39th Annual Loudoun Street Mile

Mon, May 25, 2026, 8:00 AM EDT

Location: Winchester, VA; Starting Line, 1512 South Loudoun, 22601
Type: WALK

At a glance

Double-check key details

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

The 39th Annual Loudoun Street Mile invites runners to experience a classic one-mile race in Winchester, VA. This long-standing event offers a chance to participate in a community tradition. While details are concise, the organizers express excitement in welcoming participants.

What to expect

Run a classic one-mile distance.
Experience a long-standing annual event.
The course features rolling hilliness.

Standout details

39th Annual Event
Classic one-mile race
Rolling terrain

Auto-drafted from the public listing — confirm details on the official event page before signing up.

Distances & registration

5 options

Registration for all distances is through the official signup link above.

1 Miles
Mon, May 25, 8:00 AM EDT · From $11.60
Opens Jan 22, 2026, 5:00 AM EST · Closes Mar 7, 2026, 6:59 PM EST
1 Miles
Mon, May 25, 8:30 AM EDT · From $22.20
Opens Jan 22, 2026, 5:00 AM EST · Closes Mar 7, 2026, 6:59 PM EST
100 Yards
Mon, May 25, 10:00 AM EDT · From $8.42
Opens Jan 22, 2026, 5:00 AM EST · Closes May 17, 2026, 7:59 PM EDT

+ 2 more options

Men Collegiate
Mon, May 25, 10:00 AM EDT · From $0.00
Opens May 25, 2026, 11:22 AM EDT · Closes May 25, 2026, 11:33 AM EDT
Women Collegiate
Mon, May 25, 10:00 AM EDT · From $0.00
Opens May 25, 2026, 11:22 AM EDT · Closes May 25, 2026, 11:33 AM EDT

Vibe Check

Steady Effort

Rolling area

Based on terrain, weather, and distance data.

The course

Rolling
Walk-focused

From the organizer

We are very excited to welcome you to the 2026 Loudoun Street Mile!

Also in this area

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More demanding options nearby

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