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Southampton Vacations

Pack those stellar shades. We have Southampton vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Southampton – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Southampton vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Southampton

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Southampton vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Southampton well.

Southampton Flight + Hotel packages

Top Hotel Deals

See all 231 Hotels in Southampton
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39, Southhampton
    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 ...

    Bayview Resort

    Bayview Resort

    53 West Tiana Road, Hampton Bays
      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 ...

      Bridgehampton Inn

      Bridgehampton Inn

      2266 Main St, Bridgehampton
        3.5 out of 5.0
         
         

        Situated in Bridgehampton, this inn is within 1 mi (2 km) of Bridge Gardens, South Fork Natural History Museum and Nature Center, and Children's Museum of The ...

        Topping Rose House

        Topping Rose House

        One Bridgehampton - Sag Harbor Turnpike, Bridgehampton
          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 ...

          Hampton Maid Motel

          Hampton Maid Motel

          259 E Montauk Hwy, Hampton Bays
            2.5 out of 5.0
             
             

            Situated near the beach in Hampton Bays, this motel is close to Meschutt Beach, Shinnecock Hills Golf Course and Shinnecock East County Park. Area attractions ...

            Hamlet Inn

            Hamlet Inn

            300 Montauk Highway, Shinnecock Hills
              2.0 out of 5.0
               
               

              Situated by the ocean, this motel is within 1 mi (2 km) of Shinnecock Nation Cultural Center and Museum and Shinnecock Hills Golf Course. Southampton Golf Range ...

              Southampton Inn

              Southampton Inn

              91 Hill Street, Southampton
                3.0 out of 5.0
                 
                 

                This family-friendly Southampton hotel is located by the ocean, within a 5-minute walk of Agawam Park and Southampton Cultural Center. Southampton Historical ...

                Budget Host East End Hotel in Riverhead

                Budget Host East End Hotel in Riverhead

                30 Lake Avenue, Riverhead
                  2.0 out of 5.0
                   
                   

                  Located in the heart of Riverhead, this motel is within a 15-minute walk of Suffolk Theater and Long Island Aquarium and Exhibition Center. Safari Adventure ...

                  Southampton Long Island Hotel

                  Southampton Long Island Hotel

                  450 County Rd 39, Tuckahoe
                    2.5 out of 5.0
                     
                     

                    Situated in Tuckahoe, this hotel is within 2 mi (3 km) of Southampton Golf Range, Our Lady of Poland Catholic Church, and Shinnecock Nation Cultural Center and ...

                    White Fences Inn

                    White Fences Inn

                    371 Montauk Highway, Water Mill
                      4.0 out of 5.0
                       
                       

                      Situated near the beach, this bed & breakfast is 0.2 mi (0.3 km) from Parrish Art Museum and within 3 mi (5 km) of Our Lady of Poland Catholic Church and Southampton ...

                      Top Flight Deals

                      Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.