The Oak Bluffs Inn

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.

Sip on house-brewed beers while indulging in wood-fired pizzas and casual eats in a cozy, nostalgic pub atmosphere perfect for any occasion.

The Cardboard Box offers a vibrant New American dining experience with a seafood twist, complemented by fabulous cocktails and lively weekend vibes.

Step into the charming Pequot Hotel, a cozy retreat just a block from the beach where rocking chairs sway on the porch and fresh cookies await daily.

MV Salads in Oak Bluffs is a vibrant eatery where you can dive into unique, health-centric salads and wraps made with local ingredients, all served with a side of kindness.

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

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

This stunning 2-mile stretch of pristine sandy beach, known for its calm waters and kid-friendly vibe, was featured in "Jaws" and is perfect for family outings.

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.

Biscuits in Martha's Vineyard is a cozy diner known for its delicious signature biscuits and flavorful southern-inspired breakfasts, making it a must-try spot.