9 running events in Nelson County, Virginia

From big races to Saturday morning group runs—find running events and connect with the local endurance sports community.

• LIVE BOLD 4 Miler at Bold Rock Cidery [corkscrewracing.com] [Register at runsignup.com]
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  Sat, Apr 11, 2026 at 9:00 AM

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  The 12th Annual LIVE BOLD 4 Miler at Bold Rock Cidery in beautiful Nellysford, Virginia is a must-do for runners, walkers, and Bold Rockers alike! Enjoy an absurdly scenic, flat course, then kick...

  The 12th Annual LIVE BOLD 4 Miler at Bold Rock Cidery in beautiful Nellysford, Virginia is a must-do for runners, walkers, and Bold Rockers alike! Enjoy an absurdly scenic, flat course, then kick back at the finish line with a refreshing Bold Rock cider while soaking in the views the cidery is famous for.

  LIVE BOLD, take a chance, and join us this spring for some well-deserved fun with friends and family—Nelson County style! Walker, stroller, and Fido-friendly.

  4 Miles Run Walk

  1368 Rockfish Valley Highway, Nelson County, Virginia, 22958, United States
  OpenStreetMap Google Maps
• Mountain & Vine Vineyard 3k, 6k, & 9k [bishopsevents.com] [Register at raceroster.com]
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  Sat, Apr 18, 2026 at 10:00 AM

  Description

  Come out and enjoy this scenic 3k/6k/9k run around the property. There are some challenging summits to climb, but the views are worth it!

  3k 6k 9k Run

  165 Delfosse Winery Lane, Nelson County, Virginia, United States
  OpenStreetMap Google Maps
• Run Recover Rise 5k [runsignup.com]
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  Sat, Apr 25, 2026 at 8:30 AM

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  Join us for the First Annual Run Recover Rise 5k located in Spruce Creek Park on Glenthorne Loop! This out-and-back run starts at the park entrance and follows the paved path toward Rockfish Valley...

  Join us for the First Annual Run Recover Rise 5k located in Spruce Creek Park on Glenthorne Loop! This out-and-back run starts at the park entrance and follows the paved path toward Rockfish Valley Highway. Located at the base of the mountains, runners will wind through trees and open fields, getting the best views of the beautiful Nelson County! This is the perfect event for experienced runners, new runners, or those wanting to support the community and get in some steps.

  Each registrant will receive a race t-shirt. Additional shirts will be available for purchase the day of the event. To ensure you receive your preferred size shirt, please register before April 5th. Those registering after April 5th cannot be guaranteed their preferred size.

  Registration closes April 19, 2026 at 11:59 pm. Price will increase to $40 after March 27th. $50.00 day-of registration is available on site, but only checks will be accepted. Student Discount available when registering.

  Awards will be provided to first place winners of the following age groups:

  • 15 and under

  • 16-19 female and male

  • 20-29 female and male

  • 30-40 female and male

  • Over 40

  This event is sponsored and supported by the following community partners: Nelson County Recovery Court, Nelson County Office of the Commonwealth's Attorney, Nelson County Sheriff's Office, and Nelson County Victim Witness Program. Funds raised during this 5k will support community development and resources with the Nelson County Recovery Court and Sheriff's Office.

  For volunteer opportunities/information, please email Quinn at qconrad@nelsoncounty.org.

  5k Run

  1368 Rockfish Valley Highway, Nelson County, Virginia, 22958, United States
  OpenStreetMap Google Maps
• LIVE BOLD JeeperFest at Bold Rock Cidery [corkscrewracing.com] [Register at runsignup.com]
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  Sat, May 09, 2026 at 11:00 AM

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  Jeeps.® We love them. In fact, we can't get enough of them. Since 2010, we've been creating amazing running events throughout Virginia's Shenandoah Valley and Rockfish Valley, and in 2021 we decided...

  Jeeps.® We love them. In fact, we can't get enough of them. Since 2010, we've been creating amazing running events throughout Virginia's Shenandoah Valley and Rockfish Valley, and in 2021 we decided to scratch another itch – JEEP events.

  LIVE BOLD JeeperFest at Bold Rock Cidery

  LIVE BOLD JeeperFest was launched in 2021 at Bold Rock Cidery to celebrate Extreme Terrain’s Go Topless Day®, a worldwide Jeep community tradition welcoming the start of spring. The inaugural event featured more than 100 Jeeps gathered in the picturesque meadows of Bold Rock Cidery in Nellysford, Virginia.

  In 2022, the event doubled in size. In 2023, attendance tripled—and every year it has sold out within days of opening registration. LIVE BOLD JeeperFest has consistently been the largest Go Topless Day event in Virginia, and we expect the same enthusiasm, energy, and bragging rights heading into 2026.

  About Go Topless Day®

  Go Topless Day is a global celebration for Jeep owners and enthusiasts, encouraging drivers to remove their tops and welcome the spring season together. In 2025 alone, nearly 500 Go Topless Day events took place worldwide—spanning all 50 U.S. states, seven countries, and an estimated 63,000 Jeeps. Events range from trail cleanups and parades to show-and-shine competitions and community festivals.

  Community Impact

  A portion of the 2026 LIVE BOLD JeeperFest proceeds will benefit Samuel's Supper™, a local nonprofit organization. For each Go Topless Day event that raises at least $500 for a local 501(c)(3), ExtremeTerrain sponsor, Barricade, will match an additional $500 donation to that same organization—doubling the community impact.

  The JeeperFest Experience

  LIVE BOLD JeeperFest is a full-day spring festival featuring:

  Live music

  Delectable food trucks

  A Jeep Show & Shine competition

  Vendor exhibits

  Bold Rock Hard Cider

  This combination of automotive culture, entertainment, and local flavor makes JeeperFest a signature destination event for Jeep enthusiasts and the broader community alike.

  2026 Event Date

  LIVE BOLD JeeperFest at Bold Rock Cidery is scheduled for SATURDAY, MAY 9, 2026.

  While this date falls one week earlier than the official Jeep Go Topless Day®, it allows us to kick off the celebration early, ensuring another unforgettable event for our attendees and partners alike—and celebrate our youngest graduating from Virginia Tech!

  Run Trail

  1368 Rockfish Valley Highway, Nelson County, Virginia, 22958, United States
  OpenStreetMap Google Maps
• Mountain Masochist Trail Run [runmmtr.com] [Register at ultrasignup.com] - Instagram
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  Sat, Nov 07, 2026

  50k 100k Run Trail Ultra

  15072 Crabtree Falls Hwy, Nelson County, Virginia, 24464, United States
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• UltraTrax Wintergreen [ultratraxgo.com] [Register at runsignup.com]
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  Sat, Nov 07, 2026 at 7:00 AM

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  A mountain-built trek across Wintergreen’s rugged Blue Ridge slopes. Push your pace. Carry your weight. Move with the pack. The route weaves shaded single-track, rocky overlooks, and rolling...

  A mountain-built trek across Wintergreen’s rugged Blue Ridge slopes. Push your pace. Carry your weight. Move with the pack. The route weaves shaded single-track, rocky overlooks, and rolling ridgelines with sweeping valley views across Virginia’s high country.

  Choose your distance: 7, 14, 21, or 28 miles, and complete in 10 hours to earn the coveted UltraTrax Grey Wolf Medal. Toss on a 10, 20, or 35-lb weighted vest or ruck and unlock bonus finisher swag + serious bragging rights. The course will be extremely well marked with a fun post-trek party for everyone to enjoy!

  Trek Day Information

  UltraTrax Wintergreen kicks off at 7am on November 7, 2026. The starting line will be open from 7am to 10am with the post-trek party starting at 11am. It is not a race, but it is a timed event and walkers will have 10 hours to complete the course. Bibs can be mailed or picked up the morning of the event. **IF YOU REGISTER AFTER 10/20/26, BIBS MUST BE PICKED UP IN PERSON. A friend or relative can pick up a bib if you can't attend. Complimentary parking is available onsite. Finishers will receive a custom t-shirt and velcro patch. Level 3 and 4 participants will also qualify to earn our coveted UltraTrax Grey Wolf medal. Refreshments and food will be available after the race.

  Event Highlights

  Exhilarating Trails: Experience an incredible loop trail across Wintergreen's scenic wooded terrain, offering stunning views and varied hiking paths.

  All Level Challenge: UltraTrax is designed for beginners and experienced athletes alike. Bring a friend and level up the route by adding weight to carry!

  Fun Atmosphere: Enjoy the lively setting with fellow adventurers. Spectators and participants can also enjoy on site activities like zip lines, waterpark, mountain coaster, and more!

  Delicious Base Camp Food: Base Camp welcomes guests a relaxing and energetic area to celebrate with friends and family.

  Mission Driven

  UltraTrax is committed to making a positive impact beyond its events. A portion of all proceeds is donated to the Conservation Lands Foundation.

  7 Miles 14 Miles 21 Miles 28 Miles Run Trail Ultra Walk

  39 Wintergreen Drive, Nelson County, Virginia, 22967, United States
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