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Nov 27 - Nov 29
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Dec 4 - Dec 6

Cheap Shelter Island Whale's Tail Hotels

Shelter Island Escape Awaits

Shelter Island Escape Awaits

0.3 km from Shelter Island Whale's Tail
     
     

    Located in Shelter Island Heights, this vacation home is within a 15-minute walk of Shelter Island Whale's Tail and Sylvester Manor.

    Shelter Island Escape AwaitsGet Rates

    NEW LISTING: Farmhouse renovated w/ Convenience + Comfort, Stylish and...

    NEW LISTING: Farmhouse renovated w/ Convenience + Comfort, Stylish and...

    0.9 km from Shelter Island Whale's Tail
       
       

      Located in Shelter Island (Coecles Harbor), this vacation home is within a 5-minute drive of Shelter Island Whale's Tail and Sylvester Manor.

      NEW LISTING: Farmhouse renovated w/ Convenience + Comfort, Stylish and...Get Rates

      Dering Harbor Inn

      Dering Harbor Inn

      1.8 km from Shelter Island Whale's Tail
        2.5 out of 5.0
         
         

        When you stay at Dering Harbor Inn in Shelter Island Heights, you'll be on the waterfront, within a 5-minute drive of Sylvester Manor and Havens House.

        Dering Harbor InnGet Rates

        Heavenly 4 Bedroom Beach Home! Perfect Retreat/grand Piano, Pond, Deck, Grounds

        Heavenly 4 Bedroom Beach Home! Perfect Retreat/grand Piano, Pond, Deck, Grounds

        1.4 km from Shelter Island Whale's Tail
           
           

          Located in Shelter Island, this vacation home is within a 5-minute drive of Havens House and Shelter Island Historical Society.

          Heavenly 4 Bedroom Beach Home! Perfect Retreat/grand Piano, Pond, Deck, GroundsGet Rates

          Waterfront Contemporary With Pool

          Waterfront Contemporary With Pool

          1.7 km from Shelter Island Whale's Tail
             
             

            With a stay at this vacation home in Shelter Island Heights (Coecles Harbor), you'll be within a 5-minute drive of Menhadden Lane Beach and Shelter Island Whale's ...

            Waterfront Contemporary With PoolGet Rates

            Relax By The Pool, Or Walk To The Beach And Restaurants

            Relax By The Pool, Or Walk To The Beach And Restaurants

            2.2 km from Shelter Island Whale's Tail
               
               

              With a stay at this vacation home in Shelter Island Heights (The Heights), you'll be within a 5-minute drive of Sylvester Manor and Sunset Beach.

              Relax By The Pool, Or Walk To The Beach And RestaurantsGet Rates

              House on Chase Creek

              House on Chase Creek

              2.3 km from Shelter Island Whale's Tail
                2.5 out of 5.0
                 
                 

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

                $115

                Renovated Victorian in the Heart of it all

                Renovated Victorian in the Heart of it all

                2.3 km from Shelter Island Whale's Tail
                   
                   

                  Located in Shelter Island Heights (The Heights), this vacation home is within a 5-minute drive of Shelter Island Country Club and Sunset Beach.

                  Renovated Victorian in the Heart of it allGet Rates

                  West Neck Guesthouse

                  West Neck Guesthouse

                  2.6 km from Shelter Island Whale's Tail
                    3.5 out of 5.0
                     
                     

                    When you stay at West Neck Guesthouse in Shelter Island Heights, you'll be near the beach, within a 10-minute walk of Sunset Beach and Shelter Island Country ...

                    West Neck GuesthouseGet Rates

                    Shelter Island House

                    Shelter Island House

                    3.1 km from Shelter Island Whale's Tail
                      3.5 out of 5.0
                       
                       

                      When you stay at Shelter Island House in Shelter Island Heights, you'll be next to a golf course, within a 10-minute walk of Sunset Beach and Shelter Island ...

                      Shelter Island HouseGet Rates

                      The Harborfront Inn

                      The Harborfront Inn

                      4.3 km from Shelter Island Whale's Tail
                        3.5 out of 5.0
                         
                         

                        With a stay at The Harborfront Inn in Greenport, you'll be just steps from Camera Obscura and Greenport Carousel.

                        $132

                        Sound View Greenport

                        Sound View Greenport

                        7.3 km from Shelter Island Whale's Tail
                          3.0 out of 5.0
                           
                           

                          When you stay at Sound View Greenport in Greenport, you'll be by the ocean, within a 5-minute drive of Kontokosta Winery and 67 Steps Beach.

                          $225

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                          Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.

                          *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.