Cleats On The Streets
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Event overview
Cleats on the Streets 5K takes place on Sunday, November 23, 2025, in Windsor, CT. The event is based at Dudleytown Brewing, 1001 Day Hill Road, Windsor, CT 06095. The program includes a 5K road race and a Kids Fun Run for young children (ages 2 to 8). The event benefits Windsor Little League, a 501(c)(3) organization.
Entry, fees and awards
The Kids Fun Run is free; registration for that event closes November 22, 2025 at 11:59pm EST. The 5K entry fee is listed at $38.10 (includes a $3.10 fee); the price increases after November 21, 2025 at 11:59pm EST. T-shirts are provided to runners who register by November 1, 2025; additional shirts may be available for purchase at the event while supplies last. Cash prizes and awards are offered to the male and female runners with the fastest times. Medals for 1st, 2nd and 3rd place are awarded in various age categories. Fundraising is encouraged to help defray Windsor Little League costs throughout the year. Visit the organization's website for the most recent information.
