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 +
    134 saves

    Boston Harbor Islands National Park Area

    Boston

  • Castle Hill on the Crane Estate +
    98 saves

    Castle Hill on the Crane Estate

    Ipswich

  • Heritage Museums & Gardens +
    70 saves

    Heritage Museums & Gardens

    Sandwich

  • Naumkeag +
    53 saves

    Naumkeag

    Stockbridge

  • Royalston Falls +
    48 saves

    Royalston Falls

    Royalston

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

    Mass Audubon's Drumlin Farm Wildlife Sanctuary

    Lincoln

  • World's End +
    40 saves

    World's End

    Hingham

  • Fruitlands Museum +
    35 saves

    Fruitlands Museum

    Harvard

  • Monument Mountain +
    34 saves

    Monument Mountain

    Great Barrington

  • Bartholomew's Cobble +
    30 saves

    Bartholomew's Cobble

    Sheffield

  • Purgatory Chasm +
    25 saves

    Purgatory Chasm

    Sutton

  • Notchview Reservation +
    19 saves

    Notchview Reservation

    Windsor

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

    Mass Audubon's Long Pasture Wildlife Sanctuary

    Cummaquid

  • Quabbin Overlook - New Salem +
    17 saves

    Quabbin Overlook - New Salem

    New Salem

  • Cape Cod Canal Centennial +
    15 saves

    Cape Cod Canal Centennial

    Buzzards Bay

  • Ravenswood Park +
    15 saves

    Ravenswood Park

    Gloucester

  • Brooks Woodland Preserve +
    14 saves

    Brooks Woodland Preserve

    Petersham

  • Appleton Farms Grass Rides +
    13 saves

    Appleton Farms Grass Rides

    Ipswich

  • ENQ ~ Explore North Quabbin +
    13 saves

    ENQ ~ Explore North Quabbin

    Athol

  • Doane's Falls +
    12 saves

    Doane's Falls

    Royalston

Outdoor Adventure: It's all here

Looking for fun things to do and see in Massachusetts?

Get some outdoor adventure ideas