Martha's Vineyard
For more than a century, the affluent and famous have used this triangle-shaped island, which is located approximately 8 miles off the coast of Cape Cod, Massachusetts, as a private summer retreat. Thanks to regular guests like former President Barack Obama, David Letterman, and Bill Murray, among many others, the "Hollywood East" image is still going strong today.
However, despite the island's stellar summer program, a laid-back way of life prevails. The opportunity to let loose for a long weekend is the major attraction luring people to the Vineyard off the ship. You may find astronomically costly restaurants and vacation houses in various areas of the island, such Chilmark.
However, unassuming towns and villages like Vineyard Haven and Menemsha still heavily rely on their maritime industry and provide a more laid-back atmosphere. Even a Black Dog hoodie, the island's must-have souvenir, is casual. Change up your stilettos for your flimsiest flat sandals, and keep your calm if you see any movie stars in Edgartown. After all, everyone deserves a little Vineyard getaway.
Location: Dukes County, Massachusetts
Rankings:
- #3 in Best Weekend Getaways in New England
- #3 in Best Cheap Honeymoons in the U.S.
- #9 in Best Relaxing Getaways in the USA
- #12 in Best Romantic Getaways in the USA
- #16 in Best Small Towns to Visit in the USA
Best Things to Do:
- Martha's Vineyard Beaches
- Aquinnah Cliffs
- Oak Bluffs Campground
Best Months to Visit: September to November