Gloucester Holiday events

Holiday events in Gloucester this Weekend

Discover the best Holiday events in Gloucester! From festive Christmas markets to New Year's Eve fireworks displays & Holiday Bazaar, we have something for everyone. Explore the Gloucester's winter attractions and make lasting memories with friends and family. With so much to do in Gloucester, you'll never have a dull moment this holiday season.

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Holiday events in Gloucester this Weekend

Holiday events in Gloucester this Weekend

Sat, 13 Dec, 2025 - 08:00 PM

HOLIDAYS & WINTERTIDE A night of Christmas and Winter Music

The Cut Live

36+ Interested

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Sat, 20 Dec • 07:00 PM

Holiday Magic with Lori & Fred with special guests, Anelise & Music Includes

Meetinghouse Arts Center of First Parish Northboro

18+ Interested

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USD 20
Sat, 20 Dec • 07:00 PM

HO HO HO HOLIDAY CHRISTMAS PARTY

Beachmont VFW

Newly Added

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USD 10
Wed, 24 Dec • 09:00 PM

MATZOBALL® BOSTON XMAS EVE ages 21-49 December 24, 2025

The Grand Boston

Newly Added

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USD 50
Sat, 20 Dec • 10:00 AM

BOSTON HOLIDAY MUSIC AND CRAFT FESTIVAL

1250 Massachusetts Ave

Newly Added

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Free
Sat, 13 Dec • 10:00 AM

Holly Jolly Holiday Market - THS Grad Night

Tyngsboro Elementary School

5+ Interested

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Free
Sun, 14 Dec • 11:00 AM

Haverhill Holiday Craft & Vendor Fair

Haverhill Elks Lodge #165

5+ Interested

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Free
Sat, 13 Dec • 11:00 AM

Shrewsbury Holiday Craft & Vendor Fair

Shrewsbury Sportsman Club

7+ Interested

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Free
Sat, 13 Dec • 04:00 PM

Weymouth's Christmas in Columbian Square Village Festival

Columbian Square, South Weymouth

658+ Interested
Sat, 13 Dec • 01:00 PM

Weymouth Festival of Trees 2025

Weymouth High School

748+ Interested

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