Get ready to ring in the season at the Wilton Chamber of Commerce’s Holiday Stroll for a truly magical evening on Friday, December 5^th from 5-8pm! The Wilton Chamber, in collaboration with event sponsor Kimco Realty and partners including the Town of Wilton, the Wilton Fire Department, Wilton Volunteer Ambulance Corps, Wilton Kiwanis Club, and numerous local businesses, warmly invites everyone to join the festivities starting at 5:00 pm.

The Fairfield County Brass Quintet will kick off the cheer, filling the air with timeless holiday classics. Head to the Town Green, where the Kiwanis Club of Wilton will host a cozy gathering with a marshmallow roast, hot chocolate, and a bonfire to keep you warm.

Families can delight in crafts and treats from local businesses and non-profits, with cookie decorating hosted by the Wilton Rotary Club. Be sure to keep an eye out for a special “ELF” spreading cheer throughout the green!

The merriment extends to the Wilton Library from 5:30 to 7:00 p.m., where staff will be outside their front entrance handing out special gift bags with sweet treats, while supplies last. Children can also visit the Children’s Library to make a special bookmark, and all visitors are encouraged to browse for gifts and stocking stuffers at the Holiday Book Sale in the gallery.

At 5:45 pm, the Christmas season officially begins with our tree lighting ceremony, followed by the highly anticipated arrival of Santa, chauffeured by the Wilton Fire Department’s Ladder Truck 5. Children can visit Santa at the gazebo starting at 6:00 pm to share their holiday wishes and receive a special treat.

The enchanting voices of the carolers from the Voice Studio will entertain visitors after Santa’s arrival. For the first time ever, bring a chair or blanket and settle in for a special outdoor screening of the holiday classic, “Polar Express” at the Town Green, beginning at 6:30 pm.

We encourage the community to stroll through town, visit, shop, and enjoy the generous hospitality of participating local retailers, restaurants, and businesses. Celebrate the magic of the holidays and join in the festivities!

The Chamber extends special thanks to our event sponsor, Kimco Realty, along with all the merchants and businesses who host such festive receptions at their stores. Community celebrations like these help everyone get into the holiday spirit and kick off the season. Please remember to SHOP, DINE, and SUPPORT our local businesses!

The Holiday Stroll is a rain or shine event.

For more information, contact Camille Carriero, Executive Director at info@wiltonchamber.com or 203-762-0567.