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Trail Running Calendar near Winfield 2026-2027

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Explore the top trail runs near Winfield for 2026-2027! We've gathered 34 exciting races in the area. Check out our detailed list below to find your next local race.

Trail Running Calendar United States
August 2026
Aug
23
Su

Summer Trail Classic

Trail Run 4 mi 10 mi 13 mi
Aug
29
Sa

The Next Loop - Half Day Forest Preserve

Trail Run 5 km 10 km ... Marathon 50 km
September 2026
Sep
5
Sa

Naperville Trails Half Marathon & 10K

Trail Run 10 km 13 mi
Sep
12
Sa

Turbo Trot - Geneva

Trail Run 3 mi
Sep
26
Sa

Bloomingdale Trail 5K

Trail Run 5 km
Monthly updates for Winfield

Get new running races (and updates) in your inbox every month.
Sep
26
Sa

Hustle Up the Hill

Trail Run 30 min
October 2026
Oct
4
Su

Fire Zone 5k

Trail Run 5 km
Oct
4
Su

Haunted Historical Run

Trail Run 3 mi
Oct
10
Sa

Don't Run Alone 5K

Trail Run 3 mi
Oct
17
Sa

Saw Wee Kee - Fall Trail Run

Trail Run
Oct
17
Sa

Palos Park Spooky Shuffle

Trail Run 5 km 10 km
Oct
23
Fr

Haunted Highlander Assault Trail Run

Trail Run 5 km
Oct
24
Sa

Fancy Nonsense 25K/50K

Trail Run 5 mi 25 km 50 km
Oct
24
Sa

Howl-o-ween 5k - Schaumburg

Trail Run 5 km
November 2026
Nov
8
Su

Big Timber XC Challenge

Trail Run 3 mi 5 mi
Nov
8
Su

Fast Track Cross Country

Trail Run 3 mi
Nov
14
Sa

The Forge Trail Run Festival

Trail Run 10 km 20 km 30 km 60 km
Nov
14
Sa

Nikki Cozzi-Carso Scholarship 5K

Road Race Trail Run 5 km
Nov
14
Sa

Feral Nonsense

Trail Run 3 mi 6 mi 9 mi
Nov
21
Sa

The Universal Sole November Trail Challenge

Trail Run 4 mi 8 mi
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