Wellesley Christmas Events & Things to Do 2025
Your complete guide to the best christmas events in Wellesley and surrounding areas
Christmas 2025 in Wellesley centers on iconic landmarks like Wellesley Square and the Town Hall with an array of things to do, lively Christmas markets and family-friendly holiday attractions. Events such as the Wellesley Marketplace and Commonwealth Ballet’s The Nutcracker make the season feel truly festive. Stroll illuminated streets, enjoy seasonal performances and join community activities that showcase Wellesley’s warm holiday traditions.
Find the best Wellesley Christmas happenings this year!
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Christmas Markets
36 events20th annual holiday stroll with 50+ street vendors
Christmas Shows
24 eventsMikko Nissinen's acclaimed Nutcracker production
Christmas Lights
9 eventsCity's 33rd annual tree lighting with Santa's arrival.
Christmas Activities
28 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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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.
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Midwinter Revels: A Scandinavian Story for Christmas
(Cambridge)
Scandinavian-themed holiday production based on Gregory Maguire's 'Matchless'.
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Winter Cookie Class
(Brighton)
Hands-on winter cookie decorating class
Events Happening Soon (6)
Wellesley Christmas Events Map
See every Christmas event, light display, and market on one map.
Also Near Wellesley
Christmas Events Road Trips & Weekend Getaways
Worth the drive for more holiday events near Wellesley!
Wellesley Christmas FAQ
The Festival of Trees at Elm Bank is one of Wellesley’s biggest annual Christmas events, featuring decorated trees, holiday light displays, and model trains. The Wellesley Square Holiday Stroll and Tree Lighting Ceremony also draw many visitors each year.
Wellesley’s Christmas Vespers at Houghton Chapel is a unique tradition, offering an evening of candlelight, music, and carols. The town also embraces a community-focused Holiday Stroll with carolers and festive activities in Wellesley Square.
Beloved neighborhood displays throughout Wellesley provide charming and festive light shows, with many residents decorating their homes and yards to create a warm holiday atmosphere for visitors and locals alike.
The Garden at Elm Bank hosts the Festival of Trees market, a key spot for local makers and artisan vendors. Additionally, Wellesley Square and nearby community centers often feature seasonal markets with local crafts and gifts.
Free activities include visiting neighborhood light displays, attending the Wellesley Square Holiday Stroll, and enjoying public holiday decorations around town. Many events offer free parking and family-friendly entertainment without admission fees.
Families can enjoy the Festival of Trees with its model trains and festive scenes, as well as visits with Santa during the Wellesley Square Holiday Stroll. These events offer engaging activities suitable for children and adults alike.