Guidebook for Oak Bluffs

Jennifer
Guidebook for Oak Bluffs

Parks & Nature

Nice low key hike very close to the house. Pretty views across the pond and out to the ocean.
Farm Pond
Nice low key hike very close to the house. Pretty views across the pond and out to the ocean.
Great place to paddle
Sengekontacket Pond
Great place to paddle
Wonderful swimming at this long long stretch of beach
43 locals recommend
Joseph Sylvia State Beach
267-125 Seaview Avenue
43 locals recommend
Wonderful swimming at this long long stretch of beach
Nice little beach--easy to walk to. Fun for people watching too.
31 locals recommend
Inkwell Beach
83 Seaview Ave
31 locals recommend
Nice little beach--easy to walk to. Fun for people watching too.
There is a small public beach right next to the beach club that is a great place for swimming and watching the ferries and boaters roll in.
East Chop Beach Club
75 E Chop Dr
There is a small public beach right next to the beach club that is a great place for swimming and watching the ferries and boaters roll in.
Nice low key beach at the bridge. Nice for sitting, swimming, walking on the jetty, watching the sailboats, and paddling or windsurfing.
12 locals recommend
Eastville Point Beach
351 Beach Rd
12 locals recommend
Nice low key beach at the bridge. Nice for sitting, swimming, walking on the jetty, watching the sailboats, and paddling or windsurfing.
We love this beach-- just beautiful views across the water and Edgartown harbor. Plus, a delightful little lagoon (great for kids) and a picturesque lighthouse. And it never seems to be crowded. Parking can be tricky-- there are a few 2 hour spots right in from near the harbor View Inn, but if you're biking, there are no worries.
28 locals recommend
Lighthouse Beach
230 N Water St
28 locals recommend
We love this beach-- just beautiful views across the water and Edgartown harbor. Plus, a delightful little lagoon (great for kids) and a picturesque lighthouse. And it never seems to be crowded. Parking can be tricky-- there are a few 2 hour spots right in from near the harbor View Inn, but if you're biking, there are no worries.
This is where the waves happen. Grab a boogie board and an adventurous spirit and take to the water.
61 locals recommend
South Beach
Herring Creek Rd
61 locals recommend
This is where the waves happen. Grab a boogie board and an adventurous spirit and take to the water.

Sightseeing

An iconic Vineyard spot--all the brightly painted gingerbread cottages that circle round and round the tabernacle are a marvel.
31 locals recommend
Martha's Vineyard Camp meeting Association (MVCMA)
80 Trinity Park
31 locals recommend
An iconic Vineyard spot--all the brightly painted gingerbread cottages that circle round and round the tabernacle are a marvel.
Yup, it was filmed here---and we're hoping there are no sharks. This bridge is jam-packed with (mostly teenage) folks taking the plunge. Looks like fun! (though I can't say I've done it)
21 locals recommend
Jaws Bridge
267-125 Seaview Ave
21 locals recommend
Yup, it was filmed here---and we're hoping there are no sharks. This bridge is jam-packed with (mostly teenage) folks taking the plunge. Looks like fun! (though I can't say I've done it)
The oldest platform carousel in the country! Plus an arcade, cotton candy, popcorn...everything a kid could ask for.
82 locals recommend
Flying Horses Carousel
15 Oak Bluffs Ave
82 locals recommend
The oldest platform carousel in the country! Plus an arcade, cotton candy, popcorn...everything a kid could ask for.
Lovely lighthouse at the top of the hill. Gorgeous views. Make it the destination point of a very nice bike ride.
20 locals recommend
East Chop Lighthouse
20 locals recommend
Lovely lighthouse at the top of the hill. Gorgeous views. Make it the destination point of a very nice bike ride.

Food Scene

Excellent food and cocktails in a small, hip setting, Also outdoor tables
6 locals recommend
20byNine
16 Kennebec Ave
6 locals recommend
Excellent food and cocktails in a small, hip setting, Also outdoor tables
Excellent local, seasonal food. You'll need a reservation.
33 locals recommend
The Red Cat Kitchen
6 Kennebec Ave
33 locals recommend
Excellent local, seasonal food. You'll need a reservation.
Really good burgers in a very casual setting.
15 locals recommend
Fat Ronnie's Burger Bar
7 Circuit Ave
15 locals recommend
Really good burgers in a very casual setting.
The place where the whole phenomenon started. Request a seat by the window and be rewarded with a peaceful, iconic view of Vineyard Haven harbor.
52 locals recommend
The Black Dog Tavern
20 Beach Street Extension
52 locals recommend
The place where the whole phenomenon started. Request a seat by the window and be rewarded with a peaceful, iconic view of Vineyard Haven harbor.
Big casual beer pub.
35 locals recommend
Offshore Ale Co
30 Kennebec Ave
35 locals recommend
Big casual beer pub.
Good restaurant and cocktails, happening scene, outdoor tables, live music after nine.
51 locals recommend
The Port Hunter
55 Main St
51 locals recommend
Good restaurant and cocktails, happening scene, outdoor tables, live music after nine.

Essentials

Just a hop, skip, and jump to an essential--be it sandwiches, ice cream, wine, coffee, or toilet paper. I guarantee you will hit it at least once a day.
15 locals recommend
Tony's Market
119 Dukes County Ave
15 locals recommend
Just a hop, skip, and jump to an essential--be it sandwiches, ice cream, wine, coffee, or toilet paper. I guarantee you will hit it at least once a day.
74 locals recommend
Stop & Shop
225 Upper Main St
74 locals recommend
Reliable Self-Service Market Inc
36 Circuit Ave
17 locals recommend

Entertainment & Activities

very nice bowling alley that also serves decent food and drinks.
32 locals recommend
The Barn
13 Uncas Ave
32 locals recommend
very nice bowling alley that also serves decent food and drinks.
water sports rental
12 locals recommend
Wind's Up
199 Beach Rd
12 locals recommend
water sports rental

Getting Around

The Steamship Authority Oak Bluffs Terminal
1 Seaview Ave
10 locals recommend
not only a big, beautiful park, but also where to catch the bus
12 locals recommend
Ocean Park, Oak Bluffs station
12 locals recommend
not only a big, beautiful park, but also where to catch the bus
7 locals recommend
Budget Car Rental
9 Oak Bluffs Ave
7 locals recommend
Anderson's Bike Rentals (open May thru October)
23 Circuit Avenue Extension
9 locals recommend
All Star Martha's Vineyard Bike Rentals
5 Oak Bluffs Ave
28 locals recommend
Sun & Fun Inc
28 Lake Ave