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Sag Harbor Vacation Packages

Drive nearly to the eastern end of Long Island to explore this historic village and enjoy its exciting activities on the water.  

Sag Harbor provides a delightful combination of old and new. Discover its long history as a leader in the whaling industry and enjoy modern activities on the water with thrilling sports. Come to the village for a long weekend or an extended vacation.

Starting with history, the Sag Harbor Whaling and Historical Museum provides excellent insights into the whaling industry that supported the town’s development and growth. Watch a fascinating film about whaling, see artifacts and appreciate the building itself, officially identified as a historic treasure. Outside are tall Corinthian columns and inside is a beautiful spiraling oval staircase. The Masonic Lodge occupies the second floor. Stroll across the street to the Custom House Museum to see a restored home of an early customs master.

Walk to the nearby Presbyterian Church or Old Whalers’ Church, which was built in the 1840s during the height of the whaling industry. Gaze up to where its steeple once stood, offering a welcoming sight as whalers returned from their difficult and dangerous work at sea. A hurricane in 1938 took down the steeple, but the building still stands as a religious gathering point for the community. For 25 years the Bay Street Theater has been another community gathering point, for music, comedy, films and stage performances.

Water sports are big in the summer. In the village, visit Havens Beach for swimming and sunbathing. Travel a bit west to Foster Memorial Beach, also known as Long Beach because of its long and narrow strip of sand. See sailboats and motor yachts at Sag Harbor Marine Park. Rent a canoe, kayak, sailboat, motorboat or stand-up paddleboard. For a unique thrill, try flyboarding with a skilled operator.

Drive to Sag Harbor in less than 2 hours from New York City or fly to East Hampton, Suffolk County, Montauk or other regional airports and rent a car. Settle in for a relaxing vacation in this pleasant and historic village.

Accommodation in Sag Harbor

Securing the best room is a key component of any trip. Hotel and accommodation options in and around Sag Harbor can be a little limited, so browse Expedia's Sag Harbor hotels guide right away for the latest listings and deals.

If you want to have all the creature comforts on the island, choose from one of its more upscale hotels, such as the Topping Rose House or the White Fences Inn. Those looking for cheaper accommodation should check out the rates at The Bridge Inn and the 380 Inn, two of the island's more affordable choices.


Top Hotel Deals

See all 233 Hotels in Sag Harbor
August Special for Charming, Secluded Property
August Special for Charming, Secluded Property

August Special for Charming, Secluded Property

, Sag Harbor
     
    5.0
    of 5, from 4 reviews
    0.0 out of 5.0

    Situated by the ocean, this historic vacation home is close to Mashashimuet Park, Old Whaler's Church, and Sag Harbor Whaling and Historical Museum. Also nearby are Sag Harbor Marine Park and Bay Street Theatre.

    Waterfront Bliss 4 Bed/5 Bath With Heated Pool and Dock Stroll to Sag Harbor
    Waterfront Bliss 4 Bed/5 Bath With Heated Pool and Dock Stroll to Sag Harbor

    Waterfront Bliss 4 Bed/5 Bath With Heated Pool and Dock Stroll to Sag Harbor

    , Sag Harbor
       
      0.0 out of 5.0

      Situated by the ocean, this vacation home is close to Sag Harbor Whaling and Historical Museum, Foster Memorial Town Beach, and Mashashimuet Park. Also nearby are Bay Street Theatre and Old Whaler's Church.

      Village Tranquil Traditional With Gunite Pool And Lush Gardens
      Village Tranquil Traditional With Gunite Pool And Lush Gardens

      Village Tranquil Traditional With Gunite Pool And Lush Gardens

      , Sag Harbor
         
        4.7
        of 5, from 3 reviews
        0.0 out of 5.0

        Situated in the city center, this vacation home is close to Mashashimuet Park, Sag Harbor Whaling and Historical Museum, and Old Whaler's Church. Also nearby are Bay Street Theatre and Sag Harbor Marine Park.

        The Atlantic Hotel $119
        The Atlantic Hotel

        The Atlantic Hotel

        1655 County Road 39, Southhampton
           
          3.2
          of 5, from 359 reviews
          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 Southampton Golf Range. Meschutt Beach is 2.8 mi (4.5 km) away.

          Gurney's Montauk Resort & Seawater Spa $251
          Gurney's Montauk Resort & Seawater Spa

          Gurney's Montauk Resort & Seawater Spa

          290 Old Montauk Highway, Montauk
             
            4.4
            of 5, from 166 reviews
            4.0 out of 5.0

            Situated in Montauk, this spa resort is 1 mi (1.6 km) from Hither Woods Preserve and within 3 mi (5 km) of Second House Museum and Kirk Park Beach. South Edison Beach is 2.8 mi (4.6 km) away.

            Bayview Resort $145
            Bayview Resort

            Bayview Resort

            53 West Tiana Road, Hampton Bays
               
              4.2
              of 5, from 73 reviews
              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. Shinnecock Nation Cultural Center and Museum and Shinnecock Hills Golf Course are also within 9 mi (15 km).

              Hyatt Place Long Island East End $113
              Hyatt Place Long Island East End

              Hyatt Place Long Island East End

              451 East Main Street, Riverhead
                 
                4.5
                of 5, from 765 reviews
                3.0 out of 5.0

                Located in central Riverhead, Hyatt Place Long Island East End overlooks the Peconic River. It's next to Long Island Aquarium & Exhibition Center and Treasure Cove Resort Marina. Long Island's wine country is 5 miles (8 km) away, and it’s 20 miles (32 km) to the beaches of the Hamptons.

                Topping Rose House $429
                Topping Rose House

                Topping Rose House

                One Bridgehampton - Sag Harbor Turnpike, Bridgehampton
                   
                  4.7
                  of 5, from 31 reviews
                  4.5 out of 5.0

                  Situated in Bridgehampton, this luxury hotel is within a 15-minute walk of South Fork Natural History Museum and Nature Center and Children's Museum of The East End. Bridge Gardens and Wolffer Estates Vineyard are also within 2 mi (3 km).

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