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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  • Boston Harbor Islands National Park Area +
    54 saves

    Boston Harbor Islands National Park Area

    Boston

  • Castle Hill on the Crane Estate +
    51 saves

    Castle Hill on the Crane Estate

    Ipswich

  • Heritage Museums & Gardens +
    34 saves

    Heritage Museums & Gardens

    Sandwich

  • Bartholomew's Cobble +
    24 saves

    Bartholomew's Cobble

    Sheffield

  • Fruitlands Museum +
    23 saves

    Fruitlands Museum

    Harvard

  • Naumkeag +
    22 saves

    Naumkeag

    Stockbridge

  • Mass Audubon's Drumlin Farm Wildlife Sanctuary +
    20 saves

    Mass Audubon's Drumlin Farm Wildlife Sanctuary

    Lincoln

  • World's End +
    20 saves

    World's End

    Hingham

  • Monument Mountain +
    16 saves

    Monument Mountain

    Great Barrington

  • Notchview Reservation +
    15 saves

    Notchview Reservation

    Windsor

  • Purgatory Chasm +
    13 saves

    Purgatory Chasm

    Sutton

  • Mass Audubon's Long Pasture Wildlife Sanctuary +
    12 saves

    Mass Audubon's Long Pasture Wildlife Sanctuary

    Cummaquid

  • Ravenswood Park +
    12 saves

    Ravenswood Park

    Gloucester

  • Royalston Falls +
    10 saves

    Royalston Falls

    Royalston

  • Appleton Farms Grass Rides +
    8 saves

    Appleton Farms Grass Rides

    Ipswich

  • Arcadian Shop +
    8 saves

    Arcadian Shop

    Lenox

  • Canterbury Farm Nordic Center +
    7 saves

    Canterbury Farm Nordic Center

    Becket

  • Long Hill +
    6 saves

    Long Hill

    Beverly

  • Natural Resources Trust of Easton-Sheep Pasture +
    6 saves

    Natural Resources Trust of Easton-Sheep Pasture

    North Easton

  • Brooks Woodland Preserve +
    5 saves

    Brooks Woodland Preserve

    Petersham

Outdoor Adventure: It's all here

Looking for fun things to do and see in Massachusetts?

Get some outdoor adventure ideas