Trail Running calendar near Henrietta 2026-2027

We have found 44 Trailruns within 80 miles of Henrietta. See below where and when you can find the races.

Run a scenic 3.2 mile loop through apple orchards and trails at Marjim Manor in winter. After the race, enjoy a celebration with snacks, a bonfire, and a custom wine glass. Professional timing ensures quick results.

A winter trail race in Webster Park featuring 5-mile and 10-mile options on forested paths. The course distance may adjust based on snowy or icy conditions, and a long-sleeve shirt is included for early registrants.

April 2026

The Three Brothers Spiked Apple 5K is a scenic run/walk through vineyards and orchards at a Finger Lakes estate. Registration includes a t-shirt, finisher medal, cider donut, and a pour of cider, with awards for age groups. It's a community..

This scenic 5K trail run takes place through the vineyards and groomed trails of Spring Lake Winery in Lockport. All finishers receive a keepsake wine glass, with awards for top runners. An optional adult Easter egg hunt adds to the post-ra..

Timed six hour event in Rochester, NY on April 4, 2026 with two three hour legs. Parking is at Durand Eastman Park on Lakeshore Blvd and registration closes April 3 at 11:59 PM ET.

A technical *20K* trail run through Hi Tor Wildlife Management Area near Naples, NY, with steep elevation changes, varied terrain and wildlife encounters; entry is limited to 200 runners and a clear refund schedule applies.

May 2026

Event Overview The Denfit Ultra is an ultramarathon event taking place on May 2-3, 2026 at the Buffalo Ski Center in Colden, New York. The event features two distances: the Denfit Ultra 50k and the Denfit Ultra 100k. Course Details Both rac..

Medved Madness Trail Races at Mendon Ponds Park features a roughly 13-mile long course, a 5-mile short course, and a free Kids K, with courses set the day of the event and a post-race barbecue.

Trail run of 8 km at Goodrich-Loomis Conservation Area as part of the Happy Hour Friday Night Series. The course includes hills, rocks, roots and mossy log bridges; the event is cupless with water at the start and finish.

A two-day race weekend at Letchworth State Park featuring a 26.3-mile trail marathon with relay options, three out-and-back falls races, and a 72 km challenge, with aid stations, event shirts, and finisher medals for each race.

Three out and back distances set at Letchworth State Park on seasonal gravel and broken asphalt with scenic Genesee River views. Aid stations, event shirts, post race food and new finisher medals are provided.

Choose your distance challenge on the scenic trails of Holiday Valley. This timed trek offers four looped courses and an option to carry weight for extra rewards. All participants get a finisher's kit, with a special medal for the longest d..

A trail ultramarathon near Ithaca, NY featuring 50 mile and 50K courses through singletrack, gorges, waterfalls and stone stairs, with aid stations, drop bag support, limited field size, and proceeds supporting local trail organizations.

Trail races at Robert H. Treman State Park near Ithaca NY offering a half marathon, a 6.66 mile race and a 5K. Courses run on the Rim Trail, through Lucifer Falls gorge and on Finger Lakes Trail singletrack.

June 2026

Trail races at RMSC Cumming Nature Center in Naples NY on June 6, 2026 with 25k, 10k and a 3k fun run. The 25k is a single loop through nature center and neighboring wildlife lands with on course aid and a cup free policy.

The RHSC's Super Hear-O 5K will take place in Rochester on Sunday 7 June 2026. You can run 5 kilometers.

An evening trail run at Mendon Ponds Park on June 12, 2026 with 4‑mile and 8‑mile options on a marked 4‑mile loop. Off‑road course, carry your own fluids, timing and results provided, and awards for the 8‑mile race.

A looped trail event at Batawa Ski Hill featuring a roughly 7 km+ loop and 2, 4 or 6 hour options. The course is marked, cup free and includes an aid station with water and Tailwind.

A roughly 45 mile all trail ultra and relay on June 20, 2026 in Letchworth State Park. The route follows both sides of the Genesee River gorge, features single track and footbridges, and includes five aid stations with a 150 runner field ca..

This 5K run/walk takes participants on a scenic, chip-timed course through the 200-acre Sheldrake Point Winery, with views of Cayuga Lake. The event includes a tech shirt, a finisher's wine glass, and an after-party with complimentary wine..