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South Wellfleet Vacations

Pack those stellar shades. We have South Wellfleet 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 South Wellfleet – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with South Wellfleet 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 South Wellfleet

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 South Wellfleet 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 South Wellfleet well.

Top Hotel Deals

See all 579 Hotels in South Wellfleet
Sandcastle Resort and Club

Sandcastle Resort and Club

929 Commercial Street, Provincetown
    3.0 out of 5.0
     
     

    Nestled on the beach, this Provincetown condo resort is 1.5 mi (2.4 km) from Provincetown Theater and 2.3 mi (3.8 km) from Pilgrim Monument. MacMillian Wharf ...

    Harbor Hotel Provincetown

    Harbor Hotel Provincetown

    698 Commercial St, Provincetown
      3.0 out of 5.0
       
       

      Offering direct access to the beach, this Provincetown hotel is 0.7 mi (1.2 km) from Provincetown Theater and 1.6 mi (2.5 km) from Pilgrim Monument. MacMillian ...

      Harbor Hotel Provincetown$89

      Harbor Hotel Provincetown$89
      Surfside Hotel and Suites

      Surfside Hotel and Suites

      543 Commercial Street, Provincetown
        2.5 out of 5.0
         
         

        Nestled on the beach, this Commercial Street hotel is within 1 mi (2 km) of Provincetown Theater and Pilgrim Monument. Herring Cove Beach is 2.8 mi (4.5 km) ...

        Surfside Hotel and Suites$189

        Surfside Hotel and Suites$189
        Chatham Bars Inn

        Chatham Bars Inn

        297 Shore Rd, Chatham
          4.0 out of 5.0
           
           

          This Chatham hotel is a short walk to the beach, within a mile of Veterans Field and the Chatham Lighthouse. Red River Beach is 6.6 miles from this luxurious ...

          Chatham Bars Inn$299

          Chatham Bars Inn$299
          The Villages at Ocean Edge

          The Villages at Ocean Edge

          One Villages Drive, Brewster
            3.5 out of 5.0
             
             

            Situated in Brewster, this golf resort is 2 mi (3.3 km) from Breakwater Beach and within 6 mi (10 km) of Cape Cod Museum of Natural History and Skaket ...

            The Villages at Ocean Edge$125

            The Villages at Ocean Edge$125
            Seaglass Inn & Spa

            Seaglass Inn & Spa

            105 Bradford Street Extension, Provincetown
              3.0 out of 5.0
               
               

              Situated by the ocean, this hotel is within 1 mi (2 km) of Pilgrims' First Landing Park, Pilgrim Monument, and Herring Cove Beach. Art House and Meetinghouse ...

              Seaglass Inn & Spa$160

              Seaglass Inn & Spa$160
              The Provincetown Inn

              The Provincetown Inn

              1 Commercial Street, Provincetown
                2.0 out of 5.0
                 
                 

                Nestled on the beach, this Commercial Street motel is within 1 mi (2 km) of Pilgrims' First Landing Park and Herring Cove Beach. Pilgrim Monument is 1.3 mi (2.1 ...

                Top Mast Resort

                Top Mast Resort

                209 Shore Rd, North Truro
                  2.5 out of 5.0
                   
                   

                  Nestled on the beach, this North Truro hotel is 2.1 mi (3.3 km) from Truro Vineyards of Cape Cod and 2.9 mi (4.6 km) from Highland Lighthouse. Head of the Meadow ...

                  Wequassett Resort and Golf Club

                  Wequassett Resort and Golf Club

                  2173 Route 28, Harwich
                    4.5 out of 5.0
                     
                     

                    Nestled on the beach, this East Harwich resort is within 2 mi (3 km) of Caleb Nickerson House, Captain's Cove Golf Course, and Chatham Marconi Complex. Fox Hill ...

                    Wequassett Resort and Golf Club$295

                    Wequassett Resort and Golf Club$295
                    Wellfleet Motel and Lodge

                    Wellfleet Motel and Lodge

                    170 US 6, Wellfleet
                      2.5 out of 5.0
                       
                       

                      Situated near the beach, this motel is 0.3 mi (0.5 km) from Wellfleet Bay Wildlife Sanctuary and 3 mi (4.9 km) from Nauset Lighthouse. Poit's Lighthouse Mini ...

                      Top Flight Deals

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