Darien 5 Mile Road Race
Always double-check with the organizer's website! This page may contain affiliate links.
Darien Road Race & Family Fun Day
The event is a charity road race and family activity day held at Pear Tree Point Beach in Darien, Connecticut on September 20, 2026. It includes two timed races and a family activity tent with activities for attendees. Funds raised support neighbors in Stamford, Norwalk, and Darien by providing basic needs through grants to a network of more than 30 nonprofit health and human services organizations.
Distances offered:
- 1.5 Miles Timed Run/Walk
- 5 Miles Timed Race
Awards are given for the races. Official 2026 Darien Road Race medals will be awarded to the top five finishers in the 1.5 mile event. For the 5 mile race, medals are awarded to the top three male and female finishers in each of these age groups: 12 and under, 13-19, 20-29, 30-39, 40-49, 50-59, 60-69, and 70 plus.
The Community Fund of Darien has organized the road race for 46 years. The fund has been active since 1951 and has granted nearly $30,000,000 to support food, housing, health care, employment skills, youth programs, and emergency services. Parking in and around Pear Tree Point Beach is limited; alternatives include carpooling, biking, and walking.
Registration periods include an early bird window from May 29 to July 3, regular pricing through September 19, and day-of pricing on September 20. Age-based fees vary by registration period. Visit the organization's website for the most recent information.
