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
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Joseph Sylvia State Beach
267-125 Seaview Avenue
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Wonderful swimming at this long long stretch of beach
Nice little beach--easy to walk to. Fun for people watching too.
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Inkwell Beach
83 Seaview Ave
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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.
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Eastville Point Beach
351 Beach Rd
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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.
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Παραλία Lighthouse
230 N Water St
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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.
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Παραλία South Beach
Herring Creek Rd
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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.
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Martha's Vineyard Camp meeting Association (MVCMA)
80 Trinity Park
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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)
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Jaws Bridge
267-125 Seaview Ave
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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.
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Flying Horses Carousel
15 Oak Bluffs Ave
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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.
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East Chop Lighthouse
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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
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20byNine
16 Kennebec Ave
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Excellent food and cocktails in a small, hip setting, Also outdoor tables
Excellent local, seasonal food. You'll need a reservation.
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The Red Cat Kitchen
6 Kennebec Ave
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Excellent local, seasonal food. You'll need a reservation.
Really good burgers in a very casual setting.
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Fat Ronnie's Burger Bar
7 Circuit Ave
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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.
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The Black Dog Tavern
20 Beach Street Extension
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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.
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Offshore Ale Co
30 Kennebec Ave
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Big casual beer pub.
Good restaurant and cocktails, happening scene, outdoor tables, live music after nine.
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The Port Hunter
55 Main St
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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.
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Tony's Market
119 Dukes County Ave
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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.
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Stop & Shop
225 Upper Main St
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Reliable Self-Service Market Inc
36 Circuit Ave
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Entertainment & Activities

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

Getting Around

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