• Wilton Historical Society Food Truck Festival 2026

    Schenck's Island 202 Old Ridgefield Rd # 2, wilton, CT, United States

    Enjoy great food, immersive experiences and community unity, all while supporting Wilton’s museum at the Wilton Historical Society’s Food Truck Festival. On Sunday, May 31, from 11 a.m. to 4 p.m. come to Schenck’s Island and Chess Park to feast from a collection of the area’s finest food trucks, with all proceeds to benefit the […]

  • Fourth Annual Wilton Pride Festival

    Wilton Town Center Wilton, CT, United States

    Wilton Pride, in partnership with Wilton Library, is excited to present the Fourth Wilton Pride Festival on , from 11 a.m. to 4 p.m. in Wilton Town Center. (Rain Date is Sunday, Jun. 7.) The day promises to be filled with love, community and fun engaging activities for attendees of all ages! Come spend the […]

  • Celebrate America’s Birthday at the Y’s Family Field Day!

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

    The Riverbrook Regional YMCA invites the community to celebrate America’s 250th Birthday on Saturday, June 27. Join us for old fashion fun at the Y’s Family Field Day! Activities include line dancing, horseshoes, quoit, badminton, bocce, cornhole, mini golf, sack races, popsicles, swimming in the pond with the inflatables and cooling off at the splash […]

    Free
  • Wilton JazzFest

    Schenck's Island 202 Old Ridgefield Rd # 2, wilton, CT, United States

    Wilton Library is excited to present the first annual Wilton JazzFest on Saturday, Aug. 29, featuring an all-star lineup of outstanding world-class jazz artists. Join us at Schenck's Island for our Saturday concert lineup: 11 a.m.: Event opens (food trucks, vendors and more), seating is first come, first served; bring blankets, chairs, etc. 12 p.m.: Alphonso […]

  • 2026 Cannon Grange Agricultural Fair

    25 Cannon Road, Wilton, Ct 25 Cannon Road, Wilton, United States

    The Cannon Grange is delighted to announce the return of its annual Agricultural Fair on Sunday, Aug. 30, from 10 a.m. to 4 p.m., at the Grange Hall (25 Cannon Rd.). This year's fair promises a full day of community fun, contests and creativity, in what organizers proudly call "the sweetest little fair in the […]

    $2
  • 911 United Motorcycle Ride

    Route 7 Wilton, CT, United States

    The Annual 9/11 Memorial United Motorcycle Ride will pass thru Wilton, from Westport Rd./Rte. 33, continuing on Danbury Rd./Rte. 7 northbound, starting at approximately 11:30 a.m.-12.30 p.m. on Sunday, Aug. 30.

  • Wilton Fire Department’s 9/11 Memorial Ceremony, Commemorating 25th Anniversary, Blumenthal & Murphy to Attend

    Wilton Fire Department 236 Danbury Rd., Wilton, CT, United States

    The Wilton Fire Department will hold its annual 9/11 Memorial Ceremony on Friday, Sept. 11, at 10 a.m. at Wilton Fire Headquarters (236 Danbury Rd.) to commemorate the 25th anniversary of the Sept. 11, 2001 terrorist attacks. Both U.S. Senators Richard Blumenthal and Chris Murphywill be attending as speakers at this year’s ceremony. As it does each year, the Fire Department invites the Wilton […]

  • Trackside Teen Center’s Town-Wide Scavenger Hunt

    Trackside Teen Center 15 Station Road, Wilton, CT, United States

    Get ready for a day of adventure during Trackside Teen Center's second annual, fun-filled, free Community Scavenger Hunt. The hunt runs from 9 a.m.-4 p.m. on Saturday, Oct. 3. Participate […]

    Free
  • 26th Annual Ambler Farm Day

    Ambler Farm 257 Hurlbutt Street, Wilton, CT

    Ambler Farm's annual beloved "Ambler Farm Day" event, fun for all ages! Hayrides, farm animals and pumpkin patch Build your own scarecrow and haymaze Apple slingshot and pumpkin bowling Face paint and kids crafts Sweets, treats and farmstand Live music and food trucks: Walter’s Hot Dogs, Freddy’s Platos, Brazilian BBQ Boys, Maine-ly Seafood, Silver Sands […]

    $4 – $12
  • 5th Annual Family Fun Halloween 5K

    Merwin Meadows 52 Lovers Ln, Wilton, CT

    Join us for the 5th Annual Family Fun Halloween 5K on Sunday, Oct. 25 at 10 a.m. at Merwin Meadows. This family-friendly Halloween-themed 5K is a great way to get active, have some fun and support Wilton High School students promoting safe driving. The race is timed, with prizes for the first three finishers, while […]

    $10 – $20