Chef Deon's Kitchen

Charming, cash-only eatery dishing out hearty Italian classics and New York-style pizza, perfect for a laid-back meal near the Oak Bluffs ferry.

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.

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.

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.

Nestled in a charming clapboard house, this cozy B&B offers warm hospitality, stylish rooms, and a prime location just steps from the beach and shops.

Chowder Company is a laid-back spot in Oak Bluffs known for its award-winning clam chowder, impressive lobster rolls, and a casual bar vibe with plenty of seafood options.

Nestled in a charming 1870s gingerbread Victorian, this cozy B&B offers quirky rooms, delicious breakfasts, and a lovely wraparound porch just steps from Oak Bluffs' best spots.

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.

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.