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October fest events in Gloucester, MA

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2nd Annual October R&B SOUL FEST
Sunday at 4:00 PM
Cambridgeport · La Fabrica
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2nd Annual October R&B SOUL FEST
Sunday at 4:00 PM
Cambridgeport · La Fabrica
Selling quickly
Newburyport Chowder Fest
Sunday at 12:00 PM
Browns Square · Waterfront Promenade Park
Selling quickly
Newburyport Chowder Fest
Sunday at 12:00 PM
Browns Square · Waterfront Promenade Park
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Flannel Fest Saturdays
Saturday at 1:00 PM + 2 more
Jamaica Plain · Samuel Adams Boston Brewery
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Flannel Fest Saturdays
Saturday at 1:00 PM + 2 more
Jamaica Plain · Samuel Adams Boston Brewery
Sales end soon
Time Out Market Boston Cider Fest
Sat, Oct 18, 1:00 PM
Kenmore · Time Out Market Boston
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Time Out Market Boston Cider Fest
Sat, Oct 18, 1:00 PM
Kenmore · Time Out Market Boston
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Vampire Lounge - October 11th 2025
Saturday at 8:00 PM
The Point · Longboards Restaurant & Bar
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Vampire Lounge - October 11th 2025
Saturday at 8:00 PM
The Point · Longboards Restaurant & Bar
Sales end soon
Dumpling Fest Boston
Wed, Oct 15, 5:00 PM
Kenmore · 02215
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Dumpling Fest Boston
Wed, Oct 15, 5:00 PM
Kenmore · 02215
Atlantic Wharf's Fall Fest
Sun, Oct 19, 10:00 AM
Downtown · Waterfront Plaza at Atlantic Wharf
Atlantic Wharf's Fall Fest
Sun, Oct 19, 10:00 AM
Downtown · Waterfront Plaza at Atlantic Wharf
Just added!
Mel King’s Brunch | October 2025
Sun, Oct 19, 11:00 AM
Roxbury · Piano Craft Gallery
Just added!
Mel King’s Brunch | October 2025
Sun, Oct 19, 11:00 AM
Roxbury · Piano Craft Gallery
October Boston Networking & Social Event w/ Mass Professional Networking
Wed, Oct 22, 6:00 PM
Downtown · Warehouse Kitchen + Sports Bar
October Boston Networking & Social Event w/ Mass Professional Networking
Wed, Oct 22, 6:00 PM
Downtown · Warehouse Kitchen + Sports Bar
AMA Boston: October Marketing Mingle
Thu, Oct 23, 6:00 PM
Downtown · Jules on Devonshire
AMA Boston: October Marketing Mingle
Thu, Oct 23, 6:00 PM
Downtown · Jules on Devonshire
Élevée Book Club: October
Sun, Oct 26, 11:00 AM
South End · 2 Dartmouth St
Élevée Book Club: October
Sun, Oct 26, 11:00 AM
South End · 2 Dartmouth St
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North Shore Horror Fest Collectible Show Oct 11-12 Danvers, MA
Saturday at 10:00 AM
Tapleyville · 150R Andover St
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North Shore Horror Fest Collectible Show Oct 11-12 Danvers, MA
Saturday at 10:00 AM
Tapleyville · 150R Andover St
Hocus Pocus Pumpkin Fest
Thu, Oct 23, 6:00 PM
Cluffs Crossing · 99 Rockingham Park Blvd
Hocus Pocus Pumpkin Fest
Thu, Oct 23, 6:00 PM
Cluffs Crossing · 99 Rockingham Park Blvd
Nearly full
Fall Family Fest at New Covenant School
Sat, Oct 25, 10:00 AM
Six Moon Hill · 7 Clematis Rd
Nearly full
Fall Family Fest at New Covenant School
Sat, Oct 25, 10:00 AM
Six Moon Hill · 7 Clematis Rd
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Weedtober Fest 2025
Saturday at 12:00 PM
Norris Corner · House Premium Cannabis
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Weedtober Fest 2025
Saturday at 12:00 PM
Norris Corner · House Premium Cannabis
October Networking Open House at Hilton Garden Inn Burlington
Wed, Oct 29, 5:00 PM
Woods Corner · Hilton Garden Inn Boston-Burlington
October Networking Open House at Hilton Garden Inn Burlington
Wed, Oct 29, 5:00 PM
Woods Corner · Hilton Garden Inn Boston-Burlington
Musicians Playground October Happy Hour Performance
Fri, Oct 17, 7:00 PM
Downtown · 33 West St floor 5
Musicians Playground October Happy Hour Performance
Fri, Oct 17, 7:00 PM
Downtown · 33 West St floor 5
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Libra’s Goes Crazy (Saturday October 11th, 2025
Saturday at 10:00 PM
Downtown · Fete
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Libra’s Goes Crazy (Saturday October 11th, 2025
Saturday at 10:00 PM
Downtown · Fete
Nearly full
MA Bio Pharma Networking Group October Event
Tue, Oct 21, 6:00 PM
Downtown · Warehouse Kitchen + Sports Bar
Nearly full
MA Bio Pharma Networking Group October Event
Tue, Oct 21, 6:00 PM
Downtown · Warehouse Kitchen + Sports Bar
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Gathered Goods Harvest & Home October Market
Tomorrow at 4:00 PM
Fogg Corners · 845 Lafayette Rd
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Gathered Goods Harvest & Home October Market
Tomorrow at 4:00 PM
Fogg Corners · 845 Lafayette Rd

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