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Boston Halloween events 2026: 9 picks for Halloween week

Our 9 picks for Halloween week in Boston, Oct 27 to 31: Hocus Pocus at Loretta's, thousands of jack-o'-lanterns at Long Hill, the Pops playing Coco live, a 12-hour horror marathon and more.

Michelle McCormack

Michelle McCormack

Michelle is the founder of Secret Boston and a Producer. Born and raised on the mean streets of JP, she was once chased by a lion in Africa while on assignment for Town & Country Magazine.

Boston Halloween events 2026: 9 picks for Halloween week

Halloween lands on a Saturday this year, and Boston is going all out. From candlelit castle tours and a Mass Ave bar crawl to the Boston Pops playing Coco live and a 12-hour horror marathon at the Coolidge, here are our 9 favorite ways to celebrate Halloween week, Oct 27 to 31.

You have to be 21 to get into Loretta’s Last Call, and once you’re in they hand you a pumpkin and something to carve it with while Hocus Pocus plays, with the food 20% off so you’re eating through a movie you’ve probably already seen. Doors are at 6:30 on Tuesday, October 27, it runs until 10, and the ticket throws in a welcome drink, listed at $28.52.

Take a kid to Sonsie and paint a pumpkin in the downstairs Wine Room, then stick around and eat because dinner that night is 20% off, which is the fun part of doing this on a Monday. It’s all ages, running October 26 from 6:30 to 8:30 p.m. with doors at 6, and the ticket includes the pumpkin, the paints, a welcome mocktail, and light bites while you’re down there, listed at $44.52.

  • Sonsie

    327 Newbury Street, Back Bay

If you’re going to their painting night event, don’t duck out when the paint is done, because dinner that night is 20% off and they’re open late enough that 8:30 still leaves you a real sitting. Sonsie has been at 327 Newbury Street since 1993, with French doors and sidewalk tables, and you can get wood-fired pizza or stay for a fuller dinner, since Mondays they serve from 11:30 a.m. to 10 p.m.

Show up for the Hocus Pocus event and eat there too, because the donuts come out at 7 when the movie starts and you can get Nashville hot chicken or smoked brisket without going anywhere else. Loretta’s Last Call has been the country bar at 1 Lansdowne Street since 2014, they open at 4 on Tuesdays, and the bar stays open until 1 a.m., with Kenmore the Green Line stop.

Thousands of hand-carved jack-o’-lanterns, an eerie graveyard and a haunted pirate ship at Long Hill in Beverly. Evenings from 5:30 through Oct 30, timed tickets in advance, $32 adults and $15 kids 3 to 15.

A 55-minute guided tour of Gloucester’s seaside castle, lit only by candlelight. Thursday evenings, $35.

Keith Lockhart conducts the score live to the film at Symphony Hall. Fri Oct 30 at 7:30 PM and Sat Oct 31 at 1:30 PM, tickets from $58.

Every vendor dresses up and kids in costume trick-or-treat booth to booth on Boylston St at the Public Garden. Sat Oct 31, noon to 5.

One wristband gets you into 10 Mass Ave bars in Central Square with no cover, 1 to 6 PM, then an after-party at Althea until 8. Check in by 3 PM at La Fábrica or Naco Taco. 21+. Use code SecreteBoston on Eventbrite for 100% off your ticket.

Brett Miller plays the 1920 silent horror classic live on Symphony Hall’s Aeolian-Skinner organ. Sat Oct 31 at 9 PM.

Trixie Mattel DJs and hosts a $1,000 costume contest. Sat Oct 31, 9 PM to 2 AM, 21+.

The Coolidge’s 25th Halloween Horror Marathon starts at 11:30 PM and runs all night, opening with Boris Karloff in The Mummy (1932) and a rare 35mm print of The Mummy’s Shroud. The rest of the lineup stays a secret.

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