Each of the many trails and paths in Massachusetts offers distinct sights, flora, fauna and terrain. Exploring them all would probably take a lifetime — so start with the ones that best suit your individual interests.

If you want to put your hiking skills to the test, head west to the Appalachian Trail and Mt. Washington State Forest. For botanical variety, check out Greater Boston’s Garden in the Woods. For a leisurely walk through the forest, Weir Hill Reservation, located in Greater Merrimack Valley, is ideal. And for family fun, you’ll find an abundance of picnicking areas and moderately difficult trails in the central part of the state in places such as Royalston Falls and the Swift River Reservation.

Walk the salt-marsh boardwalk at Wellfleet Bay Wildlife Sanctuary, in Central Massachusetts, experience Purgatory Chasm, or on Monument Mountain, enjoy spectacular panoramic views of Southern Berkshire County.

  • Monument Mountain, Great Barrington

Outdoor Adventure: It's all here

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  • NQTA ~ North Quabbin Trails Association +
    6 saves

    NQTA ~ North Quabbin Trails Association

    Orange

  • Peak Paddlesports Boathouse +
    20 saves

    Peak Paddlesports Boathouse

    Orange

  • Purgatory Chasm +
    67 saves

    Purgatory Chasm

    Sutton

  • Quabbin Overlook - New Salem +
    37 saves

    Quabbin Overlook - New Salem

    New Salem

  • Ramblewild +
    91 saves

    Ramblewild

    Lanesborough

  • Ravenswood Park +
    33 saves

    Ravenswood Park

    Gloucester

  • Red Apple Farm +
    9 saves

    Red Apple Farm

    Phillipston

  • Royalston Falls +
    175 saves

    Royalston Falls

    Royalston

  • Sterling and Francine Clark Art Institute +
    4 saves

    Sterling and Francine Clark Art Institute

    Williamstown

  • Stonehurst, the Robert Treat Paine Estate +
    8 saves

    Stonehurst, the Robert Treat Paine Estate

    Waltham

  • Swift River Reservation +
    15 saves

    Swift River Reservation

    Petersham

  • Wachusett Mountain Ski Area +
    1 saves

    Wachusett Mountain Ski Area

    Princeton

  • Warwick State Forest & Sheomet Pond +
    18 saves

    Warwick State Forest & Sheomet Pond

    Warwick

  • Weir River Farm +
    11 saves

    Weir River Farm

    Hingham

  • Wendell State Forest +
    10 saves

    Wendell State Forest

    Wendell

  • World's End +
    90 saves

    World's End

    Hingham

  • Active By Nature

    Hubbardston

    ABNI specializes in high-quality trips that seek to enhance the body, mind, and spirit of it's participants. Offering personal growth... more

    + 1 saves
  • Appalachian National Scenic Trail

    Pittsfield

    Ninety-three miles of hiking, picnicking, and camping through the Berkshires; highest peak in Massachusetts. more

    + 4 saves
  • Arcadia Wildlife Sanctuary

    Easthampton

    Seven hundred and twenty-five acres of woods, meadow, and marsh; five miles of trails; observation tower. Look for signs of... more

    + 6 saves
  • Bash Bish Falls State Park

    Mount Washington

    Cascading water tumbles through a series of gorges at this dramatic 60-foot waterfall; located within Mt. Washington State Forest. Swimming... more

    + 21 saves

Outdoor Adventure: It's all here

Looking for fun things to do and see in Massachusetts?

Get some outdoor adventure ideas