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Spooky Massachusetts: 10 Halloween Happenings

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Posted by Massachusetts Office of Travel and Tourism

A chill is in the air, and October is moving along quickly, which means that Halloween is fast approaching!

Around Massachusetts, there’s a number of spooky, spectral and celestial activities to be had during the run-up to the costumed holiday, as well as the night itself, of course.

Here’s what you can look forward to during the next couple weeks.

Haunted Happenings in Salem, MA

When talking Halloween in Massachusetts, it only makes sense to start with Haunted Happenings, Salem’s signature event. Already well underway, Haunted Happenings runs the entire month of October and features a panoply of attractions, from cinema to psychics. Salem’s vibrant restaurant scene also supplies a variety of sweets and treats, while the shops and boutiques stock themed crafts, capes and everything in between. For all questions transportation, click here, and for a look at the daily events, click here.

Haunted Happenings

Salem Haunted Happenings Carnival via Facebook

Cemetery Tour in Stockbridge, MA

Many of Stockbridge’s most high-profile residents have been laid to rest in this cemetery, which houses the burial sites of Elizabeth Freeman, the Sedgwick Family and Norman Rockwell himself. On October 23, after a cider and donut reception, Norman Rockwell Museum Curator of Education Tom Daly will lead a tour of the cemetery, which is free for museum members and children under 12.

Halloween Parade in Pittsfield, MA

A staple tradition, the Halloween Pittsfield Parade showcases a variety of ghoulish and garish floats each October. This year’s procession will take place the night of October 25, starting on Tyler Street at 7:00 p.m. and moving out from there. You can find directions to get to Pittsfield here.

OSV treats

Treats & Tricks in Sturbridge, MA

Before the trick-or-treating gets underway in earnest, Old Sturbridge Village will host a warm up of sorts. On Friday, October 25, kids can give their costumes a test run and enjoy a little candy, courtesy of Treasure Treats. The sweets will be followed by a variety of entertainment, including comedic juggling, puppetry and storytelling. For directions to Old Sturbridge Village, click here. Photo (to the right): A Treat & Tricker at Old Sturbridge Village via Facebook

Haunted Higgins in Worcester, MA

You can always find plenty of relics from bygone eras at Higgins Armory but the evening of October 26, ghouls and goblins will be added to the mix, too! Haunted Higgins will transform the armory into a family-friendly spooktacular, complete with a Vampire Valley, Wizard’s Workshop and plenty of creepy crafts. Most activities are free with museum admission.

13th Annual Art & Souls Masquerade Ball in Cotuit, MA

The ghosts and goblins will be out once again at the Cotuit Center for the Arts, this time with a decidedly retro look. On October 26, Cotuit’s classic costume party will return; the outfit theme is TV reruns, which will no doubt make for some entertaining appearances. There’ll be plenty of music and dancing too, along with bone-chilling refreshments. Tickets are here.

costumed couple

A costumed couple preparing for the Arts & Souls Masquerade Ball via Facebook

Halloween Lunch Cruise in Boston, MA

Folks in the Greater Boston area can head down to the Harbor for a little seafaring Halloween fun. The Spirit of Boston will set sail for a two-hour voyage on October 27, with kids’ games, goodie bags and an open juice bar. Pirate outfits are not required, but given that the cruise will also host a children’s costume contest, they might not be a bad idea, either! Tickets are available here.

Bog Fright Night in Wareham, MA

The South of Boston area might be better known for its berries than its ghouls but the two will come together on October 27 in Wareham. Intrepid souls can brave the road less traveled on a wagon ride that winds through Wareham’s cranberry bogs, where who-knows-what awaits! Reservations are recommended for this event, due to its popularity, and you can explore booking them here.

Dead of Night Ghost Tours in Plymouth, MA

On October 31, Halloween itself, Dead of Night Ghost Tours will host a very special fright night. Apple cider, soul cakes and lucky stones will be distributed to the costumed attendees, as well as goody bags for children under 12. After that, it’s off for a ghost tour that weaves through Burial Hill Cemetery and tells the tale of spirits who haunt the ground. For more information on booking, click here.


Burial Hill Cemetery via Creative Commons

Witches Woods in Westford, MA

There’s something spine-chilling afoot in the woods of Westford at Nashoba Valley! Thursdays through Sundays, until November 2, a 3-D Keeper’s Crypt welcomes brave visitors into an alternate dimension of horror, while Nightmare Mansion teems with terror. Witches Woods’ calling card is the Haunted Hayride, a mazy trip through a forest filled with specters and spooks. Different tickets offer different access to the various activities and you can explore them here.

You can find a full list of the Halloween events in Massachusetts in the “Events” section of our website. For a more comprehensive look at what’ll be happening in western Massachusetts, click here.


  • James Owen Collins

    Something is wrong with your site. You have a Halloween costume event at Old Sturbridge Village on Friday October 25. October 25 was Tuesday, and the actual event is on Sunday, which is the 30th.

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