Trail Running calendar near Penn Yan 2026-2027

We have found 74 Trailruns within 80 miles of Penn Yan. See below where and when you can find the races.

A trail ultra of about 45 miles in Letchworth State Park using both sides of the Genesee gorge. The mostly off road course includes single track, fields and bridges, with five aid stations and two water stops across the route.

Family friendly, self timed fun run and walk at Tap Root Fields on June 20, 2026. Mapped loops wind through fields and wood chipped trails with picnic seating and strawberry refreshments.

Explore the scenic trails of Monroe County during this four part mid week race series. Enjoy chip timed runs through various local parks along with post race cookouts and custom series participant awards.

An obstacle course backyard ultra where athletes run an approximately 3 miles loop every hour until one remains. Solo and relay formats are available, with a 50 mile solo option and team relays for groups of three to six.

A chip timed 5K through Sheldrake Point Winery with vineyard trails and Cayuga Lake views, a tech shirt and stemless wine glass for participants, age based awards, and a complimentary glass of wine for finishers 21 and over.

A trail race at Buttermilk Falls State Park featuring a 10K plus course with varied terrain, a steep climb and fast downhill finish, plus a free untimed 1 mile kids fun run.

Free community trail run and afterparty in Victor with HOKA Speedgoat 7 demos, a 3 to 6 mile Seneca Trail run or hike, and an indoor viewing party of the Western States 100 Golden Hour with refreshments.

July 2026

Trail ultramarathon in the Finger Lakes National Forest offering 25K, 50K and 50 mile options on a 16.5 mile loop. The course features singletrack, grassy pastures with cows, dirt roads, about 1,300 feet of climb per loop and six aid statio..

Trail half marathon and marathon in Naples NY starting and finishing at Naples Community Park. The course runs through downtown and High Tor Wildlife Management Area with multiple aid stations and a two loop marathon option.

Trail races at Watkins Glen International on July 12, 2026 feature a 3 mile course available as an individual race or as a three person relay, plus a 1.5 mile family course with proceeds supporting a wellness center.

Timed 12 hour and 24 hour ultraruns plus 12 hour and 24 hour relay options on a mostly paved one mile loop at Rochester Rotary Sunshine Camp, with a staffed aid station, flexible relay rules, and an optional personalized bib.

Run along the scenic Minnesetah River in Penn Yan featuring historic mills and waterfalls. This trail event offers half marathon and 10K distances with a festive post race party at the local Moose Lodge.

The Rise & Run 50k is an out-and-back ultramarathon on the remote West Rim Trail in Pennsylvania's Pine Creek Gorge. The event features a single aid station and includes a pre-race campout. Participants receive a shirt and a unique wooden f..

Rise & Run Ultra features 50K and 25K out and back trail races on the West Rim Trail in Wellsboro, PA with minimal support, a noon cut off, modest entry fees, a camp cup finisher item, and breakfast at the finish.

Explore the scenic trails of Monroe County during this four part mid week race series. Enjoy chip timed runs through various local parks along with post race cookouts and custom series participant awards.

The Webster Trail Classic is a scenic trail run through three distinct parks in Webster, NY. Runners can choose between a 10-mile or a 3.5-mile course, each offering varied terrain. A free kids fun run is also part of the event.

A two day trail running festival in the Honeoye Falls / Mendon area offering 100 mile, 50 mile, 50K day and night, new 5 10 and 20 mile solos, plus 99 mile and 50 mile relays; proceeds benefit the Blue Foundation.

Trail races in Kennedy State Forest near Virgil, NY offering 15K and 7K courses on marked single track, logging and dirt roads with stream crossings, significant climbs, and nearby primitive camping at Hauck Hill.

August 2026

Experience a loop based trail race at the Newbsanity Adventure Center featuring creek crossings and swamps. Choose between 5K, 15K, or 50K distances with an optional rucking class for those seeking a weighted challenge.

Experience an intense mountain trail race at Swain Ski Resort featuring 2500 feet of elevation gain across two loops. This USATF Niagara Championship event tests runners with steep ski slope climbs and rapid descents.

Add Event
Help us complete the calendar!
  • Distance is at least 5 km
  • Event has a website or Facebook page
Website
Optional: Please provide your e-mail address if we may contact you.
Report a change
We will only update the data if the information is also on the website.