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Welcome Guide Shopping

Main Street in Edgartown is a prime destination for upscale shops, galleries and restaurants.
Alison L. Mead
Main Street in Edgartown is a prime destination for upscale shops, galleries and restaurants.
Alison L. Mead
Vineyard Vines' signature pastels and whale designs draw crowds to their stores in Edgartown and Oak Bluffs.
Alison L. Mead
Vineyard Vines' signature pastels and whale designs draw crowds to their stores in Edgartown and Oak Bluffs.
Alison L. Mead
A Gallery in Oak Bluffs displays contemporary art, often from local Vineyard artists.
Alison Mead
A Gallery in Oak Bluffs displays contemporary art, often from local Vineyard artists.
Alison Mead
Vineyard Haven has multiple art galleries, including The Peter Simon Gallery.
Ivy Ashe
Vineyard Haven has multiple art galleries, including The Peter Simon Gallery.
Ivy Ashe
The famous Black Dog, seen throughout the country, can be found at clothing stores in Oak Bluffs, Edgartown and Vineyard Haven.
Ivy Ashe
The famous Black Dog, seen throughout the country, can be found at clothing stores in Oak Bluffs, Edgartown and Vineyard Haven.
Ivy Ashe
The Chilmark Flea Market offers a plethora of handmade goods for sale.
Ivy Ashe
The Chilmark Flea Market offers a plethora of handmade goods for sale.
Ivy Ashe
Whether in a brick and mortar store or at a small kiosk, Island shopping venues have something for everyone.
Jaxon White
Whether in a brick and mortar store or at a small kiosk, Island shopping venues have something for everyone.
Jaxon White
The annual All Island Art show takes place August 5 at the Tabernacle in Oak Bluffs, and features hundreds of submissions from Island artists.
Ivy Ashe
The annual All Island Art show takes place August 5 at the Tabernacle in Oak Bluffs, and features hundreds of submissions from Island artists.
Ivy Ashe
The Vineyard Artisans Festival provides an opportunity for both new and established Island artists to display their crafts.
Ivy Ashe
The Vineyard Artisans Festival provides an opportunity for both new and established Island artists to display their crafts.
Ivy Ashe

The Island shopping experience offers something for everyone, particularly in the three down-Island towns of Oak Bluffs, Edgartown and Vineyard Haven, where Main Streets are dotted with mom-and-pop shops, restaurants and galleries for every taste and budget. Each town has its unique style and attributes: Vineyard Haven bustles with art galleries and jewelry and gift shops. Oak Bluffs's honky-tonk atmosphere shines through with ice cream and T-shirt shops, and Edgartown offers refined sophistication in the form of unique gift stores and high-end clothing brands. 



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