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Trail Running Calendar near Berryville 2025-2026

Monthly updates for Berryville

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

Explore the top trail runs near Berryville for 2025-2026! We've gathered 13 exciting races in the area. Check out our detailed list below to find your next local race.

March 2026
Mar
7
Sa

Run First Wine Later 5k

Trail Run 3 km 5 km
Mar
8
Su

Smoketown Brewery 10k

Trail Run 5 km 10 km
Mar
21
Sa

Twisted Oak 8k

Trail Run 4 km 8 km
April 2026
Apr
4
Sa

Trail Demon 10k

Trail Run 5 km 10 km
Apr
19
Su

Barrel Oak 6k

Trail Run 3 km 6 km
Apr
25
Sa

C&O Canal 100

Trail Run 100 mi
Apr
25
Sa

Run the Rock | Leesburg

Trail Run 5 km
Apr
25
Sa

Winchester Battlefield Half

Trail Run 5 km 10 km Half Marathon
Apr
26
Su

Bluemont Station Brewery & Winery 5k

Trail Run 5 km
July 2026
Jul
25
Sa

868 Estate Vineyards 10k

Trail Run 5 km 10 km
August 2026
Aug
8
Sa

Third Winchester Battlefield Half

Trail Run 5 km 10 km 13 mi
Aug
23
Su

Leopold's Preserve 10k

Trail Run 5 km 10 km
Aug
29
Sa

The Inferno 10k

Trail Run 5 km 10 km