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Trail Running Calendar near Underwood 2026-2027

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Explore the top trail runs near Underwood 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.

Trail Running Calendar United States
August 2026
Aug
30
Su

Blackacre Barnstormer

Trail Run 4 mi 8 mi
Trail races of 4 miles and 8 miles at Blackacre Nature Preserve with farm animals on course, finisher medals, awards, and a cupless water policy.
September 2026
Sep
13
Su

Sorta Mountain Stage Race

Trail Run 5 mi 13 mi 18 mi 50 km
Trail stage race on the Knobstone Trail with 5 mile, 13.1 mile, 18 mile and a 50K option; proceeds support the Suicide Awareness Mission and local scholarships.
Sep
20
Su

The Lookout

Trail Run 3 mi 8 mi
Trail and park runs starting and finishing at the Iroquois Park amphitheater, offering 7.5 miles and a 3.4 mile Short Loop with medals for finishers.
October 2026
Oct
3
Sa

Deam Lake Loop Trail Run

Trail Run 5 km 10 km
5K and 10K trail run and walk options around Deam Lake SRA with cupless aid station, optional shirts, wooden finisher medals, and scheduled group training runs.
Oct
10
Sa

Camp Challenge 5k Trail Run

Trail Run 5 km
5K trail run and a 1 mile walk on wooded camp trails near Bedford, IN with a pancake breakfast and proceeds funding camp scholarships.
Oct
24
Sa

Country Lake 5K

Road Race Trail Run 5 km
A scenic 5K around Country Lake Christian Retreat with mixed trail and roadway, timed by Photo Finish Timing, LLC, followed by a free community fall festival.
November 2026
Nov
7
Sa

Turkey Trotter 5 Miler

Road Race Trail Run 5 mi
A community Turkey Trot in Wendell Moore Park offering a 5 mile run and a 4K walk with chip timing, finish medals, and awards including overall male and female prizes.
Nov
8
Su

Lake Vista Lunatics Run

Backyard Ultra 4 mi
Trail endurance and fun runs at Deam Lake SRA on a 4.167 mile loop with 6 hour and 12 hour options, limited entries, prizes, and a finisher medal.
Nov
8-22
Su

Deam Lake Winter Warrior

Trail Run 6 mi 12 mi
Deam Lake Winter Warrior is the Deam Lake stop in a winter series with 6-mile, 12-mile, 4-hour endurance and virtual options on the Yellow Trail. The event uses Buzzards Roost Shelter, is cupless, and has limited parking.
December 2026
Dec
5-6
Sa - Su

Jackson County Ultras

Trail Run UTMB 50K/100K 10 mi 50 km 100 km
Trail ultramarathon weekend near Brownstown IN on Dec 5, 2026 with 10M, 50k, 100k and 100k relay, GPX files, live tracking, cabin packages and camping.
Dec
13-27
Su

Waverly Winter Warrior - Louisville

Trail Run 7 mi 13 mi
Trail races at Waverly Park in Louisville offering a 6.6-mile loop and a half marathon plus virtual options. The event is cupless, has an aid station about halfway, on-site restrooms, limited parking, and overall male and female awards.
April 2027
Apr
10
Sa

Knobstone 50

Trail Run 50 mi
Point to point 50 mile trail race on Indiana's Knobstone Trail on April 10, 2027, featuring roughly 10,000 feet of elevation gain and forested backcountry views.
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