Frosty Forest 5K

Frosty Forest 5K is a holiday-themed trail race held in Roosevelt Forest in Stratford, Connecticut, on December 19, 2026, with the 5K starting at 10:00 a.m. It welcomes runners, joggers and hikers of every level, and festive costumes are encouraged. Awards go to the first three men and first three women across the line, every participant receives a specially designed finisher medal, and post-race refreshments include hot chocolate and Christmas cookies. A share of the proceeds supports local organizations such as the Roosevelt Forest Commission, the veterans museum and the Stratford library.

Because this one is run on forest trails rather than pavement, expect your finishing time to sit well off your road 5K, and choose shoes with real grip. The mid-morning start gives you time to warm up properly, which matters more on uneven ground. A month of easy running with one weekly hill or trail session is a sensible way in.