It’s the most magical time of year again and the annual holiday stroll is back! Christmas comes alive in this charming hamlet, and this is the perfect time for families to enjoy a festive day in downtown Chappaqua with ice sculpting, hot cocoa, and a visit from Santa. 

Rescheduled to Sunday, December 17 due to rain. 

This year's Holiday Stroll will feature a meet and greet with Santa Claus bringing cheer to all and posing for pictures with little ones from 2-4pm. Other festivities include an ice sculpting presentation, Christmas carols, and a complimentary food truck serving hot cocoa and apple cider donuts.

•  Experience a live ice sculpting presentation in front of Desires By Mikolay at 3 pm, where you can watch master carvers create two holiday-themed carvings out of giant blocks of ice using nothing but chainsaws. This is a decade-long tradition you have to see for yourself!
• Festivities continue at 4:30pm at the New Castle Historical Society where you can enjoy the sounds of Christmas Carols by Horace Greenly Encords and witness our festive Christmas tree lighting with thousands of twinkling lights.

Find more free fun activities in our roundup of 32 Free Holiday Events in Westchester and the Hudson Valley.