Running Races in Winchester, Virginia 2026 | Browse All Races

There are 5 running races in Winchester, Virginia in 2026. The next is the Apple Blossom Valley Health 10K and Shenandoah Valley Orthodontics Kids' Bloomin' Mile on May 1. Distances include 5K races.

Apple Blossom Valley Health 10K and Shenandoah Valley Orthodontics Kids' Bloomin' Mile

Fri, May 1 · Winchester, VA Winchester

Road 8-9 Kids' Mile12-14 Kids' Mile6-7 Kids' Mile +2

From $25 Open Closing Soon

Group run/ruck/walk with Shenandoah Valley Runners and Girls on the Run of the Shenandoah Valley!

Sat, May 16 · Winchester, VA Winchester

Open

39th Annual Loudoun Street Mile

Mon, May 25 · Winchester, VA Winchester

Road Fitness WalkMile RaceTot Trot +2

From $0 Open Closing Soon

Navy Federal Credit Union 5K - Winchester

Sat, Jun 6 · Winchester, VA Winchester

Road 5K Active Duty/Retired MilitaryWheelchair Division Adult/Youth5K Adult/Youth +3

From $15 Open

Glow All Out 5K Glow Run

Fri, Jul 17 · Winchester, VA Winchester

Road 5KTot Trot

From $10 Closed

Running Races in Winchester, Virginia — 2026

Apple Blossom Valley Health 10K and Shenandoah Valley Orthodontics Kids' Bloomin' Mile

Group run/ruck/walk with Shenandoah Valley Runners and Girls on the Run of the Shenandoah Valley!

39th Annual Loudoun Street Mile

Navy Federal Credit Union 5K - Winchester

Glow All Out 5K Glow Run

All Virginia Races