Running Races in Winchester, VA

A supportive youth running club for ages 7-14, focusing on skill development, endurance, and making running a fun, rewarding experience for all.

• Fun

Embrace the spirit of courage at the Valor 5K and Kids' Mile, a thoughtful event in Winchester, VA.

Sat, Apr 11, 2026, 8:00 AM EDT·3.1 Miles·Winchester, VA

EasygoingRUN

Course · Rolling · Family-oriented

Unleash your inner superhero for a family-friendly 5K and kids' runs, all while supporting the ChildSafe Center - CAC.

• Fun
• Competitive
• Quirky
• For a Cause

Sat, Apr 18, 2026, 9:00 AM EDT·3.1 Miles·Winchester, VA

EasygoingRUN

Course · Rolling · Family-oriented

Support vital physical therapy research by participating in this inclusive 5K, Kids Mile, and Adaptive Roll event in Winchester, VA.

• For a Cause

Sun, Apr 19, 2026, 8:30 AM EDT·5K·Winchester, VA

EasygoingRUN

Course · Rolling · Walkers welcome

Experience the popular Apple Blossom 10K in Winchester, VA, a vibrant spring race that often sells out.

• Festive

Sat, May 2, 2026, 8:30 AM EDT·10K·Winchester, VA

EasygoingRUN

Course · Rolling · Family-oriented

Join the 39th Annual Loudoun Street Mile for a classic one-mile run in Winchester, VA. A long-standing community tradition.

Mon, May 25, 2026, 8:00 AM EDT·1 Miles·Winchester, VA

Steady EffortWALK

Course · Rolling · Walk-focused

Run a rolling 5K in Winchester, VA, supporting Blue Ridge Habitat for Humanity, with awards for top finishers and a welcoming post-race gathering.

• Fun
• Competitive
• For a Cause

Sat, Jun 6, 2026, 8:02 AM EDT·3.1 Miles·Winchester, VA

EasygoingRUN

Course · Rolling · Timed race

Light up the night at this untimed 5K glow run, featuring family fun, food trucks, and a DJ, all supporting local youth.

• Inaugural
• Fun
• Quirky
• Festive
• For a Cause

Fri, Jul 17, 2026, 8:30 PM EDT·5K·Winchester, VA

Steady EffortRUN

Course · Rolling · Family-oriented