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U-Pick Farms in Great Barrington, MA

1 farm in and around Great Barrington, Massachusetts — call before you go — u-pick fields open and close with ripeness and weather, and a crop that was listed on Saturday can be picked out by Sunday afternoon.

Great Barrington has about 7,245 residents, which works out to 14 u-pick farms per 100,000 people. Population: U.S. Census Bureau, 2024 estimate.

U-Pick Farms in Great Barrington

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

  1. Windy Hill Farm

    686 Stockbridge Road, Great Barrington, MA 01230

    Mon-Sun 9am-5pm

    Mon-Sun 9am-5pm

    Updated by the owner, September 2026Blueberries & berriesApplesFarm stand on site
    Call Website Directions Claim listing

Before you go

1farms
14per 100,000 residents
1with a phone
1with a website
1publish hours

The single farm listed in Great Barrington gives a phone number, publishes opening hours and has a website. The nearest bigger selection is Easthampton with 3.

Great Barrington 1 farms

More farms within 30 miles of Great Barrington

Only 1 farm listed in Great Barrington itself, so here are the closest ones in nearby towns. Distance is straight-line from Great Barrington.

  1. Bartlett's Orchard

    10.2 mi · 575 Swamp Rd, Richmond, MA 01201-8899

    Sun 8am-5pm

    ApplesFarm stand on site
    Call Website Directions

  2. Blueberry Hill

    12.4 mi · 47 Washington Mountain Rd, Washington, MA 01223-9788

    Blueberries & berriesOrganic / no-spray
    Call Website Directions

  3. Jaeschke Fruit & Flowers Center

    16 mi · 736 Crane Ave, Pittsfield, MA 01201-1708

    ApplesPumpkin patchPeaches & cherriesFarm stand on site
    Call Website Directions

  4. Whitney's Farm Market & Garden Center

    19.7 mi · Route 8, Cheshire, MA 01225

    Mon-Sun 9am-6pm

    Blueberries & berriesFamily activitiesFarm stand on site
    Call Website Directions

  5. Red Shirt Farm

    20.4 mi · 60 Williamstown Rd, Lanesborough, MA 01237-9624

    Tue-Sat 10am-6pm, Sun 10am-4pm

    Farm stand on site
    Call Website Directions

  6. Maple Corner Farm

    20.9 mi · 794 Beech Hill Rd, Granville, MA 01034-2000

    Blueberries & berriesFarm stand on site
    Call Website Directions

  7. Kelso Homestead Blueberries

    21.6 mi · 207 Bromley Rd, Chester, MA 01011-9609

    Blueberries & berriesFamily activities
    Call Website Directions

  8. Running Fox Farm

    23 mi · 74 Thrasher Hill Rd, Worthington, MA 01098-9520

    Mon-Sun 7am-7pm

    Blueberries & berriesFarm stand on siteOrganic / no-spray
    Call Website Directions

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