All states›Connecticut›Middlebury

Wineries & Breweries in Middlebury, CT

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

Middlebury has about 8,025 residents, which works out to 25 wineries & breweries per 100,000 people. Population: U.S. Census Bureau, 2024 estimate.

Wineries & Breweries in Middlebury

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

  1. Tranquillity Vineyard and Winery

    1892 Middlebury Rd, Middlebury, CT 06762-2208

    ToursFood servedPrivate events
  2. Middlebury Fine Wine & Spirits

    1255 Middlebury Rd, Middlebury, CT 06762

2locations
25per 100,000 residents
2with a phone
1with a website

Of the 2 wineries & breweries listed in Middlebury, 2 give a phone number and 1 has a website. The nearest bigger selection is Naugatuck with 4.

Middlebury 2 locations

More locations within 30 miles of Middlebury

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

  1. Walker Road Vineyards

    3.4 mi · 17 Walker Rd, Woodbury, CT 06798-3011

    Sat-Sun 12-5pm (May-Dec)

    Tastings
  2. Woodbury Brewing Company

    3.6 mi · 738 Main St S, Woodbury, CT 06798

  3. Black Hog Brewing

    3.7 mi · 115 Hurley Rd Bldg 9a, Oxford, CT 06478-1037

  4. OEC Brewing

    4.0 mi · 7 Fox Hollow Road, Oxford, CT 06478

  5. 1249 Wine Bar

    4.0 mi · 1249 W Main St, Waterbury, CT 06708

  6. The Good Life Wine & Sprits

    4.0 mi · 1249 W Main St, Waterbury, CT 06708

  7. Town Plot Wine & Spirits

    4.3 mi · 798 Highland Ave, Waterbury, CT 06708-4175

  8. Cork n Keg Wine & Liquor

    4.4 mi · 430 Rubber Ave, Naugatuck, CT 06770

Guides for location shoppers

All guides

Connecticut statewide, by feature

Nearby in Connecticut