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Family Friendly Outdoor Adventures

Greylock Glen Gould Road, Adams, MA

For all ages. Activities may include snow tubing for the little ones (weather permitting, bring a soft-sided sled if you have one), a snowshoe demo and snowshoe walk with NeviTREK Handmade Snowshoes, guided winter wildlife tracking (pre-registration required), and a guided mindful forest walk! Dress for winter weather and wear sturdy snow boots. Bring your […]

Family Friendly, Outdoor Event

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  • Free Family Snowshoe Event

    Arrowhead and Berkshire Historical Society 780 Holmes RoadPittsfield,

    The Berkshire County Historical Society and Berkshire Natural Resources Council are teaming up for a free, family-friendly snowshoe event at Herman Melville’s historic home and farm, Arrowhead. This easy walk includes an introduction to the site and brief history of Herman Melville’s life there, as well as a scavenger hunt. Participants will learn about Melville’s […]

    Family Friendly, Nature and Recreation, Outdoor Event

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  • Nice & Easy Hike

    Nice & Easy Hike

    Greylock Glen Gould Road, Adams, MA

    Easy-paced, one to 3-mile guided hikes geared toward older adults, but open to all ages. Join with other hiking enthusiasts! Dress appropriately for winter weather; hiking poles and traction devices for boots (or snowshoes) recommended. Trails may be snow-covered, icy, or muddy. Bring water and a snack. Inclement weather cancels. Meet at Greylock Glen Outdoor […]

    Nature and Recreation, Outdoor Event

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  • Watercolor Landscapes

    Watercolor Landscapes

    Berkshire Athenaeum 1 Wendell Ave., Pittsfield, MA

    A five class series focused on using watercolor to capture the beauty of landscapes. Learn how to use watercolor to paint light, texture, and space to depict vistas and scenes. Each week will cover a different skill or approach to watercolor landscape painting. The workshop will balance instructor demonstrations and independent student application. No class […]

    Class, Workshop, and Open Studios, Outdoor Event

  • Winter Tree Identification Hike

    Greylock Glen Gould Road, Adams, MA

    For ages 8 and up. Calling all nature detectives! Learn to identify trees in their winter slumber. DCR Forester, Kevin Podkowka, leads a short, easy walk for families. Dress for winter weather, warm boots. Hiking poles and traction devices (or snowshoes) are recommended.

    Nature and Recreation, Outdoor Event

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  • Junkyard Jam 2026

    Bousquet Mountain 101 Dan Fox Road, Pittsfield, MA

    The most creative rail jam of the season is back! Our terrain park crew is raiding the junkyard to build an epic setup with old fridges, random metal, and whatever else sparks inspiration. Creativity meets competition. Expect prizes, good vibes, and a park unlike anything you’ve ridden this year.

    Nature and Recreation, Outdoor Event

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  • Watercolor Landscapes

    Watercolor Landscapes

    Berkshire Athenaeum 1 Wendell Ave., Pittsfield, MA

    A five class series focused on using watercolor to capture the beauty of landscapes. Learn how to use watercolor to paint light, texture, and space to depict vistas and scenes. Each week will cover a different skill or approach to watercolor landscape painting. The workshop will balance instructor demonstrations and independent student application. No class […]

    Class, Workshop, and Open Studios, Outdoor Event

  • Nice & Easy Hike

    Nice & Easy Hike

    Greylock Glen Gould Road, Adams, MA

    Easy-paced, one to 3-mile guided hikes geared toward older adults, but open to all ages. Join with other hiking enthusiasts! Dress appropriately for winter weather; hiking poles and traction devices for boots (or snowshoes) recommended. Trails may be snow-covered, icy, or muddy. Bring water and a snack. Inclement weather cancels. Meet at Greylock Glen Outdoor […]

    Nature and Recreation, Outdoor Event

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  • Shredfest Rewind 2026

    Bousquet Mountain 101 Dan Fox Road, Pittsfield, MA

    Get ready to throw it back at Shredfest Rewind, presented by Bousquet Mountain and Bombshack Vintage! We’re bringing the retro vibes to the slopes with a full-on old-school celebration. Dig out your most outrageous vintage ski gear and compete for the $100 cash prize for Best Retro Outfit—the bolder, the better. The action continues on […]

    Nature and Recreation, Outdoor Event

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  • Dale Derby – Cardboard Box Race

    Bousquet Mountain 101 Dan Fox Road, Pittsfield, MA

    Get ready for an afternoon of creativity, teamwork, and high-speed fun at the Bousquet Snowbox Derby on March 8th! This unique cardboard box race invites you to form teams of up to four and build your very own race-ready contraption using only cardboard and duct tape. Decorate your creation to reflect your team’s spirit, just […]

    Nature and Recreation, Outdoor Event

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