The Whitney Guide to Halloween in Boston

Is there anything spookier than exploring a historic New England city during Halloween? Read on for the best things to do this Halloween in Boston.

Attend a fall pumpkin festival.

The three-day pumpkin festival in Brookline is a free event where families will enjoy carving pumpkins, moonwalks, a petting zoo, and more.

Go trick-or-treating in Beacon Hill.

The Whitney Hotel’s own backyard is the most picturesque Boston neighborhood for trick-or-treating. Pinckney Street is a great choice, complete with plenty of candy and a haunted house, as is Acorn Street. In nearby Back Bay, Marlborough Street’s stately residences are prime trick-or-treat real estate, while the pedestrian-friendly street is perfect for families with young kids.

Board a haunted ship.

New England is a maritime region. So it’s no surprise that Boston took the concept of the haunted house and brought it onto a boat. Sign up for a spooky experience on the USS Salem, a “haunted” ship in Quincy Harbor that Fodor’s has called “the scariest attraction in Massachusetts.”

Visit a historic Boston cemetery.

There’s no shortage of beautiful, historic cemeteries in the northeast. But how many of them can boast to be the resting place of famous figures like Samel Adams, Paul Revere, and John Hancock? Visit the 359-year-old Granary Burying Ground to see the tombstones of these and more historical celebrities.

Ready for Halloween in Boston?

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