Ossining Christmas Events & Things to Do 2025
Your complete guide to the best christmas events in Ossining and surrounding areas
Ossining welcomes the holiday season with sparkling Christmas lights along Main Street and the Hudson River waterfront near the Ossining train station and Croton Avenue. The downtown offers Christmas markets, family fun, seasonal experiences, and winter festivities that highlight neighborhood shops and historic landmarks. Explore festive events, holiday markets, and seasonal tours that bring a warm, community-driven feel to Ossining’s winter celebrations.
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Christmas Markets
31 eventsIndoor winter village holiday market
Christmas Lights
14 eventsLargest indoor holiday wonderland in the Northeast
Christmas Shows
13 eventsA traditional Christmas spectacular with a charitable toy drive.
Christmas Parties
7 events1920s glamour in a historic estate
Christmas Activities
35 eventsSanta's special Santa Cart parade through downtown
Editor's Picks (6)
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NRNY Holiday Market
(New Rochelle)
Indoor winter village holiday market
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The Holiday Wish Express
(Stamford)
Largest indoor holiday wonderland in the Northeast
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Jessica Lynn - A Very Merry Classic Christmas
(Peekskill)
A traditional Christmas spectacular with a charitable toy drive.
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Meet Santa Downtown for the Holidays
(Ridgewood)
Santa's special Santa Cart parade through downtown
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Bergen County's Winter Wonderland
(Paramus)
Winter Wonderland with ice skating and bumper cars.
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Westchester's Winter Wonderland Drive-Thru Holiday Light Extravaganza
(Valhalla)
1.2-mile drive-thru holiday light show with app integration.
Events Happening Soon (6)
Ossining Christmas Events Map
See every Christmas event, light display, and market on one map.
Also Near Ossining
Christmas Events Road Trips & Weekend Getaways
Worth the drive for more holiday events near Ossining!
Ossining Christmas FAQ
The Campwoods Holiday Craft Fair is one of the largest and most popular annual Christmas events in Ossining, drawing crowds for local crafts and festive shopping.
Ossining’s holiday traditions include community craft fairs, local art receptions, and neighborhood light displays that bring residents together each season.
Many Ossining neighborhoods, especially those near the historic downtown and along scenic routes, are known for their festive Christmas light displays.
The Campwoods Holiday Craft Fair and local community centers are great places to find Christmas markets and meet local makers in Ossining.
Free holiday activities in Ossining include viewing neighborhood light displays, attending community art receptions, and visiting local parks during the festive season.
Families with kids enjoy the Campwoods Holiday Craft Fair, local holiday markets, and exploring neighborhood Christmas light displays together in Ossining.