Top things to do in Oak Bluffs

Top Choice Historic Site in Oak Bluffs

Campgrounds & Tabernacle

Oak Bluffs started out in the mid-19th century as a summer retreat by a revivalist church, whose members enjoyed a day at the beach as much as a gospel service. They first camped out in tents, then built some 300 wo…
Top Choice Microbrewery in Oak Bluffs

Offshore Ale Co

Join the throngs of locals and visitors at this popular microbrewery – enjoy a pint of Hop Goddess ale, some superior pub grub (including a knockout lobster roll) and the kind of laid-back atmosphere where boats are…
Bar in Oak Bluffs


OK, so the tagline – 'a playground for adults' – may raise some eyebrows. But Loft is not risque. Instead, it's a rowdy 2nd-floor bar (above MV Chowder Company) filled with lots of fun stuff: shuffleboard, pool tabl…
American in Oak Bluffs


Whiskey is the star of the cocktail menu at 20byNine and it goes well with just about everything on the delightfully unpretentious menu of small plates and entrees. Sip a glass of bourbon and dig into some lobster f…
Modern American in Oak Bluffs

Sweet Life Café

New American cuisine with a French accent is offered by this stylish bistro, which provides the town's finest dining. Tuna tartare, fried softshell crab and miso-glazed local cod are joined on the menu by other inno…
Cultural in Oak Bluffs

Grand Illumination Night

It's all about lights. If you're lucky enough to be in Oak Bluffs on the third Wednesday in August, you'll see the Campground cottages adorned with colorful Chinese and Japanese lanterns; a sing-along and a concert …
Museum in Oak Bluffs

Cottage Museum

You can visit a typical Campground cottage, complete with period furnishings, thanks to the Cottage Museum. It's filled with Camp Meeting Association history and artifacts.
Sports Bar in Oak Bluffs


Not far from Oak Bluffs' main drag is this all in one new-American bistro, hipster bar and family-friendly bowling alley. It's important to note that this is about as upmarket as bowling alleys come: the decor is co…
Bakery in Oak Bluffs

Martha's Vineyard Gourmet Cafe & Bakery

This simple joint serves inexpensive coffee, famous apple fritters and cannoli, but the time to swing by is from 7pm to 1am (when the shop itself is shut), when you can go around the back, knock on the door and buy …
Ice Cream in Oak Bluffs

Mad Martha's

If the Obamas are on the island and you want to snag a photo, this is your best paparazzi hang: they’ll invariably swing by for a scoop of award-winning homemade ice cream. If you like it rich, order up a scoop of t…