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Fun Events and Things to do in Gloucester, MA

A Fall Harvest Celebration to benefit Mission Hill Main Streets
Thu, Nov 19, 6:00 PM
Boston · The Mission Bar & Grill
A Fall Harvest Celebration to benefit Mission Hill Main Streets
Thu, Nov 19, 6:00 PM
Boston · The Mission Bar & Grill
Holiday Market @salon77
Sun, Dec 6, 12:00 PM
North Reading · Salon 77
Holiday Market @salon77
Sun, Dec 6, 12:00 PM
North Reading · Salon 77
Ceramic Mug Making Pottery Workshop
Thu, Nov 12, 6:30 PM
Somerville · Juliet
Ceramic Mug Making Pottery Workshop
Thu, Nov 12, 6:30 PM
Somerville · Juliet
November 22nd, 2026 - Drag Me To Bunch @ Carrie Nation
Sun, Nov 22, 12:00 PM
Boston · Carrie Nation Cocktail Club
November 22nd, 2026 - Drag Me To Bunch @ Carrie Nation
Sun, Nov 22, 12:00 PM
Boston · Carrie Nation Cocktail Club
Follow: A Family Christmas Show
Fri, Dec 11, 7:00 PM
Greenland · 500 Breakfast Hill Rd
Follow: A Family Christmas Show
Fri, Dec 11, 7:00 PM
Greenland · 500 Breakfast Hill Rd
SpeedBoston Dating | Ages 36–48 | Boston’s Speed Dating
Sun, Nov 15, 6:00 PM
Boston · Time Out Market Boston
SpeedBoston Dating | Ages 36–48 | Boston’s Speed Dating
Sun, Nov 15, 6:00 PM
Boston · Time Out Market Boston
Sales end soon
Babes in the Woods Hike
Tuesday at 10:00 AM
Stoneham · Greenwood Park Parking Lot
Sales end soon
Babes in the Woods Hike
Tuesday at 10:00 AM
Stoneham · Greenwood Park Parking Lot
Next Level Desserts - Cooking Class in Boston | Cozymeal™
Sun, Nov 29, 5:00 PM + 2 more
Lexington · Location provided after booking
Next Level Desserts - Cooking Class in Boston | Cozymeal™
Sun, Nov 29, 5:00 PM + 2 more
Lexington · Location provided after booking
Musicians Playground November Open Mic Performance
Fri, Nov 13, 7:00 PM
Boston · 33 West St floor 5
Musicians Playground November Open Mic Performance
Fri, Nov 13, 7:00 PM
Boston · 33 West St floor 5
Women on Water® | MarineMax Danvers
Sat, May 15, 9:00 AM
Danvers · MarineMax Danvers
Women on Water® | MarineMax Danvers
Sat, May 15, 9:00 AM
Danvers · MarineMax Danvers
Sales end soon
Perfume Making Workshop in Boston - Brighton MA
Saturday at 3:00 PM + 3 more
Boston · Staples
Sales end soon
Perfume Making Workshop in Boston - Brighton MA
Saturday at 3:00 PM + 3 more
Boston · Staples
Bilingual Rhythm Time
Thu, Nov 19, 10:00 AM
Malden · 75 Pleasant St suite 403
Bilingual Rhythm Time
Thu, Nov 19, 10:00 AM
Malden · 75 Pleasant St suite 403
Sales end soon
2026 HCSSA 5k Charity Run Fall
Saturday at 9:30 AM
Boston · 1175a Soldiers Field Rd
Sales end soon
2026 HCSSA 5k Charity Run Fall
Saturday at 9:30 AM
Boston · 1175a Soldiers Field Rd
Just added
Adult Mandarin Meetup
Thu, Nov 19, 7:00 PM
Malden · Chinese Culture Connection
Just added
Adult Mandarin Meetup
Thu, Nov 19, 7:00 PM
Malden · Chinese Culture Connection
Cupcakes and Cocktails
Sat, Nov 21, 6:00 PM
Boston · District 7 Cafe
Cupcakes and Cocktails
Sat, Nov 21, 6:00 PM
Boston · District 7 Cafe
Sales end soon
Foodies + New Friends: Cambridge Entrepreneurs | 2026 Dinner Club
Today at 7:00 PM + 56 more
Cambridge · Restaurant of the Week
Sales end soon
Foodies + New Friends: Cambridge Entrepreneurs | 2026 Dinner Club
Today at 7:00 PM + 56 more
Cambridge · Restaurant of the Week
Sales end soon
Tails & Tales: Kids Reading and Pet Safety
Sunday at 9:00 AM
Billerica · Latte's Landing
Sales end soon
Tails & Tales: Kids Reading and Pet Safety
Sunday at 9:00 AM
Billerica · Latte's Landing
Sales end soon
Bonsai 101 (Burlington)
Monday at 6:00 PM + 4 more
Burlington · Craft Loft (Burlington Store)
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Bonsai 101 (Burlington)
Monday at 6:00 PM + 4 more
Burlington · Craft Loft (Burlington Store)
Union Square Food Tour in Somerville, MA
Sunday at 3:00 PM + 7 more
Somerville · Union Square
Union Square Food Tour in Somerville, MA
Sunday at 3:00 PM + 7 more
Somerville · Union Square
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Puritans in the 21st Century: A Symposium
Saturday at 8:30 AM
Boston · American Ancestors
Sales end soon
Puritans in the 21st Century: A Symposium
Saturday at 8:30 AM
Boston · American Ancestors

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