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Martha's Vineyard Vacations

Pack those stellar shades. We have Martha's Vineyard 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 Martha's Vineyard – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Martha's Vineyard 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 Martha's Vineyard

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 Martha's Vineyard 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 Martha's Vineyard well.

Top Hotel Deals

See all 101 Hotels in Martha's Vineyard
Harbor View Hotel

Harbor View Hotel

131 N Water Street Marthas Vineyard, Edgartown
    3.5 out of 5.0
     
     

    This family-friendly Edgartown hotel is located near the airport, within a 5-minute walk of Edgartown Lighthouse and Lighthouse Beach. Vincent House Museum and ...

    Harbor View Hotel$249

    Harbor View Hotel$249
    Kelley House

    Kelley House

    23 Kelly Street, Edgartown
      3.0 out of 5.0
       
       

      Located in the heart of Edgartown, this hotel is within a 5-minute walk of Edgartown Public Library, Old Whaling Church, and Vincent House Museum. Martha's Vineyard ...

      Kelley House$219

      Kelley House$219
      Martha's Vineyard Resort

      Martha's Vineyard Resort

      117 New York Ave, Oak Bluffs
        3.0 out of 5.0
         
         

        Situated in Oak Bluffs, this bed & breakfast is within a 15-minute walk of Oak Bluffs Public Library and Cottage Museum. Trinity Park Tabernacle and Flying Horses ...

        Mansion House Inn And Spa

        Mansion House Inn And Spa

        9 Main Street, Vineyard Haven
          3.5 out of 5.0
           
           

          Located in the heart of Tisbury, this spa hotel is within a 5-minute walk of Martha's Vineyard Chamber of Commerce and Vineyard Playhouse. Martha's Vineyard ...

          The Ashley Inn

          The Ashley Inn

          129 Main Street, Edgartown
            3.0 out of 5.0
             
             

            Situated near the beach, this bed & breakfast is within a 5-minute walk of Old Whaling Church, Vincent House Museum, and Martha's Vineyard Museum. Edgartown ...

            Clark House at the Twin Oaks Inn

            Clark House at the Twin Oaks Inn

            20 Edgartown Road, Vineyard Haven
              3.0 out of 5.0
               
               

              Situated near the beach, this bed & breakfast is within a 10-minute walk of Martha's Vineyard Chamber of Commerce and Vineyard Playhouse. Martha's Vineyard Film ...

              Menemsha Inn & Cottages

              Menemsha Inn & Cottages

              12 Menemsha Inn Rd, Chilmark
                3.0 out of 5.0
                 
                 

                Situated on the waterfront, this inn is 0.7 mi (1.2 km) from Menemsha Beach and 2 mi (3.2 km) from Lucy Vincent Beach. Polly Hill Arboretum and Gay Head Lighthouse ...

                Thorncroft Inn

                Thorncroft Inn

                460 Main St, Vineyard Haven
                  3.0 out of 5.0
                   
                   

                  Situated near the beach, this bed & breakfast is within a 15-minute walk of Tisbury Town Beach and Vineyard Haven Public Library. Vineyard Playhouse and West ...

                  The Sydney

                  The Sydney

                  22 North Water Street, Edgartown
                    3.5 out of 5.0
                     
                     

                    Situated in Edgartown, this hotel is within a 5-minute walk of Edgartown Public Library, Old Whaling Church, and Vincent House Museum. Martha's Vineyard Museum ...

                    Summercamp

                    Summercamp

                    70 Lake Avenue, Oak Bluffs
                      3.5 out of 5.0
                       
                       

                      Situated in Oak Bluffs, this hotel is steps from Cottage Museum and Trinity Park Tabernacle. Flying Horses Carousel and Oak Bluffs Harbor are also within 5 ...

                      Top Flight Deals

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