Oak Bluffs, adjacent to Tisbury on Vineyard Sound, is renowned for its gingerbread, “carpenter Gothic” cottages. Appropriately, the town was incorporated in 1880 as Cottage City, then renamed Oak Bluffs in 1907 in recognition of its increasingly year-round character.

The genesis of the town was a Methodist camp that today is a collection of colorful cottages centered on a park with a soaring Tabernacle, a forum for religious and artistic events. Like Vineyard Haven, Oak Bluffs is a shopper’s mecca. It is a favorite destination for families because of the range of attractions, including beaches, parks, a hip harbor front scene, and a bustling downtown.