Mocha Mott's

This chic bakery turns into a speakeasy at night, serving giant apple fritters and fresh donuts from its purple back door.

Two-mile sandy stretch from "Jaws" fame, perfect for calm swims, family fun, scenic bike rides, and daring jumps off Jaws Bridge.

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.

Nestled in a quiet street, this charming bistro boasts innovative New American cuisine with fresh, local ingredients and a cozy garden patio perfect for any occasion.

Cozy Oak Bluffs spot serving Southern-inspired comfort breakfasts, from fluffy biscuits to shrimp and grits and chicken & waffles.

Offshore Ale Co. serves freshly brewed craft beer and creative wood-fired pizzas with a cozy pub vibe right by the water.

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.

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.

Inkwell Beach: a serene sandy strip by Oak Bluffs ferry, rich in history, calm waters, and vibrant beachside vibes.

Charming Victorian B&B in Oak Bluffs with comfy rooms, killer breakfasts, a sprawling porch, and top-notch hosts just steps from town and beach.