4th Annual Sail to the Finish 2M Run – Middlebury, CT 2026

The race is to benefit the Quassapaug Sailing Center, a nonprofit organization designed to provide sailing instruction and encourage and promote good fellowship between persons actively interested in sailing and water sports. Sails to trails summer camp is operated every summer to encourage sailing and outdoor activities for children. Scholarships are offered for children in need. Race is an out and back road course starting at the Quassapaug Sailing Center. First mile is downhill, then you run back up the hill (no complaining- it’s not that steep!). No Dogs allowed! Parking is limited - carpooling is encouraged. Race entries will be limited due to space limitations (likely that the race will sell out- sign up early!). Awards: Overall Male and female finishers & top three in age groups 19 & under, 20-29, 30-39, 40-49, 50-59, 60-69 & 70 & up. Race day is international Harry Potter day - come with your best costume and try to win an award.