5 Scenic Races in Culpeper, Virginia

Find your inner peace, connect with nature, and escape the hustle and bustle of daily life by discovering joy in Culpeper, VA – where life moves a bit slower. If a traditional wellness or health retreat is not for you, Culpeper might be the perfect alternative for a restorative escape. Culpeper hosts several annual races, and offers visitors a variety of great running, walking, and biking spots. Meet new people, connect with old friends, and unite with fellow athletes to celebrate the love of running, biking, swimming, and your wellness journey!  

Upcoming Events:

1. Cal Tri Culpeper, April 26, 2026

Kick off race season at Mountain Run Lake Park with this multi sport festival featuring a wide range of race options for all experience levels. Athletes swim in Mountain Run Lake, bike through scenic countryside roads, and finish with a run showcasing views of the Blue Ridge Mountains. It is a beautiful and energizing way to start your wellness journey in Culpeper.

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2. Wicked Bottom Cross Country 5K, 10K and Fun Run, May 2026 (Expected Early May)

Held at Lenn Park, this cross country race winds through vineyard views, gravel trails, and along Mountain Run Creek. The mostly level course with gentle hills makes it ideal for runners and walkers alike, with plenty of opportunities to enjoy the surrounding nature.

3. Culpeper Cycling Century Tour, October 3, 2026

Experience Culpeper in peak fall color during this annual cycling event starting at Lenn Park. Riders can choose from 35, 65, or 100 mile routes that travel through scenic backroads across Culpeper, Madison, and Fauquier counties. Rolling hills, farmland views, and well supported rest stops make this ride as rewarding as it is picturesque.

4. Culpeper July 4th Freedom 5K, July 4, 2026

Celebrate Independence Day with a scenic run through Yowell Meadow Park. This family friendly event welcomes runners and walkers of all levels and brings together community spirit, patriotic pride, and outdoor fun.

5. Culpeper Triathlon Festival, July 25, 2026

One of Culpeper’s premier endurance events, this festival weekend at Mountain Run Lake Park features Olympic and Sprint triathlons, relays, and aquabike options. The course combines rolling terrain with beautiful farmland and lake views, offering a rewarding challenge for athletes of all levels.

More Places to Walk, Run, and Bike

• Cedar Mountain Battlefield
• Brandy Station Battlefield
• Culpeper Sports Complex
• Rockwater Park
• Yowell Meadow Park
• Cibola Farms (self-guided walking tour, farm store & bison fields)

Find Places to Stay, Things to Do, and Food & Drink for some much-needed relaxing fun before and after the race.