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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  • OutHounds Adventures +
    0 saves

    OutHounds Adventures

    New Bedford

  • Rumney Marsh Reservation +
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    Rumney Marsh Reservation

    Saugus

  • Upper Housatonic Valley National Heritage Area +
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    Upper Housatonic Valley National Heritage Area

    Great Barrington

  • Hancock Shaker Village

    Pittsfield

    Home to the Shakers for more than 220 years, Hancock Shaker Village is now an outdoor history museum dedicated to preserving... more

    + 64 saves
  • Wellfleet Bay Wildlife Sanctuary

    South Wellfleet

    Salt marsh boardwalk; natural history programs for families, children, and adults; 1000 acre wildlife sanctuary, nature center, 5 miles of trails. Guided... more

    + 32 saves
  • Mountain Meadow Preserve

    Williamstown

    The scenic trail from Massachusetts to Vermont - just a mile to the Green Mountain State! - along which you... more

    + 20 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

    + 16 saves
  • Pleasant Valley Wildlife Sanctuary

    Lenox

    Seven miles of well-marked walking trails on 1,300 acres of conservation land. Trails for all abilities. Public programs. more

    + 14 saves
  • Appalachian National Scenic Trail

    Pittsfield

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

    + 13 saves
  • Mass Audubon Wachusett Meadow Wildlife Sanctuary

    Princeton

    Twelve miles of trails traverse vast meadows, woodlands, and wetlands. Hike, snowshoe, x-country ski, rent a canoe. Nature programs and... more

    + 8 saves
  • Ward Reservation

    Andover

    Trails link three major hills - Shrub, Boston, and Holt - and looking out from their summits you can see... more

    + 8 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

    + 6 saves
  • Long Point Wildlife Refuge

    West Tisbury

    Whether you want to play in the ocean, splash with the kids in sheltered salt- and freshwater ponds, or explore... more

    + 6 saves
  • Noanet Woodlands

    Dover

    You will find more than 17 miles of shady trails and woods roads for walking, cross-country skiing, snowshoeing, and horseback riding.... more

    + 6 saves
  • Peaked Mountain

    Monson

    Explore woods roads through a former working forest and trek to a summit that rewards with panoramic views from Mount... more

    + 6 saves
  • Quabbin Reservoir

    Belchertown

    One of the largest man-made domestic water reservoirs in the U.S. with 57,523 acres of protected watershed. Hiking trails, bird... more

    + 6 saves
  • Gloucester Maritime Trail

    Gloucester

    Four self-guided trails through America's first seaport. Call for map or pick one up at Stage Fort Park Information Center. more

    + 5 saves
  • Mount Everett State Reservation

    Mount Washington

    Eight miles of the Appalachian Trail; scenic views of the southern Berkshires. more

    + 5 saves
  • Taking Shape via Indoor / Outdoor Fitness

    Pittsfield

    Leave behind the motor vehicles, the hustle & bustle of the city, the air pollution, and of course - the... more

    + 5 saves
  • Tyringham Cobble

    Tyringham

    A geologic wonder, the Cobble was born from massive tectonic movements that shifted ancient strata, leaving an exposed underbelly of... more

    + 5 saves

Outdoor Adventure: It's all here

Looking for fun things to do and see in Massachusetts?

Get some outdoor adventure ideas