Gloucester Christmas Events & Things to Do 2025
Your complete guide to the best christmas events in Gloucester and surrounding areas
Gloucester MA celebrates the festive season with Holiday lights along the harbor and lively events in the Rocky Neck and downtown districts, featuring the Middle Street Walk and Deck The Halls Holiday Celebration at Hammond Castle Museum. The Holiday Open House at Sewall-Scripture House adds local charm and seasonal programming. Enjoy festive events, family activities, and illuminated waterfront strolls that highlight the city’s maritime history and holiday spirit throughout the season.
Find the best Gloucester Christmas happenings this year!
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Christmas Markets
35 eventsHistoric street walk with a Lobster Trap Tree lighting
Christmas Shows
17 eventsMikko Nissinen's acclaimed Nutcracker production
Christmas Lights
13 eventsThousands of decorated trees by the ocean
Christmas Activities
31 eventsMagical train ride with Santa and festive entertainment.
Editor's Picks (6)
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The Nutcracker
(Boston)
Mikko Nissinen's acclaimed Nutcracker production
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Sea Festival of Trees
(Salisbury Beach)
Thousands of decorated trees by the ocean
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Doubletree Hilton Danvers Hoppin' New Year's Eve Party
(Danvers)
Hoppin' New Year's Eve party at Doubletree Hilton
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St. Augustine School North Pole Express
(Woburn)
Magical train ride with Santa and festive entertainment.
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First Night Boston
(Boston)
Boston's historic free New Year's Eve arts celebration
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Andrea Bocelli Concert
(Boston)
World-renowned tenor Andrea Bocelli performs live.
Events Happening Soon (6)
Christmas Parties Near Gloucester
Festive dining experiences, holiday parties, and Christmas-themed food and drink events in Gloucester.
Greater Cape Ann Chamber of Commerce Holiday Party 2025
Join the Greater Cape Ann Chamber of Commerce staff for their annual holiday...
View full details →Doubletree Hilton Danvers Hoppin' New Year's Eve Party
Ring in the New Year with a spectacular celebration at the Doubletree Hilton...
View full details →
Latest News & Updates
Stay informed about holiday events and activities in Gloucester
- Cape Ann Holiday Events Calendar Heats Up Published: Fri, Nov 28, 2025
- Santa Arrives in Cape Ann for Holiday Season Published: Thu, Nov 27, 2025
Gloucester Christmas Events Map
See every Christmas event, light display, and market on one map.
Also Near Gloucester
Christmas Events Road Trips & Weekend Getaways
Worth the drive for more holiday events near Gloucester!
Gloucester Christmas FAQ
The Winter Lights on Cape Ann is one of the biggest annual events, featuring festive light displays and holiday markets across Gloucester and nearby towns. Hammond Castle’s “Deck The Halls” celebration is also a popular seasonal event.
Gloucester’s coastal heritage blends with holiday traditions like the Winter Lights decorating contest and community storefront displays, creating a distinctive festive atmosphere that celebrates local spirit and history.
Neighborhoods participating in the Winter Lights on Cape Ann event and other local favorites offer some of the best Christmas lights, with charming residential displays and decorated business districts to explore.
Christmas markets and local artisan fairs are often held in downtown Gloucester and community centers, especially during the Winter Lights season, providing opportunities to shop local and enjoy festive vendor stalls.
Exploring neighborhood light displays, visiting free artisan markets, and attending community events like the Winter Lights on Cape Ann offer budget-friendly ways to enjoy the holiday season in Gloucester.
Family-friendly options include visiting the Winter Lights displays, attending Hammond Castle’s holiday events, and exploring local markets with seasonal activities designed for children and families.