Where to Dine
The island's most fabulous fine dining is right onsite at The Sydney at l'etoile. Expect amazing service and an inventive, seasonally-driven menu. The Pan-Seared Spice Crusted Duck Foie Gras is a "to die for" starter course that sets the tone for things to come.
This Oak Bluffs staple is one of the island's most popular brew pubs and restaurants. Grab a bowl of peanuts and shuck them into the floor like a local. We have a soft spot for the clam chowder and the tuna melt. Hop fans will love the Offshore IPA.
Newes From America
A true Edgartown gem, this classic colonial pub feeds you full with hearty heaps of bar food classics. Great burgers, fish and chips and tasty specials. Awesome 1742 ambiance with rough-hewn beams, ballast brick walls, and a warm hearth. Brew pours are far from skimpy.
This bistro is a quieter spot away from the bustle of downtown, but kids are still welcome. They'll love the cozy seating in the renovated house or a table on the screened-in porch. Loads of local vegetables and comfort foods dominate the menu. Kids will enjoy grilled cheese and tomato soup or meatloaf, while adults can feast on scallops with risotto or lobster mac and cheese.
Offshore Ale Co.
Oak Bluff's resident brewery is known not only for its tasty pale ales but for its menu of local seafood too. The lobster roll here, regularly voted one of Martha's Vineyard's best, is a toasted bun piled high with tender lobster meat tossed in a light coating of mayonnaise. Order with a pint of the Islander Double IPA and you have the makings of a perfect vacation.
Martha's Vineyard Chowder Company
A regular on the clam chowder awards circuit, this local fish house and raw bar takes its seafood seriously but not too seriously. In this casual and cozy setting, you'll find elevated but unpretentious takes on New England classics with a hearty beer and wine list to wash it all down.
Sharky's is a festive cantina, where the menu is full of kid-friendly foods like quesadillas and nachos. Should your kids not be into Mexican food, there's a standard kids' menu, and each entree comes with coloring books, crayons, and a toy shark. Regularly voted the Island's best family dining, the Cantina delivers a good time for everyone.
The Seafood Shanty
You've got to get your lobster roll and fried clam fix in while on vacation, so head to the Seafood Shanty. Request a table upstairs, where you'll take in a bird's eye view of the harbor. The Shanty is conveniently located across the street from the Scoop Shack, so you can end your night on the town with an ice cream cone.
The Port Hunter
Super fresh oysters and a classic raw bar anchor this locals favorite. Creative cocktails a midst a relaxed, hip vibe make this a great spot to plant yourself after an active day. Start your meal off right with the scrumptious smoked Bluefish Cakes with sweet potato hash and chorizo lemon vinaigrette.
Skinny's Fat Sandwiches
Skinny's offers everything from salads to specialty sandwiches, (including the Turkey Cobbler and the Cuban), and sandwich classics (Turkey Club or BLT). A variety of sides includes brownies, hummus, pita, and potato salad.
If you need a scenic view with your seafood, the Lookout is the spot, with its great covered porch overlooking Nantucket Sound. Voted Best Lobster Roll on Martha's Vineyard in 2016, the lobster roll here comes two ways: sautéed in warm butter or tossed with mayo. Either way, it's a large portion of fresh lobster served spilling out of a toasted roll and is sure to satisfy your lobster craving.
Located upstairs from the Martha's Vineyard Chowder Company, LoFT is the older sibling that caters to the 21+ crowd. Work up an appetite for bar bites and custom cocktails while trying your hand at pool, shuffleboard, foosball, pinball, ping pong, and air hockey.
Ben + Bills Chocolate Emporium
Ben & Bills has myriad flavors to satisfy every palate, from salted caramel to cake batter to electric-green pistachio. But what really makes them standout is the dense and creamy texture that is reminiscent of superlative gelato. It is also advised that you purchase chocolates to stock your hotel room...just in case.
A mix of moody lighting, classic Windsor chairs and white tablecloths, this Main Street bistro is sexy and sophisticated. The outstanding wine list features special California finds (the chef grew up in the Bay Area). Your taste buds will thank you if you try the Wok Fired Crispy Calamari. Venture downstairs to the Brick Cellar Bar for a more causal environment.
With an incredible location right on the harbor, this Edgartown staple has it all. A varied menu featuring fresh seafood and USDA prime steaks, outdoor seating, an extensive wine list, a vibrant bar area, and music and dancing in the summer.
Among the Flowers
This charming outdoor patio nestled under a blue and white awning is literally among a host of flower boxes and hanging baskets. Enjoy views of Edgartown Harbor while the friendly, local staff serve fresh and healthy, homemade dishes at reasonable prices. Great lunch spot.
Coastal Italian and urban American fare at its best. Located just a half block from The Sydney, Chesca's has a broad front porch that turns into a party in high season. Make sure to save some space for the Snowball, a mind-blowing dessert that you'll talk about for days.
This Zagat-rated restaurant offers exceptional bistro fine dining in an intimate atmosphere often with a Mediterranean twist. If the Grilled Octopus appears on the rotating menu, get it.
Larsen's Fish Market
Want to feel like a local? Stop at this local fish market and peruse the fresh seafood offerings or daily kitchen specials. Better yet, ask our guest services crew to call ahead to arrange a take-out New England clambake of lobster, clams, corn on the cob, and all the fixin’s.
Killer sandwiches, perfect frothy lattes and great baked goods make this coffee bar a Martha's Vineyard must. You can’t miss choosing the Katama Chicken Sandwich on fresh baked foccacia. Snag the White Chocolate Heath Bar cookies for dessert. Just sayin'.
Experience island to table cuisine at Down Island, one of Oak Bluffs' newest arrivals. Through its weekly changing set menu, this relaxed fine dining establishment embodies the character and fresh bounty of Martha's Vineyard's waters and farms. Enjoy a diverse menu heavily reliant on farm fresh produce, poultry, fish, and meat.
Upscale comfort food is the ticket at this comfy bistro and bar. You'll feel right at home in the warm and welcoming environment as you nosh on creative new American cuisine with French and Italian influence. Try the Chicken and Dumplings (serious comfort food!) and save room for the Cardamom and Cinnamon Pear Crostata.