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Trail Running Calendar near Sterling 2026-2027

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Explore the top trail runs near Sterling for 2026-2027! We've gathered 8 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
Aug
8
Sa

Chupacabra Trail Races

Trail Run 5 mi 10 mi 15 mi
Night trail races in Dixon IL on a 5 mile loop with 5, 10, and 15 mile options plus a three person relay, one aid station, and a post race snack.
September 2026
Sep
5
Sa

Gristmill Grind 10K

Trail Run Walk 5 km 10 km
Trail 5K and 10K at Franklin Creek State Natural Area featuring creek crossings, hilly technical terrain, and proceeds benefitting the Franklin Creek Conservation Association.
Sep
12
Sa

The Last Meadow

Backyard Ultra 4 mi
A Backyard Ultra on the Rock River Parkway where runners repeat a GPS-verified 4.167-mile loop each hour until one remains. Entry is limited to 150 runners and includes an on-site aid station and crew zone.
Sep
26
Sa

Hindsight Ultra Trail Runs

Trail Run 8 mi 25 km ... 100 km 100 mi
A multi-loop trail event in Dixon IL using a roughly 7.85 mile loop with distances from 8 miles to 100 miles across singletrack, meadow, and gravel surfaces.
October 2026
Oct
3-4
Sa - Su

The Hennepin Hundred

Trail Run 50 km 50 mi 100 mi
A point-to-point, all-trail ultramarathon on the Hennepin Canal Trail near Sterling, IL, offering 100-, 50-mile and 50K options with aid stations, bus service, and finisher awards.
November 2026
Nov
26
Th

Thanksgiving Trail Trot - Sheffield

Trail Run 2 mi
Celebrate Thanksgiving with a 2 mile run through the wooded trails of Sheffield Illinois. Wear your best holiday costume for a chance to win prizes at this untimed community event.
December 2026
Dec-Mar
5-6
Sa

Yeti Winter Trail Series

Trail Run 5 km 10 km 15 km 20 km
Four monthly winter trail races in Dixon IL with 5K to 20K distances, series awards, and completion apparel.
March 2027
Mar
27
Sa

Skunk Ape 806/314 Trail Race

Trail Run 14 mi 23 mi 34 mi
Timed trail event at Lowell Park in Dixon IL featuring multiple distances on an alternating 2.25 mile loop with manual lap tracking and an aid station.
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