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 +
    398 saves

    Boston Harbor Islands National Park Area

    Boston

  • Heritage Museums & Gardens +
    334 saves

    Heritage Museums & Gardens

    Sandwich

  • Castle Hill on the Crane Estate +
    330 saves

    Castle Hill on the Crane Estate

    Ipswich

  • Royalston Falls +
    317 saves

    Royalston Falls

    Royalston

  • Ramblewild +
    219 saves

    Ramblewild

    Lanesborough

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

    Mass Audubon's Drumlin Farm Wildlife Sanctuary

    Lincoln

  • Monument Mountain +
    182 saves

    Monument Mountain

    Great Barrington

  • World's End +
    144 saves

    World's End

    Hingham

  • Bartholomew's Cobble +
    109 saves

    Bartholomew's Cobble

    Sheffield

  • Purgatory Chasm +
    108 saves

    Purgatory Chasm

    Sutton

  • Fruitlands Museum +
    90 saves

    Fruitlands Museum

    Harvard

  • Northfield Mountain Recreation and Environmental Center +
    86 saves

    Northfield Mountain Recreation and Environmental Center

    Northfield

  • Brooks Woodland Preserve +
    69 saves

    Brooks Woodland Preserve

    Petersham

  • Doane's Falls +
    65 saves

    Doane's Falls

    Royalston

  • ENQ ~ Explore North Quabbin +
    59 saves

    ENQ ~ Explore North Quabbin

    Orange

  • Quabbin Overlook - New Salem +
    56 saves

    Quabbin Overlook - New Salem

    New Salem

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

    Mass Audubon's Long Pasture Wildlife Sanctuary

    Cummaquid

  • Ravenswood Park +
    54 saves

    Ravenswood Park

    Gloucester

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

    Natural Resources Trust of Easton-Sheep Pasture

    Easton

  • Notchview Reservation +
    44 saves

    Notchview Reservation

    Windsor

Outdoor Adventure: It's all here

Looking for fun things to do and see in Massachusetts?

Get some outdoor adventure ideas