Things to do in Great Barrington

One of the more hip towns in the Berkshires, charming Main Street is home to several coffee shops, cafes and ice cream shops.

  • Taft Farms 🌟
    119 Park St, Great Barrington, MA 01230 (directions)

    Really the absolute best, freshest apple cider donuts in the Berkshires. Also a really nice little farm store.

  • Fuel Coffee
    293 Main St, Great Barrington, MA 01230 (directions)

    A great little brunch spot on Main St in Great Barrington. Great place to grab a coffee and walk around. Local art for sale on the walls.

  • Soco Creamery
    5 Railroad St, Great Barrington, MA 01230 (directions)

    Some of the best ice cream in the Berkshires made with milk coming from local farms. Open late too in case you are grabbing dinner or a drink on Main St in Great Barrington.

  • Windy Hill Farm
    686 Stockbridge Rd, Great Barrington, MA 01230 (directions)

    Great little spot just north of town. Has apple picking and pumpkins during the fall.

  • Monument Mountain
    546 Stockbridge Rd, Great Barrington, MA 01230 (directions)

    A nice uphill and somewhat strenuous hike. Lots of parking, just north of Great Barrington. Pretty popular as well.

  • Butternut Ski Area
    380 State Rd, Great Barrington, MA 01230 (directions)

    Great skiing and snowboarding at Butternut. They have night snow tubing which is really excellent and family-friendly.

  • Berkshire Mountain Bakery
    367 Park St, Housatonic, MA 01236 (directions)

    Great freshly baked breads just outside of Great Barrington.

  • Baba Louie's
    42/44 Railroad St, Great Barrington, MA 01230 (directions)

    Some of the best pizza in the Berkshires. Definitely busy though so if you are doing a pickup make sure to order in advance.


Things to do not too far away from Great Barrington