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  • 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 […]

  • 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 […]

    $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.

  • 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 […]

    $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