Christmas by the Sea in Chatham, MA
Friday–Sunday, December 12–14, 2025
Main Street & downtown Chatham
A full weekend of small-town holiday traditions, shopping, and family activities centered around Main Street in Chatham.
Friday, December 12 – Kickoff Night
Holiday Christmas Stroll with the Merchants on Main
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Time: 4:00–9:00 pm
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Where: Shops along Main Street
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What: Extended shopping hours and festive window displays with local merchants.
Light Parade with Santa (open to the public)
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Time: 5:30 pm
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Where: Starts at Chatham Community Center, 702 Main Street
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What: Santa leads a lighted parade through town.
Tree Lighting at Sears Park (Triangle)
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Time: 5:45 pm
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Where: Intersection of Main Street & Seaview Street
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What: Official tree lighting and community gathering.
Horse & Carriage Rides
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Time: 6:00–9:00 pm
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Where: Town Hall entrance, 549 Main Street
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What: Evening carriage rides through downtown.
Saturday, December 13 – Full Day on Main
Breakfast with Santa (Ticketed)
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Times: 8:00 am & 10:00 am (two seatings)
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Where: The Wild Goose Tavern, 512 Main Street
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What: Sit-down breakfast and visits with Santa. Tickets required.
“The Polar Express” Movie (Ticketed)
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Time: 9:30 am
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Where: Chatham Orpheum Theater, 637 Main Street
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What: Special screening of The Polar Express. Tickets required.
Holiday Shopping with the Merchants on Main
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Time: 10:00 am–5:30 pm
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Where: Main Street shops
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What: All-day holiday shopping with local businesses.
Santa’s Workshop
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Time: 1:00–3:00 pm
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Where: Chamber of Commerce Info Booth, 533 Main Street
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What: Drop-in visit with Santa for kids and families.
Live Entertainment on Main Street
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Time: 2:00–4:30 pm
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Where: Along Main Street
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What: Music and performances outdoors.
Sunday, December 14 – Final Day
Holiday Shopping with the Merchants on Main
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Time: 10:00 am–5:00 pm
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Where: Main Street shops
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What: Last day to enjoy Christmas by the Sea shopping and downtown festivities.
At a Glance
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Where: Main Street and surrounding downtown Chatham, MA
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Who: Presented by the Chatham Chamber of Commerce and Merchants Association
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Good to know: Some events (like Breakfast with Santa and the movie) require tickets; others are open to the public and free to attend.
