The heritage trails in Massachusetts paint vivid pictures of days past. Yet they are also a great way to explore parts of the state you may not otherwise think to visit.

Surprising every step of the way, and perhaps the most famous heritage trail in the state, is the Freedom Trail. Beginning on Boston Common, where hordes of red-clad British troops once trained, the red-brick Freedom Trail connects 16 Boston landmarks. The Black Heritage Trail is also quite popular, as it explores the history of Boston’s 19th-century African-American community. The Salem Heritage Trail is a North Shore favorite: it transports you back to the Salem Witch Trials of 1692 and the days of sea captains, pirates and noted novelist Nathaniel Hawthorne.

  • Freedom Trail, Boston

  • Black Heritage Trail, Boston

  • Salem Heritage Trail

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  • The Salem Night Tour +
    24 saves

    The Salem Night Tour

    Salem

  • Salem Food Tours +
    21 saves

    Salem Food Tours

    Salem

  • White's Landing +
    18 saves

    White's Landing

    Brookfield

  • HyArts Cultural District +
    16 saves

    HyArts Cultural District

    Hyannis, Ma.

  • The Vilna Shul, Boston's Center for Jewish Culture +
    12 saves

    The Vilna Shul, Boston's Center for Jewish Culture

    Boston

  • Salem Day Tours +
    10 saves

    Salem Day Tours

    Salem

  • Cyrus Dallin Art Museum +
    7 saves

    Cyrus Dallin Art Museum

    Arlington

  • Parting Ways Cemetery +
    1 saves

    Parting Ways Cemetery

    Kingston

  • Witch Dungeon Museum

    Salem

    Reenactment of witch trial; dungeon tour. more

    + 71 saves
  • Witch History Museum

    Salem

    Historically-accurate untold stories of 1692; live presentation and guided tour. more

    + 59 saves
  • Ye Olde Tavern Tours

    Boston

    Ye Olde Tavern Tours offers historic tavern tours in Boston. You'll walk along the Freedom Trail and see historic sites... more

    + 57 saves
  • New England Pirate Museum

    Salem

    Colonial seaport, pirate cave, and 60 life-size pirates including notorious captains Kidd and Blackbeard. more

    + 38 saves
  • Irish Heritage Trail

    Boston

    Self-guided, three mile walking tour through Boston's downtown, North End, Beacon Hill and Back Bay; 20 public landmarks honor famous Irish... more

    + 20 saves
  • Boston National Historical Park

    Boston

    Explore historic Boston on the Freedom Trail, a 2.5 mile walking trail stretching from the Boston Common to Bunker Hill in... more

    + 12 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
  • John H. Chafee Blackstone River Valley National Heritage Corridor

    Whitinsville

    Industrial Revolution Heritage Trail; canal boat rides; and hiking. 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
  • 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
  • Untapped History

    Newburyport

    Who are we? Untapped History is a brand new historical walking tour company dedicated to sharing the unique and unconventional... more

    + 5 saves
  • Rock House Reservation

    West Brookfield

    Built by the glacier and blessed by indigenous tribes who hunted and worshiped here, the cave-like shelter and its surroundings... more

    + 4 saves

Epic History: it's all here

Looking for fun things to do and see in Massachusetts?

Get some Epic History ideas