See all Westport Christmas happenings this year!
Westport centers Christmas 2025 on its cultural landmarks and downtown waterfront, where galleries and marinas glow with refined holiday lights. Holiday celebrations, winter markets and Christmas shows blend elegant performances, artisan shopping and luminous displays for a festive coastal season.
Find the best Westport Christmas happenings this year!
Westport Christmas Events
Westport Christmas Markets and Shopping
Event Details
Event Description
Experience the magic of the 5th Annual Holiday Stroll in Westport, CT, co-sponsored with Dan Woog's '06880'. This festive event on December 6, 2025, transforms downtown Westport into a winter wonderland. Discover unique finds at the Holiday Winter Market, enjoy children's activities like face painting and Santa photos, and be entertained by live performances. The Elm & Main complex is the central hub, buzzing with Santa, music, and photo opportunities.
Westport Christmas Movies, Theater and Entertainment
Event Details
Event Description
The Westport Country Playhouse presents 'A Sherlock Carol,' a critically acclaimed holiday tradition. This inventive theatrical production merges the beloved characters of Charles Dickens and Sir Arthur Conan Doyle, following a grown-up Tiny Tim as he enlists Sherlock Holmes to solve the mystery of Ebenezer Scrooge's death. Expect a delightful blend of mystery, humor, and heartwarming moments perfect for the festive season.
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With 20 years of experience, we use AI technology to build the most comprehensive list of christmas events events.
Our goal is complete coverage—from major festivals to small community celebrations, ensuring you never miss anything happening in your area.
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