                  236 Edgemere St., East Hampton
                    3.5 out of 5.0
                     
                     

                    Situated near the beach, this condo resort is within 2 mi (3 km) of Fort Pond Bay Beach, South Edison Beach, and Shadmoor State Park. Montauk Downs State Park ...

                    Montauk Manor$550

                    Montauk Manor$550
                    Montauk Bungalows

                    Montauk Bungalows

                    433 East Lake Drive, East Hampton
                      2.5 out of 5.0
                       
                       

                      This Montauk motel is on the beach, 2.9 mi (4.6 km) from Montauk County Park, and within 6 mi (10 km) of Gin Beach and Ditch Plains Beach. South Edison Beach ...

                      Montauk Bungalows$575

                      Montauk Bungalows$575

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