🥾 Hiking in the Berkshires

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

  • Mount Greylock 🌟
    30 Rockwell Rd, Lanesborough, MA 01237 (directions)

    When the skies are clear, take a drive to the summit of Mount Greylock. You can do a little hike around there. The Appalachian Trail actually runs right through the summit.

    Lanesborough, MA
  • Clam River Trailhead
    35-27 Hammertown Rd, Sandisfield, MA 01255 (directions)Sandisfield, MA
  • 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
  • York Lake
    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
  • Umpachene Falls
    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
  • Campbell Falls
    Campbell Falls Rd, New Marlborough, MA 01259 (directions)

    A nice, tall, picturesque waterfall that is a short but steep hike down from the trailhead. Great to take a dip or have a picnic at the base of the falls.

    New Marlborough, MA
  • Race Brook Falls
    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