Races Around Winchester

You don’t need to travel far from Winchester to find great races! Here’s a few that we like to recommend. 

Races Around Winchester

You don’t need to travel far from Winchester to find great races! Here’s a few that we like to recommend. 

1 Mile, 5K, 10K

Loudoun Street Mile

Memorial Day Weekend

This family friendly event features scheduled heats so Mom and Dad can enjoy a race and give their kids a taste of racing as well! Race proceeds benefit The Laurel Center, a local shelter for victims of domestic abuse. Since 2002, the race has raised $35,000 for this local non-profit. 

    Apple Blossom 10K

    During Apple Blossom Festival

    This is the largest race in the Winchester area and is a “must run” for any local runner. It starts and finishes near Handley High School. It’s a great kick-off to the Apple Blossom Festival weekend, and ends with ample time to claim your spot for watching the Grand Feature Parade. 

    Liberty 5K

    4th of July

    The Liberty 5K is Winchester’s 4th of July race! It includes a 5K race and a mile for the kids. It starts and finishes in Jim Barnett Park. Race proceeds benefit the Winchester Parks and Recreation Department and The Lucas Fund. The Lucas Fund is a local charity that raises funds for the Bereavement Program in the Neonatal Intensive Care Unit at UVA.

    Shenandoah Valley Runners Winter Series

    November through March

    This 8-race series offers races between 5K and 5 miles. These low-key, family friendly races are held every other Saturday morning from December to March. Race locations vary from Strasburg to Winchester. They are a great way to get together with friends and stay in shape over the winter months!

    Half Marathons

    Battlefield Half Marathon

    First weekend in November

    This half marathon starts and finishes in the Kernstown Battlefield. The course takes you through some of the prettiest farm county in Frederick County. You can run the race as a full marathon, 5K relay, or 10K relay. 

      Are you hosting a race? We sponsor!

      We are always interested in adding to the races we currently sponsor. If you are interested in seeking a race sponsorship from Runners’ Retreat, please take a look at the following document to see if your race is eligible for sponsorship.

      Are you hosting a race? We sponsor!

      We are always interested in adding to the races we currently sponsor. If you are interested in seeking a race sponsorship from Runners’ Retreat, please take a look at the following document to see if your race is eligible for sponsorship.

      Sign up for updates and special offers from Runners' Retreat!


      By submitting this form, you are consenting to receive marketing emails from: Runners Retreat, 135 N. Loudoun St., Winchester, VA, 22601, http://www.runnersretreat.com. You can revoke your consent to receive emails at any time by using the SafeUnsubscribe® link, found at the bottom of every email. Emails are serviced by Constant Contact