2018 Annual Guide: Martha’s Vineyard

Aquinnah • Chilmark • Edgartown • Oak Bluffs • Tisbury (Vineyard Haven) • West Tisbury

Aquinnah Cliffs, Martha’s Vineyard. Photo by Dan Kosmayer

Photo Ops:

There is perhaps nothing more iconic to Martha’s Vineyard than the famous gingerbread cottages. These whimsical homes were once part of a Methodist campground and now add color and flair to the streets of Oak Bluffs. If you’re looking for something more off the beaten path (literally), head to the Aquinnah Cliffs and take a bus or bike tour to explore the sprawling beach and astounding clay cliffs.

Favorite Spots:

The Vineyard Playhouse operates year round, presenting both contemporary and classic plays and always working toward their goal of entertaining and enriching island visitors and locals alike. For a fun place to go after a show, check out Bad Martha Brewery, open in Edgartown for the summer season and Christmas, and try a 508 IPA or one of their other specialty craft beers.

Edgartown Books

Mom & Pops:

The cutest independent bookstore on the island, Edgartown Books is the place to go for some relaxation time. Head to the quaint reading area or out back to the quiet courtyard garden to enjoy your favorite title. If you need a cup of coffee to go with your book, Behind the Bookstore offers delicious breakfast sandwiches and reviving cups of joe.

Don’t Miss!

Held each March, the Martha’s Vineyard Film Festival screens independent films from around the world. In October, enjoy four days and three nights of local culinary delights at the annual Martha’s Vineyard Food & Wine Festival.