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Wineries & Breweries in Pittsfield, MA

5 locations in and around Pittsfield, 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.

Pittsfield has about 43,121 residents, which works out to 12 wineries & breweries per 100,000 people. Population: U.S. Census Bureau, 2024 estimate.

Wineries & Breweries in Pittsfield

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

  1. Balderdash Cellars

    502 East St, Pittsfield, MA 01201-4295

    Wed-Thu 12-5, Fri-Sat 12-8, Sun 12-5

    Food servedOutdoor seatingPrivate eventsDog friendly
  2. Hot Plate Brewing Co.

    1 School St, Pittsfield, MA 01201

  3. Nichols Package Store

    268 Wahconah St, Pittsfield, MA 01201-2651

  4. Wandering Star Craft Brewery

    11 Gifford St, Pittsfield, MA 01201

  5. Regions Wine Bar

    137 North St Ste A102, Pittsfield, MA 01201-5691

5locations
12per 100,000 residents
5with a phone
3with a website
1publish hours

Of the 5 wineries & breweries listed in Pittsfield, 5 give a phone number, 1 publishes opening hours and 3 have a website. The nearest bigger selection is Boston with 84.

Pittsfield 5 locations

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Good to know about wineries & breweries in Pittsfield

How many wineries & breweries are there in Pittsfield?

We list 5 wineries & breweries in Pittsfield with addresses, and 5 of them with a phone number.

What's the surest way to check hours in Pittsfield?

Call ahead — 5 of the 5 wineries & breweries here list a number. Hours at independent wineries & breweries shift with seasons and staffing, so a phone call beats any listing, including ours.

What to wear wine tasting?

Smart casual attire is recommended, such as dark clothing to avoid stain visibility and comfortable flat shoes for walking on gravel or lawns. Avoid heavy perfumes as they interfere with the subtle aromas during a tasting. You can browse 5 tasting venues in Pittsfield, Massachusetts, with 5 listed with direct contact details to confirm dress code policies.

What to wear on a wine tour?

Dress in comfortable layers and wear closed-toe flat shoes suitable for cellar floors and outdoor vineyard walking. Bring a light jacket or sweater, as wine cellars are kept cool year-round. Check out 5 wine tour providers in Pittsfield, Massachusetts, including 5 that offer phone assistance for tour planning.