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New York Trail Running Calendar 2026-2027

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Monthly updates for New York

Get new running races (and updates) in your inbox every month.

Explore the best trail runs in New York for 2026-2027! Our updated list features 100 exciting races across the region. Find your next race in New York below and join the running community at these great events!

May 2026
May
17
Su

Vale of Three Falls 5k | 10k | 15k

Trail Run 5 km 10 km 15 km
May
17
Su

Ledge Rock Hill Wine Run 5K

Trail Run 5 km
May
17
Su

Run like the Wind 5K - Ellenville

Trail Run 5 km
May
22
Fr

Spring Training Camp

Trail Run 8 mi 13 mi
May
23
Sa

NSRF Long Island Lemonade Trail 5K

Trail Run 5 km
May
24
Su

Forest Park Runners Classic Trail Race

Trail Run 4 mi
May
24
Su

UltraTrax Holiday Valley

Trail Run 7 mi 14 mi 21 mi 28 mi
May
30
Sa

Cayuga Trails

Trail Run 50 km 50 mi
May
31
Su

Lucifer's Crossing

Trail Run 5 km 7 mi Half Marathon
June 2026
Jun
6
Sa

Frost Town Trail Festival

Trail Run 10 km 25 km
Jun
7
Su

Plattekill Mountain Race

Trail Run 3 mi 7 mi
Jun
13-14
Sa - Su

YMCA Race Weekend

Trail Run 8 km
Jun
20
Sa

Many On The Genny

Trail Run 45 mi
Jun
20
Sa

Manitou’s Revenge

Trail Run 53 mi
Jun
28
Su

RHSC's Super Hear-O 5K

Trail Run 5 km
Jun
28
Su

Run the Vineyards - Sheldrake Point Winery 5K

Trail Run 5 km
July 2026
Jul
4
Sa

Whiteface Mountain Races

Trail Run 3 mi 6 mi 13 mi
Jul
4
Sa

Finger Lakes 50S

Trail Run 25 km 50 km 50 mi
Jul
5
Su

Red Wing Trail Challenge

Trail Run 15 km 30 km 60 km
Jul
11
Sa

Pinky’s Rock n Rolla

Trail Run 4 mi