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

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  • Royalston Falls +
    70 saves

    Royalston Falls

    Royalston

  • Swift River Reservation +
    6 saves

    Swift River Reservation

    Petersham

  • Warwick State Forest & Sheomet Pond +
    10 saves

    Warwick State Forest & Sheomet Pond

    Warwick

  • Weir River Farm +
    7 saves

    Weir River Farm

    Hingham

  • Wendell State Forest +
    5 saves

    Wendell State Forest

    Wendell

  • World's End +
    52 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

    + 0 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

    + 2 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

    + 16 saves
  • Bear Swamp

    Ashfield

    To early settlers, Bear Swamp was truly rough terrain: steep, wooded hillsides and exposed bedrock descending to boggy wetlands and... more

    + 2 saves
  • Berlin Orchards

    Berlin

    More than 17 varieties of apples; pick-your-own orchard with peaches, pears, pumpkins, squash, and berries. MAple sugar house; hayrides and tours. more

    + 0 saves
  • Blue Hills Reservation

    Milton

    more

    + 1 saves
  • Boating in Boston

    Hopkinton

    Grab a boat and join the fun at Hopkinton, Spot Pond, Boston, Plymouth or Wakefield. Have a go at kayaking,... more

    + 1 saves
  • Broadmoor Wildlife Sanctuary

    South Natick

    Nine miles of walking trails; wood and wetlands; gristmill and sawmill sites. Birdwatching; view otters, beavers and wood ducks from... more

    + 0 saves
  • Callahan State Park

    Framingham

    Callahan State Park is a 820-acre day use area located in Northwest Framingham. Callahan has seven miles of marked trails... more

    + 0 saves
  • Cape Cod Indian Walks-Dennis

    North Eastham

    2 Walks offered. 1'st Indian Conservation Lands Dennis. Learn the history and culture of the C.C. Indians. Second walks, First... more

    + 2 saves
  • Chapel Brook Reservation

    Ashfield

    Hike to the top of Pony Mountain, then cool off with a summertime dip in the chilly waters of the... more

    + 2 saves
  • Charlton Woods

    Charlton

    Charlton Woods is a recreation and conference center located on 380 acres of beautiful woodland, including a 35 acre pond. Activities include... more

    + 3 saves
  • Chesterfield Gorge

    Chesterfield

    Experience this imposing gorge carved by a National Wild and Scenic River. Chesterfield Gorge is the entrance to an extensive... more

    + 6 saves

Outdoor Adventure: It's all here

Looking for fun things to do and see in Massachusetts?

Get some outdoor adventure ideas