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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 11 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
Sep
12
Sa

Virgil Crest Ultras

Trail Run 50 km 50 mi 100 mi
A day of revised routes on the Finger Lakes ridgelines in Cortland NY offering 100M, 100M relay, 50M, and 50K with stocked aid stations and a 36 hour cutoff.
Sep
13
Su

Greek Peak Running Festival

Trail Run 5 km 10 km 25 km
Experience mountain trail running at Greek Peak Resort with eight different races ranging from a steep uphill climb to night runs and a dog friendly 5K.
Sep
19
Sa

Hill to Hollow 100km

Trail Run 100 km
Experience a 100km single track loop through four New York counties featuring waterfalls, high vistas, and over 10,000 feet of elevation gain.
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 5 km
A rail-trail out and back from Dryden Creamery with timed results, a finisher treat, available shirts, family pricing, and awards for top finishers and costumes.
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
Timed trail event at Greek Peak on May 1, 2027 offering 7, 14, 21, and 28 mile loop options with aid stations, optional weighted vests, and a 10 hour cutoff.
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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