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Trail Running Calendar near Cortland 2026-2027

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Explore the top trail runs near Cortland for 2026-2027! We've gathered 12 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
Aug
30
Su

Two Hollows Monster Marathon and Half Marathon

Trail Run 13 mi 26 mi
Trail marathon and half through Kennedy State Forest with age and gender staggered starts, cupless aid stations, and substantial elevation gain.
September 2026
Sep
12
Sa

Virgil Crest Ultras

Trail Run 50 km 50 mi 100 mi
Trail ultramarathon in Cortland NY on September 12 2026 offering 100 Miler, relay, 50 Miler and 50K on climbing technical singletrack with crew access.
Sep
12-13
Sa - Su

Greek Peak Running Festival

Trail Run 5 km 10 km 25 km
Sep
19
Sa

Hill to Hollow 100km

Trail Run 100 km
100 km trail race in Fabius, NY, around Morgan Hill State Forest with mostly single-track terrain, seven aid stations, and a 100 km relay option.
Sep
26
Sa

Parallel of Latitude Endurance Race

Trail Run Backyard Ultra
An eight hour fixed time race on a flat 3.45 mile out and back trail at Dryden Lake Park where solo runners and relay teams log as many miles as they can.
Sep
27
Su

Morgan Hill Trail Races

Trail Run UTMB 20K/50K/100K
October 2026
Oct
10
Sa

Danby Down & Dirty

Trail Run 10 km 23 km
Trail runs in Danby State Forest featuring a scenic 10K loop and a 23K course that repeats the Pinnacles climb and includes the Abbott Loop.
Oct
24
Sa

Race the Ghost

Trail Run 3 mi
An evening community 5k in Dryden along the Rail Trail with timed results, costume contests and a finisher treat.
November 2026
Nov
26
Th

Turkey Trot - Cayuga Heights

Road Race Trail Run 6 mi
A 5.5 mile prediction run in Ithaca on mixed pavement and trail terrain where runners estimate their finish time while supporting Loaves and Fishes.
May 2027
May
1
Sa

UltraTrax Greek Peak

Trail Run 7 mi 14 mi 21 mi 28 mi
A single-day endurance walk at Greek Peak where participants choose 7 to 28 miles, may ruck with extra weight, and complete the course within a 10 hour window.
June 2027
Jun
5
Sa

Cayuga Trails

Trail Run 50 km 50 mi
Trail ultramarathon at Robert Treman State Park offering 50 mile and 50 kilometer courses through singletrack, waterfalls and stone stairs with aid stations and drop bag support.
Jun
6
Su

Lucifer's Crossing

Trail Run 3 mi 7 mi 13 mi
Trail race at Robert Treman State Park offering 5K, 10K and a 13.2 mile half that loops through Lucifer Falls gorge and Finger Lakes singletrack.
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