Skip to content

Top recommendations from locals

From sightseeing to hidden gems, find out what makes the city unique with the help of the locals who know it best.

Theme Park Ride / Attraction
“Be sure to check out the Flying Horses Carousel which is the oldest operating platform carousel in America!”
  • 37 locals recommend
Restaurant
$$
“Very popular place for breakfast! About a 1/2 hour walk from our cottage. Get there as early as possible, definitely before 8 am.”
  • 25 locals recommend
American Restaurant
$$
“This is the restaurant the birthed the Black Dog t-shirt. Large portions, great view of the harbor, feels like your in an old wooden boat. Food is better quality in some other places but this place has a long history, a great setting and a spectacular view. You won't go away hungry.”
  • 24 locals recommend
Bar
$$
“On the water in Oak Bluffs, great view of the ferry coming in. Sushi, burgers, causal dining and a lively bar if any New England sports teams are playing. ”
  • 17 locals recommend
Grocery or Supermarket
“Beloved local market where you can get lots of locally produced foods. Personal favorites - Little Rock Farm pies. They have everything! $$$$”
  • 22 locals recommend
Restaurant
$$
“Great fish and chips, chowder & sushi. No indoor seating but outdoor picnic tables. Walk across the parking lot with your food and eat at the grass area with tables that overlooks the lagoon.”
  • 18 locals recommend
Brewery
$$
“Consistently good food, great beer selection. About a 1/2 hr. walk from the cottage. (Not the place for you if you have a peanut allergy though!)”
  • 17 locals recommend
American Restaurant
$$
“Nice variety of fresh seafood with a bit of a Lebanese flavor. Very fresh and locally sourced. A sweet atmosphere and a good selection. Feels a bit like home. I have always enjoyed my meals there. Its also a great breakfast place and good for lunch as well. Macha tea lattes are delicious!”
  • 17 locals recommend
Night Club
$
“Great dive bar with fantastic live music. Totally local place! Their food is also pretty good but more on the southern food scene. Arrive before 8 to grab a good seat at the bar or the upstairs tables. No cover charge.”
  • 17 locals recommend
Bar
$$
“Great Views of the Harbor. You can eat upstairs on the patio or downstairs on the picnic tables.”
  • 16 locals recommend
Supermarket
$$
“Small & hard to park but very close. Try the Edgartown for more selection and parking.”
  • 15 locals recommend
Restaurant
$$
“Family establishment, friendly staff with all the good home cooking. Breakfast Lunch Dinner.”
  • 11 locals recommend
Park
“There are beaches all over the island but our favorite is just a short drive, bike, or bus ride down the street. Gorgeous views in the summertime of the boat traffic and go for a jump off the bridge! ”
  • 15 locals recommend
Sandwich Place
$$
“Fresh and creative offerings. Good portions, you won't go hungry. Sit in or out...watch the people go by. They also have salads and bowls to go. They serve great burgers on Friday nights.”
  • 16 locals recommend
Bowling Alley
$$
“A good time for all at the bowling alley. The restaurant is serves great food near the alleys or in the dining room. Enjoy!!”
  • 10 locals recommend
Bakery
“A must visit!, opens at 7:00 p.m., located behind Martha’s Vineyard Gourmet Café & Bakery in the Reliable Market parking lot, best apple fritters around!”
  • 18 locals recommend