Guidebook for Oak Bluffs

Elevate Properties
Elevate Properties
Guidebook for Oak Bluffs

Food Scene

Find a table. Grab a drink from Donovan. Order something fried. Repeat
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Il-Restorant ta 'Nancy
29 Lake Ave
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Find a table. Grab a drink from Donovan. Order something fried. Repeat
One of the only restaurants open year round. Awesome brunch. Don't leave without a tuna melt and a t-shirt!
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The Black Dog Tavern
20 Beach Street Extension
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One of the only restaurants open year round. Awesome brunch. Don't leave without a tuna melt and a t-shirt!
Long lines form at night at the rear of MV bakery. Great for a midnight snack.
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Back Door Donuts
1-11 Kennebec Ave
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Long lines form at night at the rear of MV bakery. Great for a midnight snack.
Both locations serve organic, fair trade coffee & espresso drinks, homemade baked goods, Cape Cod bagels and our signature breakfast burritos and sandwiches. Homemade soups and specials are also available in the off-season. The shops provide a fun, friendly, and fast-paced environment to get you going in the morning, afternoon or evening. Mocha Mott’s is a place where locals and visitors mix and meet to enjoy good coffee and good times. Our well known stickers have been spotted world-wide, from the Eiffel Tower to the Great Wall of China!
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Mocha Mott's
10 Circuit Ave
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Both locations serve organic, fair trade coffee & espresso drinks, homemade baked goods, Cape Cod bagels and our signature breakfast burritos and sandwiches. Homemade soups and specials are also available in the off-season. The shops provide a fun, friendly, and fast-paced environment to get you going in the morning, afternoon or evening. Mocha Mott’s is a place where locals and visitors mix and meet to enjoy good coffee and good times. Our well known stickers have been spotted world-wide, from the Eiffel Tower to the Great Wall of China!
Local cuisine, American, Seafood, Contemporary, Vegetarian Friendly
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The Red Cat Kitchen
6 Kennebec Ave
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Local cuisine, American, Seafood, Contemporary, Vegetarian Friendly
Local cuisine, American, Vegetarian Friendly, Vegan Options
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The Sweet Life Café
63 Circuit Ave
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Local cuisine, American, Vegetarian Friendly, Vegan Options

Drinks & Nightlife

Half priced oysters during the day. Great food and dancing at night
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Lola's
15 Island Inn Road
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Half priced oysters during the day. Great food and dancing at night
Casual, upscale bar-restaurant primarily focused on craft beer, small batch whiskey selection, and as locally sourced as possible small-plate food.
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20byNine
16 Kennebec Ave
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Casual, upscale bar-restaurant primarily focused on craft beer, small batch whiskey selection, and as locally sourced as possible small-plate food.

Entertainment & Activities

Beautiful golf course. Save time for photos on #4
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Farm Neck Golf Club
1 Farm Neck Way
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Beautiful golf course. Save time for photos on #4
Island Alpaca invites you to bring the family and friends for a unique experience, including a gift shop filled with locally grown garments, and down-on-the-farm furry, fun. Take their self-guided, walking tour to arrive at the 2,400 square foot antique Post & Beam Barn. Get up close with the friendly fluffy alpaca and meet our new babies, over 50 of them, in a very special viewing area. Bring a sample of their fleece harvest home to your family and friends!
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Island Alpaca Company
1 Head of the Pond Rd
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Island Alpaca invites you to bring the family and friends for a unique experience, including a gift shop filled with locally grown garments, and down-on-the-farm furry, fun. Take their self-guided, walking tour to arrive at the 2,400 square foot antique Post & Beam Barn. Get up close with the friendly fluffy alpaca and meet our new babies, over 50 of them, in a very special viewing area. Bring a sample of their fleece harvest home to your family and friends!

Parks & Nature

Makes for a perfect view of MV's westernmost point
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Aquinnah Cliffs Overlook
31 Aquinnah Cir
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Makes for a perfect view of MV's westernmost point
Carve out some time to visit this historically African American beach founded in 1890
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Inkwell Beach
83 Seaview Ave
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Carve out some time to visit this historically African American beach founded in 1890
The best sunset on the island
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Menemsha Beach station
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The best sunset on the island
A charming Oak Bluffs park surrounded by Victorian mansions and gingerbread houses. The park features a bandstand which holds weekly band concerts during the summer.
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Ocean Park, Oak Bluffs station
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A charming Oak Bluffs park surrounded by Victorian mansions and gingerbread houses. The park features a bandstand which holds weekly band concerts during the summer.
This 2-mi. stretch of sandy beach & shallow water was a main shooting location in the film "Jaws."
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Joseph Sylvia State Beach
267-125 Seaview Avenue
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This 2-mi. stretch of sandy beach & shallow water was a main shooting location in the film "Jaws."

Arts & Culture

Very special art gallery with frequent openings throughout the summer.
Cousen Rose Gallery
71 Circuit Ave
Very special art gallery with frequent openings throughout the summer.
Community arts center offering an array of programs, classes, gallery shows & music.
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Featherstone Center for the Arts
30 Featherstone Ln
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Community arts center offering an array of programs, classes, gallery shows & music.

Essentials

Forgot a toothbrush? Pick one up here, just 5 minute walk from the house
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Our Market
1 E Chop Dr
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Forgot a toothbrush? Pick one up here, just 5 minute walk from the house
Local grocery store
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Reliable Self-Service Market Inc
36 Circuit Ave
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Local grocery store
Wine and spirits at a good price
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Jim's Package Store & Island
27 Lake Ave
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Wine and spirits at a good price