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.

  • Mohawk Trail

  • Old North Bridge, Concord

  • Old North Bridge, Concord

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  • (Bridges Program dba) Discover Roxbury

    Roxbury

    Discover Roxbury promotes the social, cultural and economic development of Roxbury through guided walking, trolley and bike tours of the... more

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  • Boston Pizza Tours

    Boston

    Boston Pizza Tours offers unique walking tours, exploring Boston's most historic neighborhoods. Along the way enjoy slices from THREE different... more

    + 11 saves
  • Chelsea Art Walk

    Chelsea

    This years Art Walk is June 14th and 15th from 12:00 - 6:00 pm in Chelsea, MA. The Chelsea Art Walk is... more

    + 0 saves
  • Christmas in Salem

    Salem

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

    + 3 saves
  • Fall River Heritage State Park

    Fall River

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    + 2 saves
  • Fitchburg Historical Society

    Fitchburg

    Founded by James F.D. Garfield in 1892, the Fitchburg Historical Society is an independent non-profit that was created to collect,... more

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  • Forbes Library

    Northampton

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    + 2 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

    + 0 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

    + 11 saves
  • New England Pirate Museum

    Salem

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

    + 8 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

    + 0 saves
  • Salem Arts Festival

    Salem

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

    + 2 saves
  • Salem Food Tours

    Salem

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

    + 6 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

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  • Ward Reservation

    Andover

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

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  • Witch Dungeon Museum

    Salem

    Reenactment of witch trial; dungeon tour. more

    + 16 saves
  • Witch History Museum

    Salem

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

    + 9 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

    + 16 saves

Epic History: it's all here

Looking for fun things to do and see in Massachusetts?

Get some Epic History ideas