• Annual Holiday Stroll & Tree Lighting with Santa

    Wilton Center Old Ridgefield Road, Wilton, CT, United States +1 more

    Join the Wilton Chamber of Commerce and local Wilton retailers for a magical Holiday Stroll on Friday, Dec. 5, from 5-8 p.m. Enjoy holiday classics from the Fairfield County Brass Quintet, a marshmallow roast hosted by the Kiwanis Club, and crafts with local businesses. Visit the Wilton Library for sweet treats, a Holiday Book Sale, and […]

  • ‘TheDisneyPinventory’ Pin Trading Event

    Comstock Community Center

    An afternoon of pin trading fun! Pin trading is a popular hobby where people come together to exchange collectible pins.  This event focuses on Disney pins — bringing the tradition […]

    Free
  • Polar Express Day

    Wilton Historical Society 224 Danbury Road, Wilton, CT

    All aboard for an enchanting afternoon! The Wilton Historical Society invites families to join us for Polar Express Day, a special event filled with holiday cheer and unforgettable experiences. On […]

    Free – $5
  • Breakfast at the Wilton Y with Santa and Buddy the Elf!

    Wilton YMCA 404 Danbury Rd., Wilton, CT, United States

    Join the Wilton YMCA on Saturday, Dec. 13 for a delicious pancake breakfast and fun holiday activities, including meeting Santa and Buddy the Elf! New highlights of the day! Rickshaw […]

    $12 – $15
  • ASML Author Series at Wilton Library: Jason Reynolds

    Wilton Library 137 Old Ridgefield Rd., Wilton, CT

    Join Wilton Library on Saturday, Dec. 13 at 3 p.m. for an Author Talk with renowned teen and children’s author Jason Reynolds. Reynolds will be in conversation with Valmai Hanson, […]

  • Conservatory of Dance “The Nutcracker”

    Conservatory of Dance “The Nutcracker”
    Wilton High School Clune Center 395 Danbury Road, Wilton, CT, United States

    The Conservatory of Dance brings a holiday tradition to center stage! Experience the sparkle, charm and timeless magic of the season as Wilton’s Conservatory of Dance presents its annual production of The Nutcracker.  With a cast of more than 140 dancers, ranging from 5-18 years of age, this year’s performance promises to be a vibrant […]

    $30 – $35
  • Wilton Community Menorah Lighting

    Join us as the giant outdoor Menorah on the Wilton Town Green shines bright once again, on Sunday, Dec. 14, at 4:30 p.m.! Everyone in the Wilton community is invited to celebrate the Festival of Lights with live music, individually wrapped Chanukah cookies, gelt, dreidels, and fun for the whole family. For the past 19 […]

    Free