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Wineries & Breweries in Winchester, MA

2 locations in and around Winchester, Massachusetts — call ahead or check hours before the drive — many small wineries and taprooms pour only Thursday through Sunday, and harvest season can change everything.

Winchester has about 23,953 residents, which works out to 8.3 wineries & breweries per 100,000 people. Population: U.S. Census Bureau, 2024 estimate.

Wineries & Breweries in Winchester

The most complete and owner-verified listings first — hours, phone, website, services. No pay-to-play.

  1. Nashoba Valley Winery, Bolton Ma

    98 Hill St, Winchester, MA 01890-1637

    Open Daily

    TastingsToursFood servedOutdoor seatingPrivate events
  2. Craft Beer Cellar Winchester

    18 Thompson St, Winchester, MA 01890

2locations
8.3per 100,000 residents
2with a phone
1with a website
1publish hours

Of the 2 wineries & breweries listed in Winchester, 2 give a phone number, 1 publishes opening hours and 1 has a website. The nearest bigger selection is Woburn with 3.

Winchester 2 locations

More locations within 30 miles of Winchester

Only 2 locations listed in Winchester itself, so here are the closest ones in nearby towns. Distance is straight-line from Winchester.

  1. Lord Hobo Brewing Company

    1.4 mi · 5 Draper St, Woburn, MA 01801

  2. Dion’s Craft Beer

    1.8 mi · 485 Main St, Woburn, MA 01801

  3. Medford Brewing Company

    2.6 mi · 30 Harvard Ave, Medford, MA 02155

    Food served
  4. BUSA Burlington

    3.0 mi · 34 Cambridge St, Burlington, MA 01803

  5. Grapevine Travelers

    3.1 mi · 18 High St, Medford, MA 02155

  6. Deep Cuts

    3.1 mi · 21 Main St, Medford, MA 02155

  7. Arlington Brewing Company

    3.2 mi · Arlington, MA

  8. Vine Cliff Winery

    3.3 mi · 322 Boston Ave, Medford, MA 02155-5311

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