Where The Pavement Ends 2026 has ENDED! What a wonderful day and we thank everyone who made it such a fun morning on the trails! See you next year!
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.
NIKE will be on-site demoing their new ACG trail shoes! Try them for your warm up, your cool down, or your race! There WILL be fun giveaways as well!
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! Come early to pick up your packet - Packet Pickup opens at 6:00AM!
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
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Pavement Penelope
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