We are conveniently located within the Oak Bluffs business district, a short stroll from the picturesque harbor with ferry service to and from many ports.
From the decorative lattice that adorns our porches, to the cozy feel of classic cottage décor, this 32-room hotel exudes the warmth and charm of Martha's Vineyard tradition.
A fifth generation run family historic inn with quaint atmosphere and modern amenities. Stay in our completely renovated in 2018 gingerbread cottage directly on the Oak Bluffs harbor. Standard and deluxe guest rooms are available.
The Cafe is a full service restaurant on a world renowned golf course open to the public. A hidden gem not far from the bustle of the Island’s downtowns.
Welcome to Jimmy Seas in Oak Bluffs! We take pride in serving only the finest and freshest ingredients. From appetizers, to salads, pasta and Italian dishes.
Completely renovated in 2019 this in-town historic Victorian gingerbread house hotel with 12 lavish urban hip stylish guest rooms all with marble bathrooms and Parisian townhouse decor.
Overlooking Nantucket Sound, the Surfside Hotel offers a premier location in the heart of Oak Bluffs with Oak Bluffs Harbor, Circuit Avenue and the Sound in your backyard, and cafes, shopping, fine
Located right on the harbor a few minutes from the Oak Bluffs ferry, the Sandbar is the place for great food, great fun and a great "Island Atmosphere".
The Meetinghouse is a community center for the arts. The goal is to bring the community together to support and encourage literary, visual and performing arts.
A place where you're just as likely to connect with old friends as meet new and fascinating people from all over the world, a place where you can enjoy a life changing meal to the sounds of the Rol