🥾 Hiking in Great Barrington

Every year, the Berkshires draw folks from all around the country to partake in its hiking. Even the Appalachian Trail comes through here.

  • 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.

    Great Barrington, MA

Hiking nearby

These aren't in Great Barrington per se, but are just a drive away.
  • Race Brook Falls (~15 min away)
    716-732 S Undermountain Rd, Sheffield, MA 01257 (directions)

    A nice little uphill hike right next to the Race Brook Lodge. Parking can be tough when it's busy though.

    Sheffield, MA
  • Umpachene Falls (~15 min away)
    Umpachene Falls Rd, New Marlborough, MA 01259 (directions)

    A real local spot, the falls are wide and are just a few hundred feet from the parking area.

    New Marlborough, MA
  • York Lake (~20 min away)
    Forest Rd, New Marlborough, MA 01230 (directions)

    York Lake is a man-made lake that has a small sand beach that is great for swimming when the weather is hot out. There is a nice hour-long hike around the lake as well. You won't see a ton of people here but it's really nice. Has a small boat launch as well.

    New Marlborough, MA