Annual Holiday Stroll and Light-Up the Night (Litchfield)

The Town of Litchfield’s fun and festive Annual Holiday Stroll and Light-Up the Night returns Sunday, November 27, 2022 with activities starting at 2:30 p.m. and culminating with the lighting of the tree on the Center Green at dusk. All are welcome, not just Litchfield residents.

Caroling begins at 4 p.m. in front of Espresso59, and the lighting of the tree with Santa should take place about 5:30 p.m.

Download this year’s Holiday Stroll map

In addition to meeting Santa and receiving a special gift, families can enjoy a letter-to-Santa table sponsored by the Litchfield Housing Trust, a hot chocolate table manned by Patty’s Restaurant, an ice sculpture carving demonstration by Ice Matters, holiday story readings at Litchfield Volunteer Ambulance, cookie decorating at the First Congregational Church, ornament making at the Litchfield Historical Society, carriage rides by Bunnell Farm, a petting zoo by the Wamogo FFA, and more.

There will also be a Connecticut State Police Toys For Tots collection area, as well as give-aways from The Silly Sprout, Little-ish and Milton Market CT, Ollie’s Pizza and CP Farmhouse, Petraroia Deli, and Blueprint CT Kitchen.