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Kennebunkport Vacations

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

Hotwire can help you find your travel bliss with Kennebunkport 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 Kennebunkport

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 Kennebunkport 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 Kennebunkport well.

Top Hotel Deals

See all 396 Hotels in Kennebunkport
The Colony Hotel

The Colony Hotel

140 Ocean Ave, Kennebunkport
    3.0 out of 5.0
     
     

    Situated in Kennebunkport, this historic hotel is within 1 mi (2 km) of St. Ann’s Episcopal Church, Kennebunkport Village Green, and W. Robert Paine Gallery. ...

    Nonantum Resort

    Nonantum Resort

    95 Ocean Ave, Kennebunkport
      3.5 out of 5.0
       
       

      This family-friendly Kennebunkport hotel is located on the waterfront, within a 10-minute walk of Kennebunkport Village Green and W. Robert Paine Gallery. Mast ...

      Nonantum Resort$161

      Nonantum Resort$161
      The Lodge at Turbat's Creek

      The Lodge at Turbat's Creek

      7 Turbat's Creek Road, Kennebunkport
        2.0 out of 5.0
         
         

        Situated in the historical district, this motel is within 1 mi (2 km) of Vaughn's Island Preserve, Kennebunkport Village Green, and Mast Cove Galleries. W. Robert ...

        The Lodge at Turbat's Creek$124

        The Lodge at Turbat's Creek$124
        The Breakwater Inn and Spa

        The Breakwater Inn and Spa

        127 Ocean Avenue, Kennebunkport
          4.5 out of 5.0
           
           

          Situated by the ocean, this luxury hotel is within a 15-minute walk of St. Ann’s Episcopal Church, Kennebunkport Village Green, and W. Robert Paine Gallery. ...

          The Breakwater Inn and Spa$189

          The Breakwater Inn and Spa$189
          The Rhumb Line Resort

          The Rhumb Line Resort

          41 Turbat's Creek off Ocean Avenue, Kennebunkport
            2.5 out of 5.0
             
             

            Situated near the beach, this motel is within 2 mi (3 km) of Vaughn's Island Preserve, Bush Compound, and Walker's Point. Kennebunkport Village Green and Mast ...

            Harbor Inn

            Harbor Inn

            90 Ocean Avenue, Kennebunkport
              3.0 out of 5.0
               
               

              Situated by the ocean, this bed & breakfast is within a 10-minute walk of Kennebunkport Village Green and W. Robert Paine Gallery. Dock Square and Mast Cove ...

              The Cottages at Cabot Cove

              The Cottages at Cabot Cove

              7 South Main Street, Kennebunkport
                3.5 out of 5.0
                 
                 

                Located in the heart of Kennebunkport, this cottage is within a 15-minute walk of Kennebunkport Village Green, Mast Cove Galleries, and W. Robert Paine Gallery. ...

                Captain Fairfield Inn

                Captain Fairfield Inn

                8 Pleasant St, Kennebunkport
                  3.5 out of 5.0
                   
                   

                  Situated in Kennebunkport, this bed & breakfast is within a 10-minute walk of Kennebunkport Village Green, Dock Square, and Kennebunkport Harbor. Bush Compound ...

                  Captain Lord Mansion

                  Captain Lord Mansion

                  6 Pleasant Street, P.O. Box 80, Kennebunkport
                    4.5 out of 5.0
                     
                     

                    Situated by the ocean, this luxury bed & breakfast is steps from Kennebunkport Village Green and W. Robert Paine Gallery. Mast Cove Galleries and First Families ...

                    1802 House Bed and Breakfast

                    1802 House Bed and Breakfast

                    15 Locke Street, Kennebunkport
                      3.5 out of 5.0
                       
                       

                      Situated in the historical district, this bed & breakfast is within a 15-minute walk of First Families Kennebunkport Museum, Mast Cove Galleries, and Dock Square. ...

                      Top Flight Deals

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