Trail Running calendar near Rochester 2026-2027

A winter ultra along the Erie Canal near Lockport NY offering 100 mile, 50 mile and 25 mile options with marina facilities, aid stations, and a double buckle for those who complete both winter and summer 100 mile events.

Cabin Fever Trail Races in Webster Park on February 22, 2026 offers approximately 5 mile and 10 mile trail courses through pine forest; entries include a long sleeve shirt guarantee for early registrants and post race food.

Run or walk a chip timed 5K through scenic vineyards and orchards at Three Brothers Wineries and Estates. Enjoy a cider donut, shirt and a finisher medal that doubles as a bottle opener, with family friendly and virtual options.

Run a scenic 5K through trails and vineyards at Spring Lake Winery in Lockport on April 4, 2026. Enjoy finish line snacks, a keepsake wine glass, and post race food and drinks with live music and festivities.

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.

DENFIT ULTRA at Buffalo Ski Center is a 10 km ski slope loop with 50k or 100k options, offering big elevation and possible snow. Parts are unlit so headlamps are required and finishers earn medals and custom spears.

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.

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.

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.

Trail running in Northumberland Forest on June 14, 2026 with loop options from 3 km to 24.6 km. The courses are self supported with aid and a water refill station at the start.

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..

Run a scenic chip timed 5K through Sheldrake Point Winery vineyards overlooking Cayuga Lake on wide grass and packed dirt trails. Enjoy live music, food trucks and a complimentary glass of wine for those 21 and over.