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Trail Running Calendar near Knoxville 2026-2027

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Explore the top trail runs near Knoxville for 2026-2027! We've gathered 27 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
Nov
27
Fr

Black Friday 10k - Herndon

Trail Run Walk 5 km 10 km
A post-Thanksgiving outdoor event at Frying Pan Park in Herndon offering 5K and 10K routes plus virtual entry options and a post-race visit with farm animals.
Nov
28
Sa

Henway Hard Cider Turkey Trot 10k

Trail Run Walk 5 km 10 km
A Thanksgiving weekend 5 km and 10 km at Henway Hard Cider in Bluemont, VA with in-person and virtual options and post-race cider on the farm.
March 2027
Mar
6
Sa

The Dark Side 8 Hour Ultra

Backyard Ultra
An annual eight-hour timed trail event at Little Bennett Park near Clarksburg, MD, run on a mainly single-track 5.5 mile loop.
April 2027
Apr
18
Su

Spring Hops

Trail Run 5 km
A cross country 5K at Red Shedman Farm Brewery on the Linganore Winecellars grounds, with a technical quarter zip and one pour for finishers and on-site picnic and tasting options.
Apr
24
Sa

C&O Canal 100

Trail Run 100 mi
A 100 mile race along the C&O Canal towpath near Knoxville MD with a 40 mile loop plus two 30 mile loops, multiple aid stations, and a Camp Manidokan start.
May 2027
May
1
Sa

Trail Demon 10k

Trail Run 5 km 10 km
Trail Demon presents scenic, technical trail races of 5 km and 10 km near Foggy Bottom Road in Bluemont, VA on May 1, 2027, with virtual entry options.
June 2027
Jun
5
Sa

The More Miles Last One Standing Challenge

Backyard Ultra 4 mi
Backyard-style ultra in Knoxville MD with repeating 4.167 mile laps every hour until one remains, plus a concurrent 1 mile Mortals edition.
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