Where the Pavement Ends Trail Races are set for Sunday, September 20,2026
The Course
All races start and finish at the Lake Windwing Ballfields in Ridgefield, CT.
The 4.25-mile loop winds through the beautiful Hemlock Hills and Pine Mountain Open Space—a true trail runner’s playground. Expect technical terrain, rocky footing, and sublime forest trails.
The 8-mile race completes two loops of this course.
⚠️ If you’re new to trail running, we recommend the 4.25-mile option.
Choose Your Challenge
🏃 Pavement Double (8 miles)
Two loops · Start: 7:00 AM
🏃 Single Loop (4.25 miles)
One loop · Start: 7:30 AM
Run one loop—or double down and take on the Pavement Double!
Part of the Trail Mix Series
This event is a proud stop in the Westchester–Fairfield Trail Mix Series, a collection of seven trail races.
Results from all races are combined to crown a series champion and award special prizes.
South Shore Drive/Lake Windwing
Questions?
Need more assistance?
If you have any questions about this race, click the button below.
