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Darien Road Race to Benefit Community Fund of Darien

When you register for the Darien Road Race, you’re supporting The Community Fund’s mission to strengthen our community. Every step you take helps provide our neighbors with access to food, shelter, physical and mental healthcare, job training, and youth success programs.

The event takes place from 8:30 to 11 a.m., Sunday, Sept. 21, 2025, starting and ending at Pear Tree Point Beach. — an announcement from the Community Fund of Darien

For 45 years, The Community Fund of Darien has brought the community together for the annual Darien Road Race & Family Fun Day. This beloved fall event features two races—a 1.5-mile Timed Fun Run and a 5-mile Timed Race—plus family-friendly activities under a big tent.

Darien Road Race Runners

Police: Here’s Where Drivers Need to Wait or Detour Around for the Darien Road Race on Sunday

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Drivers can expect delays on the roads used by the annual Darien Road Race Sunday morning, Sept. 21, starting at around 9 a.m., Darien police say. The race, with about 500 participants, will start at Pear Tree Point Beach. Impacted roads will be Pear Tree Point Road, Long Neck Point Road, Goodwives River Road, Sunswyck Road, Tory Hole Road, Delafield Island Road, Red Coat Pass, Old Kings Highway South, Locust Hill Road and Andrews Drive. Motorists and residents of the area are advised to expect short-term delays and detours along the race route.