Linda Jean's Restaurant

Nancy’s serves up classic seafood and frosty cocktails on spacious decks with harbor views, perfect for casual hangs or a lively night out.

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

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.

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.

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

Nestled between bustling Oak Bluffs and Edgartown, this relaxed resort boasts cozy studios with kitchens, a refreshing outdoor pool, and easy beach access.

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.

Lookout Tavern serves up huge, buttery lobster rolls, fresh seafood, sushi, and cocktails with unbeatable waterfront views in lively Oak Bluffs.

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.