August Classic Races within 50 miles of Winchester, VA

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1
Aug 2, 2025
Saturday
Fred Kaley Road Race
5K, 1M run
Greencastle, PA
49 miles point to point
Franklin County, PA
2
Aug 2, 2025
Saturday
Frederick Women's Distance Festival
5K, 1K run
Virtual Option
Frederick, MD
43 miles point to point
Frederick County, MD
3
Past Date
Aug 3, 2024
Saturday
Big Cork Wine Run 5K
5K run
Rohrersville, MD
32 miles point to point
Washington County, MD
4
Past Date
Aug 3, 2024
Saturday
Blue Crab Bolt Trail Running Series Race - Little Bennet
10K, 5K trail run
Clarksburg, MD
47 miles point to point
Montgomery County, MD
5
Past Date
Aug 4, 2024
Sunday
Summer Dash 5K & 10K
10K, 5K run
Virtual Option
Boyds, MD
45 miles point to point
Montgomery County, MD
6
Past Date
Aug 9, 2024
Friday
Krumpe's Donut Alley Rally 5K
5K run
Hagerstown, MD
40 miles point to point
Washington County, MD
7
Aug 9, 2025
Saturday
Sherando Park Endurance Athletic Run 8 Hour Challenge
25K trail run
Stephens City, VA
7 miles point to point
Frederick County, VA
8
Aug 9, 2025
Saturday
Winchester Battlefield 5K/10K/Half
13.1M, 10K, 5K trail run
Virtual Option
Winchester, VA
9
Past Date
Aug 11, 2024
Sunday
MCRRC Groovin Woodstock 7K XC
7K trail run
Dickerson, MD
40 miles point to point
Montgomery County, MD
10
Past Date
Aug 11, 2024
Sunday
Peach Festival Jack Roberts Scholarship 5K
5K run
Hagerstown, MD
40 miles point to point
Washington County, MD
11
Past Date
Aug 11, 2024
Sunday
Summer Sprint 5K & 10K
10K, 5K run
Virtual Option
Purcellville, VA
24 miles point to point
Loudoun County, VA
12
Past Date
Aug 17, 2024
Saturday
Fauquier Education Farm 5K and Fun Run
5K trail run
Warrenton, VA
38 miles point to point
Fauquier County, VA
13
Past Date
Aug 17, 2024
Saturday
Gary Brown Memorial C&O Canal Five Mile Run
5M run
Williamsport, MD
35 miles point to point
Washington County, MD
14
Past Date
Aug 17, 2024
Saturday
Miner's Lady 8 Hour Endurance Race
8H trail run
Harpers Ferry, WV
25 miles point to point
Jefferson County, WV
15
Past Date
Aug 17, 2024
Saturday
The BREW Mile
1M run
Ashburn, VA
37 miles point to point
Loudoun County, VA
16
Past Date
Aug 18, 2024
Sunday
Devil's Den 10 Miler
10M run
Culpeper, VA
50 miles point to point
Culpeper County, VA
17
Past Date
Aug 18, 2024
Sunday
Summer District 5K & Half
13.1M, 5K run
Virtual Option
Washington, VA
32 miles point to point
Rappahannock County, VA
18
Past Date
Aug 20, 2024
Tuesday
Chamber Masters & 5K
5K run
Haymarket, VA
38 miles point to point
Prince William County, VA
19
Aug 23, 2025
Saturday
I Believe In Me 5K for HOPE
5K run
Frederick, MD
43 miles point to point
Frederick County, MD
20
Aug 23, 2025
Saturday
Tiki Trot 5K and Beer Mile
5K run | 1M novelty run
Williamsport, MD
35 miles point to point
Washington County, MD

For the love of all that Is good And moisture wicking...

Though we Try To be accurate And On top Of things... Race details can change When we aren't lookin. And once in a while we simply make a mistake.

ALWAYS visit the race's website for the most complete and accurate race information.