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Trail Running Calendar near Delaplane 2025-2026

Explore the top trail runs near Delaplane for 2025-2026! We've gathered 60 exciting races in the area. Check out our detailed list below to find your next local race.

May 2025
May
10
Saturday

Whiskers & Wags Run 5k

5 km
May
10
Saturday

BEST Kids Superhero 5K

5 km
May
10
Saturday

Historic Waterford Trail Run/Walk

Trail Run 5 km 10 km
May
10
Saturday

Loudoun Serenity House Run

5 km
May
10
Saturday

The Cloud Run

4 km
May
11
Sunday

Devotion to Children Mother's Day 4 Miler

4 mi
May
11
Sunday

Mom's Day 5K

5 km
May
17
Saturday

Massanutten Mountain Trails 100 Mile Run

Trail Run 100 mi
May
17
Saturday

Two Twisted Posts Winery 10k

5 km 10 km
May
17
Saturday

Gainesville High School Cardinal 5K Run/Walk

5 km
May
17
Saturday

Sanders Corner ES 5K Run/Walk

5 km
May
18
Sunday

Rappahannock Cellars 10k

5 km 10 km
May
18
Sunday

Race For Your Heart 5K

5 km
May
18
Sunday

Courage Day 5K

5 km
May
23
Friday

Night Raider 10k

Trail Run 5 km 10 km
May
24
Saturday

Salute to the Military Triathlon

Triathlon
May
25
Sunday

National Wine Day 10k

5 km
May
26
Monday

Ringing in Hope: A Salute to our Troops

5 km 10 km
May
31
Saturday

Barrel Oak 6k

Trail Run 6 km
May
31
Saturday

Love, KK - 5KK Race

5 km
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