Family restaurant · Dukes County
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"I always love my first meal to be a lobster roll from Nancy’s. It’s probably the most famous restaurant in Oak Bluffs and is rumored to be President Obama’s favorite on the island."
Bakery · Dukes County
This chic bakery turns into a speakeasy at night, serving giant apple fritters and fresh donuts from its purple back door.
9 Postcards
Beach · Dukes County
Inkwell Beach: a serene sandy strip by Oak Bluffs ferry, rich in history, calm waters, and vibrant beachside vibes.
2 Postcards
Clothing store · Dukes County
Casualwear and gifts decked out with the iconic dog logo for the whole family, blending island charm with everyday style.
1 Postcard
Amusement park ride · Dukes County
Experience the historic charm of the oldest platform carousel in the U.S. with its stationary horses and the iconic brass ring game—a family favorite in Oak Bluffs.
Gastropub · Dukes County
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.
Hotel · Dukes County
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.
4 Postcards
Bed & breakfast · Dukes County
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.
Ice cream shop · Dukes County
Mad Martha's Ice Cream on Martha's Vineyard is a beloved summer hotspot, offering local, inventive flavors and a vibrant community vibe.
New American restaurant · Dukes County
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.
3 Postcards
Salad shop · Dukes County
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.