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South Dennis Vacations

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

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

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 Dennis 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 Dennis well.

South Dennis Flight + Hotel packages

Top Hotel Deals

See all 751 Hotels in South Dennis
Cape Codder Resort and Spa

Cape Codder Resort and Spa

1225 Iyannough Rd, Hyannis
    3.0 out of 5.0
     
     

    Situated near the airport, this spa resort is 1.2 mi (2 km) from Hyannis Golf Course and within 3 mi (5 km) of Coast Guard Heritage Museum and Barnstable Old ...

    Cape Codder Resort and Spa$129

    Cape Codder Resort and Spa$129
    Hyannis Travel Inn

    Hyannis Travel Inn

    18 North St, Hyannis
      2.0 out of 5.0
       
       

      Located in the heart of Hyannis, this hotel is steps from John F. Kennedy Hyannis Museum and Cape Cod Baseball Hall of Fame. Cape Cod Carousel and St. Francis ...

      Hyannis Travel Inn$90

      Hyannis Travel Inn$90
      Bayside Resort Hotel

      Bayside Resort Hotel

      225 Route 28, West Yarmouth
        3.0 out of 5.0
         
         

        Bayside Resort Hotel is in West Yarmouth, less than 10 minutes’ drive from the airport in Hyannis, and within easy reach of Cape Cod. Guests have a great choice ...

        Bayside Resort Hotel$120

        Bayside Resort Hotel$120
        Anchor In Distinctive Waterfront Lodging

        Anchor In Distinctive Waterfront Lodging

        1 South Street, Hyannis
          3.0 out of 5.0
           
           

          Situated on the waterfront, this hotel is within a 15-minute walk of Hyannis Harbor, John F. Kennedy Hyannis Museum, and Cape Cod Baseball Hall of Fame. St. ...

          Best Western Cape Cod Hotel

          Best Western Cape Cod Hotel

          1470 Iyannough Rd. Rt 132, Hyannis
            2.5 out of 5.0
             
             

            Located in the heart of Hyannis, this hotel is 0.8 mi (1.3 km) from Hyannis Golf Course and within 3 mi (5 km) of Coast Guard Heritage Museum and Barnstable ...

            Best Western Cape Cod Hotel$101

            Best Western Cape Cod Hotel$101
            The Ocean Club on Smuggler's Beach

            The Ocean Club on Smuggler's Beach

            329 S Shore Dr, South Yarmouth
              3.0 out of 5.0
               
               

              Nestled on the beach, this South Yarmouth condo building is within 2 mi (3 km) of Bass River Sports World, Pirate's Cove Mini Golf, and Cultural Center of Cape ...

              The Ocean Club on Smuggler's Beach$140

              The Ocean Club on Smuggler's Beach$140
              Tidewater Inn

              Tidewater Inn

              135 Route 28, West Yarmouth
                2.5 out of 5.0
                 
                 

                This family-friendly West Yarmouth hotel is located near the airport, within a 10-minute walk of Putter's Paradise Miniature Golf and Wild Animal Lagoon. Cape ...

                Tidewater Inn$59

                Tidewater Inn$59
                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
                    Heritage House Hotel

                    Heritage House Hotel

                    259 Main Street, Hyannis
                      2.5 out of 5.0
                       
                       

                      Heritage House Hotel$60

                      Heritage House Hotel$60

                      Top Flight Deals

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