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Trail Running Calendar near Leesburg 2025-2026

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Explore the top trail runs near Leesburg for 2025-2026! We've gathered 141 exciting races in the area. Check out our detailed list below to find your next local race.

April 2026
Apr
4
Saturday

Bull Run Run 50 Miler

Trail Run 50 mi
Apr
4
Saturday

Trail Demon 10k

Trail Run 5 km 10 km
Apr
11
Saturday

St Joseph 5K

5 km
Apr
12
Sunday

Breeze Thru the Trees 5k

Trail Run 5 km
Apr
18
Saturday

SMHS Makin' Hay 10K

5 km 10 km
Apr
18
Saturday

Frederick Running Festival Preview Run

12 mi
Apr
19
Sunday

Barrel Oak 6k

Trail Run 3 km 6 km
Apr
25
Saturday

C&O Canal 100

Trail Run 100 mi
Apr
25
Saturday

Middleburg Wellness Day 5K

5 km
May 2026
May
2
Saturday

Farm Park Challenge

Trail Run 25 km 3 hr 6 hr 10 hr
May
2-3
Sa - Su

Frederick Running Festival

5 km Half Marathon
May
2
Saturday

Loudoun Serenity House Run

5 km
May
9
Saturday

Deer Dash 5K

5 km
May
9
Saturday

The Bettie Jane Cancer Foundation 5K Run/Walk

5 km
May
16
Saturday

Two Twisted Posts Winery 10k

5 km 10 km
May
23
Saturday

National Wine Day 10k

5 km
May
25
Monday

Panda 5K

5 km
May
30
Saturday

The More Miles Last One Standing Challenge

Backyard Ultra 4 mi
August 2026
Aug
29
Saturday

The Inferno 10k

Trail Run 5 km 10 km
October 2026
Oct
17
Saturday

Spook Hill Cider & Wine Run

3 mi 4 mi
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