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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  • White's Landing +
    8 saves

    White's Landing


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

    The Vilna Shul, Boston's Center for Jewish Culture


  • Cyrus Dallin Art Museum +
    5 saves

    Cyrus Dallin Art Museum


  • HyArts Cultural District +
    3 saves

    HyArts Cultural District

    Hyannis, Ma.

  • Parting Ways Cemetery +
    1 saves

    Parting Ways Cemetery


  • Witch Dungeon Museum


    Reenactment of witch trial; dungeon tour. more

    + 45 saves
  • Witch History Museum


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

    + 35 saves
  • Ye Olde Tavern Tours


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

    + 32 saves
  • Boston Pizza Tours


    Got Pizza? Discover historic Boston slice by delicious slice! We're serving up Tasty, Fun & Educational walking tours, exploring Boston's... more

    + 29 saves
  • New England Pirate Museum


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

    + 21 saves
  • Irish Heritage Trail


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

    + 13 saves
  • Salem Food Tours


    Guided food walking tours of historic Salem, Massachusetts. Guests enjoy samples at some of Salem's best restaurants and shops, while... more

    + 10 saves
  • Christmas in Salem


    Join us for the oldest holiday house tour in the country, each year, in the first weekend of December. Historic... more

    + 6 saves
  • Gloucester Maritime Trail


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

    + 3 saves
  • John H. Chafee Blackstone River Valley National Heritage Corridor


    Industrial Revolution Heritage Trail; canal boat rides; and hiking. more

    + 3 saves
  • Tyringham Cobble


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

    + 3 saves
  • Ward Reservation


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

    + 3 saves
  • Fall River Heritage State Park

    Fall River


    + 2 saves
  • Forbes Library



    + 2 saves
  • Salem Arts Festival


    For three days each summer, this free festival transforms downtown Salem into an opportunity for the arts community to showcase... more

    + 2 saves

Epic History: it's all here

Looking for fun things to do and see in Massachusetts?

Get some Epic History ideas