Pequot Hotel

Upscale spot in a tranquil space with seasonal, area-sourced New American fare & an ample wine list.

At Red Cat Kitchen, you’ll find a cozy, art-filled space serving up creative, ever-changing New American dishes with a local twist, all just a hop from the ferry.

Nestled in a vibrant, historic building in Oak Bluffs, the Summercamp Hotel captures the charm of summer camp with chic rooms, harbor views, and a playful café.

Buzzy, open bar/eatery with burgers, pizza & other bites, plus games, TVs & a 10-lane bowling alley.

At night, this unassuming bakery transforms into an enchanting speakeasy, serving warm, massive apple fritters and a mouthwatering array of donuts from its purple back door.

A charming retailer showcasing casualwear, accessories, and gifts for all ages, all adorned with their signature dog logo.

Mad Martha's Ice Cream on Martha's Vineyard is a beloved summer hotspot, offering local, inventive flavors and a vibrant community vibe.

Nestled by the water, Lookout Tavern serves up fresh New England seafood and burgers with creative cocktails, all while boasting stunning ocean views.

Chow down on seafood classics and sip vibrant frozen cocktails while soaking up the harbor views, whether you’re on the breezy deck or inside.

Tony's Market in Oak Bluffs is a charming spot where you can munch on gourmet sandwiches, sip local beers, and stock up on fresh produce—all while basking in top-notch service.