At its furthest points, Martha's Vineyard is 23 miles long and 7 miles wide. Made up of six small towns all with a different feel, the island has something to offer all visitors and vacation home buyers. Diverse in terrain, spectacular in its natural beauty and conservation, with quaint harbors and charming seaside villages, Martha's Vineyard captivates and leaves all who visit waiting to return.

If you're planning a Martha's Vineyard vacation, you'll first want to decide which area you want to stay in. Regardless of where you choose to stay, you'll be surrounded by natural beauty and charm, but most people develop a preference for a particular town as they get to know the area. Learn more about each of Martha's Vineyard's six towns below, including Edgartown, Oak Bluffs, Vineyard Haven, West Tisbury, Chilmark, and Aquinnah, or visit our Maps Search page to search for a vacation rental by town.

Six distinct Martha's Vineyard towns contained in one fabulous place.

Vineyard Towns

Edgartown
Edgartown, with its impeccably preserved historic architecture and scenic harbor views, exudes timeless charm. Stroll along historic streets lined with stately Whaling Captains’ homes, visit the iconic Edgartown Lighthouse, or explore the boutiques and art galleries that dot the town center. Don't miss a chance to indulge in fresh seafood at any of the waterfront restaurants like the Atlantic or the Seafood Shanty, offering delectable dishes with a side of breathtaking views.
Oak Bluffs
Known for its vibrant gingerbread cottages and lively atmosphere, Oak Bluffs is a colorful playground waiting to be explored. Spend an afternoon wandering through the Martha's Vineyard Camp Meeting Association grounds, marveling at the intricately designed cottages adorned with whimsical details. Enjoy a ride on the historic Flying Horses Carousel, the oldest operating carousel in the United States preserved to perfection by the Vineyard Preservation Trust, or soak up the sun on the sandy shores of State Beach. End the day with an ice cream cone at one of the many locally-owned shops, such as Mad Martha’s or Carousel Ice Cream Factory!
Vineyard Haven
As the primary port of entry to Martha's Vineyard, Vineyard Haven serves as the island's bustling transportation hub. Explore the picturesque harbor dotted with sailboats and yachts, or browse the eclectic shops and art galleries that line Main Street. History buffs will appreciate a visit to the Martha's Vineyard Museum, where exhibits showcase the island's rich maritime heritage and cultural legacy. Vineyard Haven is a treasure trove filled with incredible restaurants such as Attic and Salvatore’s, plus plenty of casual spots, perfect for the entire family.
West Tisbury
Escape the hustle and bustle of the tourist hotspots and immerse yourself in the serene beauty of West Tisbury. This rural town is characterized by rolling farmland, lush fields, and peaceful roads perfect for leisurely drives or cycling adventures. Discover hidden gems like Alley's General Store, a historic landmark offering everything from groceries to souvenirs, or pack a picnic and spend a day exploring the idyllic landscapes of Polly Hill Arboretum. Some of our favorite spots to include in a West Tisbury itinerary include 7aFoods for incredible breakfast sandwiches and a stop at The Field Gallery is a must for the art lovers!
Chilmark
Nestled along Martha's Vineyard's scenic southwest shore, Chilmark beckons with its unspoiled beauty and laid-back vibe. Explore pristine beaches like Lucy Vincent Beach or Squibnocket Beach, renowned for their soft sands and stunning coastal vistas. Nature enthusiasts will delight in the opportunities for hiking, birdwatching, and wildlife spotting at landmarks like Menemsha Hills and Chilmark Pond Preserve. Make sure to spend an hour rocking your worries away on the porch of the Chilmark General Store with a slice of their famous pizza or head to the Grey Barn & Farm for a cheese tasting! And of course, don’t forget to catch the incredible Menemsha sunsets while indulging in a lobster roll from Larsen’s.
Aquinnah
Formerly known as Gay Head, Aquinnah is a haven for those seeking a deeper connection to Martha's Vineyard's indigenous heritage. Visit the iconic Gay Head Cliffs, a geological marvel formed by colorful clay deposits, and explore the Aquinnah Cultural Center, where exhibits celebrate Wampanoag culture and history. Don't miss the opportunity to witness a breathtaking sunset over the cliffs, a sight that has captivated visitors for centuries. Walk into any of the shops in the Aquinnah Circle, like Aquila, a locally and native-owned coffee and gift shop!

Towns of Martha's Vineyard

Six distinct Martha's Vineyard towns contained in one fabulous place.

Vineyard Towns

Edgartown

Oak Bluffs

Vineyard Haven

West Tisbury

Chilmark

Aquinnah

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