• 23 Jun, 2026

Vineyard Haven Main Street , Martha's Vineyard

Vineyard Haven Main Street , Martha's Vineyard

Main Street in Vineyard Haven is where the Steamship Ferry arrives on Martha's Vineyard. Bustling shops, restaurants, and local businesses line this road.

Vineyard Haven's Main Street is the year-round commercial hub of Martha's Vineyard, with a character distinctly different from Edgartown or Oak Bluffs. Where Edgartown feels upscale and polished with whaling captain mansions, and Oak Bluffs' Circuit Avenue caters to tourists with nightlife, Vineyard Haven is a working town with an artsy, local sensibility. Many businesses stay open year-round.

Shopping on Main Street

  • Bunch of Grapes Bookstore (23 Main St) — Independent bookstore since 1964, over 60 years on the island. Fiction, nonfiction, local authors, children's section, and frequent author events.
  • Brickman's (8 Main St) — Established since 1913. Clothing, footwear, sporting goods, and toys.
  • C.B. Stark Jewelers (53A Main St) — MV charms, pendants, custom jewelry for over 40 years.
  • The Green Room (71 Main St) — Menswear for 30+ years; sportswear, shoes, surf gear.
  • Rainy Day (66 Main St) — Home goods, island-made products, MV-themed items.
  • LeRoux at Home — Three floors of kitchen goods and tableware. Companion shop LeRoux Gourmet across the street.

Restaurants and Cafés

  • Mocha Mott's (15 Main St) — Coffee, bagels, sandwiches.
  • Delicious MV (22 Main St) — French pastries, coffee, ice cream.
  • Waterside Market (82 Main St) — Year-round market and café with organic/locally sourced food.
  • The Attic — Elevated tavern above Waterside Market with cocktails, steak, and seafood.
  • Mad Martha's Ice Cream (48 Main St) — Locally made ice cream since 1971.
  • Black Dog Tavern (20 Beach St Extension) — Founded in 1971 by Captain Robert Douglas. Year-round with harbor views. Not on Main Street but a short walk toward the ferry.

First Friday Events

Free community outdoor arts and culture events held the first Friday of each month, June through October, plus December. Features an art market with local makers on Main Street (10 AM–2 PM), live music, food trucks, silent disco, and bonfires at Owen Park (5 PM). A great way to experience the local community.

Dry Town History

Vineyard Haven was historically a dry town dating to Prohibition. Restaurants were BYOB for decades. In 2008, a ballot vote on allowing beer/wine tied 690–690 and did not pass. Voters gradually approved alcohol: beer/wine at restaurants in 2009–2010, full liquor in 2017, and service without requiring food in 2022. Current status: restaurants serve beer, wine, and full liquor. Chilmark remains the last dry town on Martha's Vineyard.

Getting Here

Vineyard Haven is Martha's Vineyard's year-round ferry port — the Steamship Authority terminal is steps from Main Street. Getting around without a car is easy with the free VTA bus.

⛴️ Island Tip of the Day — Ferry

The Island Queen from Falmouth to Oak Bluffs is just $20 one-way (35 min). Reservations are now required — book at islandqueen.com. Passengers only, no cars.

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Disclaimer: The information in this article is provided for general guidance only and was accurate at the time of writing. Beach conditions, hours, prices, lifeguard schedules, ferry fares, and business operations change frequently and without notice. Ocean swimming carries inherent risks including rip currents, undertow, and cold water shock. Always verify current conditions with official local sources before your visit. MV Vacation assumes no responsibility for any loss, injury, or inconvenience resulting from the use of this information. Swim only where lifeguards are on duty, supervise children at all times near water, and follow all posted safety signs.
MV Vacation

MV Vacation

Your insider guide to Martha's Vineyard — beaches, dining, events, and island living. We share local knowledge to help you plan the perfect Vineyard getaway.

Please note: Content on MV Vacation is compiled from publicly available sources and personal experience. Prices, hours, access rules, and business details change frequently — we do our best to keep information current but cannot guarantee it is accurate or complete at any given time. This site provides general travel guidance only, not professional advice. Always verify details directly with the business, official website, or local authorities, and use your own judgment and due diligence before acting on any information. See our full disclaimer for details.

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