Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Start by selecting your hotel
Start by selecting your hotel
Start by selecting your hotel

Save up to $603 by booking Flight + Hotel.

Search 590,000 properties and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more


Oak Bluffs

With a wide range of visitor attractions, Oak Bluffs is ideal for both brief breaks and longer visits.

Packages in Oak Bluffs

Expedia has hotel and flight deals that will help you save. When you combine your flight and accommodation purchases together into one simple package, you save. Just think of all the things you can do in Oak Bluffs with the extra money.

Book your package today and earn savings up to $603!

You don't need to search around a bunch of websites for your travel accommodations. With roughly 400 partner airlines and 321,000 hotels worldwide our expansive database has what you need.

The great deals at Expedia make planning your Oak Bluffs getaway that much simpler. What are you waiting for?

If you have to change your vacation plans we will honor your cancellation request with no extra fee from us, on almost all reservations.

Oak Bluffs Vacation Packages

Travelers to this part of Martha's Vineyard will be rubbing shoulders with roughly 4,000 local residents.

Boston, the state capital, is roughly 70 miles north of Oak Bluffs, while Vineyard Haven is 2 miles to the northwest.

Play, laugh and have fun at the Flying Horses Carousel, an ideal attraction for kids of all ages.

Pack a picnic, read a book or just lie back and enjoy the fresh air. Ocean Park will suit whatever mood you're in.

Whether you're up for wandering along the coastline or just sitting back and watching the clouds pass by, Inkwell Beach, Joseph Sylvia State Beach and Oak Bluffs Town Beach will satisfy your desires.

It's been said that, "Never does nature say one thing and wisdom another." Keep this in the back of your mind as you explore Oak Bluffs Harbor.

Stimulate your mind by spending a few hours at Cottage Museum. Enjoy the peace and quiet, ask the staff about guided tours and grab something from the gift shop on your way out.

Some travelers believe that you can never completely know a place until you know its past. Thankfully, Oak Bluffs has preserved Chappaquiddick Graveyard, one of the region's most significant historic attractions.

Take some snaps, walk around the grounds and immerse yourself in the serene atmosphere at Trinity Park Tabernacle.

After checking out the base of East Chop Light, seek out some surrounding vantage points to photograph it with the coastline in the background.

Enjoy the manicured greens and fairways at the Farm Neck Golf Club, the best place for eagles and birdies here.

Think you've seen everything worth seeing in Oak Bluffs? Guess again. While the Oak Bluffs Public Library mightn't be on the front page of your in-flight magazine, many travelers speak highly of their time there.

Accommodation in Oak Bluffs

There are 21 different Oak Bluffs accommodations included on Expedia's travel database. Have a browse and select the optimal amenities for you.

The Thorncroft Inn and Mansion House Inn And Spa are the best options in and around Oak Bluffs.


Top Hotel Deals

See all 335 Hotels in Oak Bluffs
Summercamp $149
Summercamp

Summercamp

70 Lake Avenue, Oak Bluffs
     
    4.2
    of 5, from 54 reviews
    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 minutes.

    MV Surfside Hotel $135
    MV Surfside Hotel

    MV Surfside Hotel

    7 Oak Bluffs Avenue, Oak Bluffs
       
      4.1
      of 5, from 75 reviews
      2.5 out of 5.0

      Situated near the beach, this hotel is steps from Flying Horses Carousel, Oak Bluffs Harbor, and Oak Bluffs Town Beach. Ocean Park and Cottage Museum are also within 5 minutes.

      Martha's Vineyard Resort
      Martha's Vineyard Resort

      Martha's Vineyard Resort

      117 New York Ave, Oak Bluffs
         
        4.0
        of 5, from 114 reviews
        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 Carousel are also within 1 mi (2 km).

        Narragansett House
        Narragansett House

        Narragansett House

        46 Narragansett Av., Oak Bluffs
           
          4.2
          of 5, from 27 reviews
          2.5 out of 5.0

          Situated near the beach, this bed & breakfast is within a 5-minute walk of Ocean Park, Cottage Museum, and Trinity Park Tabernacle. Inkwell Beach and Flying Horses Carousel are also within 10 minutes.

          Island Inn on Martha's Vineyard
          Island Inn on Martha's Vineyard

          Island Inn on Martha's Vineyard

          30 Island Inn Road, Oak Bluffs
             
            4.0
            of 5, from 84 reviews
            3.0 out of 5.0

            Situated near the beach, this guesthouse is within 2 mi (3 km) of Inkwell Beach, Ocean Park, and Joseph Sylvia State Beach. Flying Horses Carousel and Trinity Park Tabernacle are also within 2 mi (3 km).

            New! 3BR Oak Bluffs Condo Steps From the Ocean!
            New! 3BR Oak Bluffs Condo Steps From the Ocean!

            New! 3BR Oak Bluffs Condo Steps From the Ocean!

            , Oak Bluffs
               
              0.0 out of 5.0

              This beachfront property is located in Oak Bluffs, close to Inkwell Beach, Oak Bluffs Town Beach, and Oak Bluffs Harbor. Also nearby are Ocean Park and Flying Horses Carousel.

              Cape on Forest
              Cape on Forest

              Cape on Forest

              66 Forest Avenue, Oak Bluffs
                 
                3.5 out of 5.0

                Situated in Oak Bluffs, this vacation home is within 2 mi (3 km) of Farm Neck Golf Club, Oak Bluffs Public Library, and Trinity Park Tabernacle. Cottage Museum and Ocean Park are also within 3 mi (5 km).

                Beautiful Contemporary Home In Sought After Meadow View Farms
                Beautiful Contemporary Home In Sought After Meadow View Farms

                Beautiful Contemporary Home In Sought After Meadow View Farms

                , Oak Bluffs
                   
                  4.7
                  of 5, from 3 reviews
                  0.0 out of 5.0

                  Situated in Oak Bluffs, this vacation home is close to Farm Neck Golf Club, Gus Ben David's World of Reptiles and Birds Park, and Martha's Vineyard Film Center. Local attractions also include Joseph Sylvia State Beach and Manuel F Correlus State Forest.

                  Top Deals on Flights

                  These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.