39th Loudoun Street Mile

Mark your calendars for 2026 and join us as we race through the brick-lined streets of Old Town Winchester in a tradition 39 years strong! Whether you’re chasing a personal best, competing as a collegiate athlete, or enjoying a fun Memorial Day outing with family, the Loudoun Street Mile has something for everyone.

Why You Can’t Miss It:

• RRCA Regional Championship Race & Collegiate Running Association Championship Race
• 500+ runners and walkers of all ages and abilities
• Electric crowd support in a vibrant, historic setting
• A perfect chance to celebrate community, fitness, and fun
• Help benefit The Laurel Center.

Invite your friends, lace up your shoes, and be part of the excitement!

You may also like the following events from Run At The Top:

• This April, 7th April, 06:00 pm, Spring Youth Running Club in Winchester
• This April, 11th April, 08:00 am, Valor 5K & Kids' Mile in Winchester
• This July, 17th July, 08:00 pm, Glow All Out 5K in Winchester

Also check out other Sports events in Winchester, Trips & Adventurous Activities in Winchester.