The annual Holiday Stroll has become a family favorite for New Canaan residents and those of our neighboring towns. Held on the weekend after Thanksgiving on December 5th and 6th, downtown New Canaan transforms into something out of a Dickens’s story book. Friday night kicks off with the arrival of Santa Claus, a lighting of the trees, carol singing, live entertainment while the stores stay open late and offer refreshments and holiday cheer.
Saturday includes pictures with Santa at Santa’s workshop, characters roaming the streets, more live entertainment, a Gingerbread House Tour and much more.