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Halloween events in Gloucester, MA

Halloween Spooktacular Comedy Show on October 25th
Sat, Oct 25, 6:00 PM
South Brookline · Averill House Vineyard
Halloween Spooktacular Comedy Show on October 25th
Sat, Oct 25, 6:00 PM
South Brookline · Averill House Vineyard
The Salem Witches' Magic Circle 2025
Fri, Oct 31, 5:00 PM
Derby Wharf · Salem Common
The Salem Witches' Magic Circle 2025
Fri, Oct 31, 5:00 PM
Derby Wharf · Salem Common
Sales end soon
Ghoulish Goodies
Sunday at 3:00 PM
Downtown · Lost Shoe Brewing and Roasting Company
Sales end soon
Ghoulish Goodies
Sunday at 3:00 PM
Downtown · Lost Shoe Brewing and Roasting Company
Trunk or Treat
Fri, Oct 24, 4:00 PM
Oak Hill · 65 4th Ave
Trunk or Treat
Fri, Oct 24, 4:00 PM
Oak Hill · 65 4th Ave
Nearly full
2025 Halloween Monster Bash
Sat, Oct 25, 8:00 PM
East End · Derryfield Country Club
Nearly full
2025 Halloween Monster Bash
Sat, Oct 25, 8:00 PM
East End · Derryfield Country Club
HALLOWEEN COSTUME DJ DANCE PARTY @ the "Backroom Speakeasy" of Donut Villa
Fri, Oct 31, 7:00 PM
Arlington Center · Donut Villa
HALLOWEEN COSTUME DJ DANCE PARTY @ the "Backroom Speakeasy" of Donut Villa
Fri, Oct 31, 7:00 PM
Arlington Center · Donut Villa
Cambridge Day of The Dead Bar Crawl - Dia De Muertos
Sat, Nov 1, 4:00 PM
Cambridge · 730 Tavern, Kitchen & Patio
Cambridge Day of The Dead Bar Crawl - Dia De Muertos
Sat, Nov 1, 4:00 PM
Cambridge · 730 Tavern, Kitchen & Patio
Sales end soon
Truck-or-Treat
Saturday at 11:00 AM
East Boston · Suffolk Downs
Sales end soon
Truck-or-Treat
Saturday at 11:00 AM
East Boston · Suffolk Downs
Murder in Halloweenboro... Mystery Dinner Experience
Thu, Oct 30, 6:30 PM
Downtown · The Bell Inn & Tavern
Murder in Halloweenboro... Mystery Dinner Experience
Thu, Oct 30, 6:30 PM
Downtown · The Bell Inn & Tavern
"Eyes Wide Shut" Halloween Masquerade Ball - W Hotel Ballroom
Fri, Oct 31, 9:00 PM
Downtown · W Boston
"Eyes Wide Shut" Halloween Masquerade Ball - W Hotel Ballroom
Fri, Oct 31, 9:00 PM
Downtown · W Boston
Salem Ghost Hunt
Today at 3:00 PM + 267 more
South Salem · Charlotte Forten Park
Salem Ghost Hunt
Today at 3:00 PM + 267 more
South Salem · Charlotte Forten Park
Nearly full
Good Spirits Release Celebration with B.K. Borison
Tue, Nov 18, 7:00 PM
Cambridge · 1446 Massachusetts Ave
Nearly full
Good Spirits Release Celebration with B.K. Borison
Tue, Nov 18, 7:00 PM
Cambridge · 1446 Massachusetts Ave
Trunk or Treat
Sat, Oct 25, 2:00 PM
Massachusetts · United Church of Christ
Trunk or Treat
Sat, Oct 25, 2:00 PM
Massachusetts · United Church of Christ
Clubstation: Halloween Dance Party
Fri, Oct 31, 7:30 PM
Roslindale · The Substation
Clubstation: Halloween Dance Party
Fri, Oct 31, 7:30 PM
Roslindale · The Substation
Sales end soon
Sip & Sketch - Burton Style!
Tomorrow at 7:00 PM
Downtown · Granite Coast Brewing Company
Sales end soon
Sip & Sketch - Burton Style!
Tomorrow at 7:00 PM
Downtown · Granite Coast Brewing Company
Just added!
CUDDLE CUP C&T Haloween Boba Party
Sat, Oct 25, 3:00 PM
Glenwood · 454 B Salem St
Just added!
CUDDLE CUP C&T Haloween Boba Party
Sat, Oct 25, 3:00 PM
Glenwood · 454 B Salem St
Just added!
Pretty Iced Owt Halloween Party
Sat, Nov 1, 9:00 PM
Kenmore · SOJUba
Just added!
Pretty Iced Owt Halloween Party
Sat, Nov 1, 9:00 PM
Kenmore · SOJUba
Boots, Boobs & Beats 2025
Fri, Oct 31, 8:00 PM
South Lawrence · Guld Lounge
Boots, Boobs & Beats 2025
Fri, Oct 31, 8:00 PM
South Lawrence · Guld Lounge
HALLOWEEN Hike 'n' Seek
Mon, Oct 27, 10:00 AM
Wyoming · Botume House Visitor Center
HALLOWEEN Hike 'n' Seek
Mon, Oct 27, 10:00 AM
Wyoming · Botume House Visitor Center
The Greatest Asylum @ The Greatest Bar
Sat, Oct 25, 5:00 PM
West End · The Greatest Bar
The Greatest Asylum @ The Greatest Bar
Sat, Oct 25, 5:00 PM
West End · The Greatest Bar

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