• Ambler Farm Greens Sale

    Ambler Farm Greens Sale — UPDATED

    Ambler Farm 257 Hurlbutt Street, Wilton, CT

    UPDATE: The last day of the Greens Sale is now Saturday, Dec. 6! Get your greens before they're all sold out! The Ambler Farm Greens Sale is a beloved holiday event for so many families. Begin your holiday season by meeting your neighbors, and leave the farm with new friends and freshly cut trees. Enjoy […]

  • ‘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 of collecting and trading souvenir pins of your favorite characters and attractions from Disney theme parks to Connecticut! However, there are no restrictions on other […]

    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 Saturday, Dec. 6 from 2-3 p.m., embrace the winter spirit with the Polar Express and the Great Trains Show. Guests will gather around for a […]

    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 rides in the parking lot by College Bound Rickshaw, outdoor photo opportunities with Camp Gordyland’s Gordy and Camp Sunrise’s Sunny the Squirrel, crafts/keepsake making, reindeer […]

    $12 – $15
  • Silhouettes with Artist Deborah O’Connor

    Wilton Historical Society 224 Danbury Road, Wilton, CT

    Renowned silhouette artist Deborah O’Connor will create individual portraits cut entirely freehand from paper, using scissors as her only tool, at Wilton Historical Society on Saturday, Dec. 13 from 10 a.m.-2 p.m. Subjects pose for silhouettes, created in a matter of minutes, which you can take home – the perfect holiday gift, and a future […]

    $15
  • Holiday Pool Party at the Wilton Y!

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

    Join the Wilton YMCA for an afternoon of laughter and endless fun balancing on the inflatables and splashing in the 25Y pool! Two sessions will run: 1:30-3 p.m. and 3:15-4:45 p.m. Four lanes will be dedicated to the inflatables, and two lanes will be available for recreational swim. Register today!

  • 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
  • You’re Invited to Christmas Eve Services at Wilton Congregational Church! [SPONSORED]

    Wilton Congregational Church Wilton, CT, United States

    Wilton Congregational Church joyfully opens its doors — and its heart — to the entire Wilton community. Rooted in New England tradition and alive with the hope and beauty of the season, the historic 18th-century sanctuary becomes a place to gather, reflect, sing, celebrate and reconnect with what matters most. Whether you’re looking for meaningful […]