Penn Yan
Trail Running Calendar near Penn Yan 2026-2027
Explore the top trail runs near Penn Yan for 2026-2027! We've gathered 13 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
September 2026
Multi-day timed ultras at Shortsville Reindeer Farm on a one mile grass and trail loop. Multiple timed options, an on-course aid barn, and belt buckles for finishers who complete 100 loops; proceeds support ROCovery Fitness.
October 2026
Trail festival near Hemlock, NY offering marathon, 15K and point to point 5K with technical single track sections and two major climbs.
Hopson Trail Runs in Honeoye offers scenic fall trail routes of 5K and 9K through WoodsEdge Retreat and Sandy Bottom Park. The event supports Embrace Your Sisters and includes a post race gathering at Birdhouse Brewery with music and a complimentary..
November 2026
Run or walk as many loops as you choose during this 6 hour event on the Manchester Gateway Trail. This dog friendly race features a scenic 2.3 mile course and benefits the local dog park through a dedicated raffle.
January 2027
Winter trail race on Jan 2, 2027 at Harriet Hollister with an approximately 10k loop, no on-course aid, and a post-race gathering in Honeoye.
March 2027
A chip timed 5K run and walk at Three Brothers Wineries and Estates in Geneva NY on March 27 2027 with a T shirt, cider pour, medal and donut.
June 2027
A free GPS tracked hill-loop challenge around Naples, NY supporting the Naples Trail Collective with multiple named climbs and an honor system combined time result.