2026 Chessie Trail Marathon, Half Marathon, 10K, 5K, & 26.2 Relay - VIRTUAL Marathon

2026 Chessie Trail Marathon, Half Marathon, 10K, 5K, & 26.2 Relay - VIRTUAL Marathon

Oct 1, 2026Lexington, VA, United States

Race facts

Distances
Marathon, Half Marathon, 10K, 5K, 26.2 Relay
Terrain
Gravel and grass
Registration
Open

From the official race website, checked 2026-09-28. Official page

External Event

Distance

26.2 mi

Pace

All paces

Terrain

Gravel and grass

Difficulty

Beginner-friendly

About this run

The 11th Annual Run the Chessie offers a spectacular rail trail experience along America's most scenic routes. The Chessie Nature Trail, twice voted among the nation's top three recreational trails, winds through the southern Shenandoah Valley. This trail parallels the Maury River, connecting historic Lexington with Buena Vista. Runners will traverse a smooth, flat course composed of gravel and grass, following the path of the former Chesapeake and Ohio rail line and the historic James and Kanawha Canal towpath.

You'll experience a unique 26.2-mile journey without road crossings, curbs, or pavement. The course offers an ever-changing landscape, from the wild Maury River to farmland and vibrant fall foliage. You may spot local wildlife, including deer, turkeys, river otters, and even bald eagles. The trail passes ancient stone locks and dams, and you can enjoy the cool air near small caves at the base of limestone cliffs and through a serene bamboo forest.

This event is sanctioned by USATF, with all four race courses certified. The Marathon is a Boston Qualifier. Dedicated volunteers ensure a supportive and memorable experience for all participants. Walkers are welcome in the 5K, 10K, and Half Marathon.

Who it's for

This event is well-suited for runners of all levels, from beginners looking for a flat and scenic marathon to experienced athletes seeking a fast course. The variety of distances, including a marathon, half marathon, 10K, and 5K, caters to different fitness goals.

What to expect

  • The Marathon course covers the entire trail twice, offering unique perspectives as the landscape changes throughout the day. The start/finish area allows spectators to see runners multiple times.
  • The Half Marathon course heads east towards Buena Vista, loops back, and then returns to the finish line.
  • The 10K course involves an out-and-back section towards Buena Vista, followed by a segment towards Lexington with a final downhill finish.
  • The 5K course runs towards Lexington along the Maury River and through forests before looping back for a slightly downhill finish.
  • The Marathon is a Boston Qualifier, making it an attractive option for those aiming for this prestigious race.
  • Race registration is limited, and there will be no race day registration. It is recommended to register early to secure a spot.

Good to know

  • The event features a virtual option for the Marathon, Half Marathon, 10K, and 5K races, allowing participants to run their chosen course anytime between October 1 and November 7.
  • Amenities vary by race distance, with full marathon participants receiving custom finisher swag, a long-sleeve tech shirt (in even years), custom medals, and a post-race meal.
  • Transfers, deferrals, or changes to registration must be completed by October 31, 2026.

Typical conditions

For events around October 2026 in Lexington, VA, United States: Typical autumn conditions in this region — conditions can change quickly; confirm race-day guidance on the official page.

How to prepare

Trail events reward time on uneven surfaces and hills. Practice footing and bring the shoes and hydration the organizer recommends — details vary by race.

Find races near you

Getting there

This event is listed in Lexington, VA, United States. Confirm the exact start venue, parking, and transit options on the official registration page.

Frequently asked questions

What races are offered at the 2026 Run the Chessie?+

The event offers a Marathon, Half Marathon, 10K, 5K, and a 26.2 Relay. There is also a virtual option for the Marathon, Half Marathon, 10K, and 5K.

When is the 2026 Run the Chessie?+

The race takes place on November 7, 2026.

Where is the 2026 Run the Chessie held?+

The race is located in Lexington, Virginia, utilizing the Chessie Nature Trail.

Is the Marathon a Boston Qualifier?+

Yes, the Marathon course is USATF certified and is a Boston Qualifier.

Are walkers welcome?+

Walkers are welcome in the 5K, 10K, and Half Marathon events.

What is the terrain like?+

The course is a smooth, flat rail trail made of gravel and grass, running along the former Chesapeake and Ohio rail line and parts of the James and Kanawha Canal towpath.

How can I register for the 2026 Run the Chessie?+

Registration and payment are accepted online at the official registration page: http://www.runthechessie.org.

When does registration close?+

Registration closes on November 6, 2026, at 7 p.m. ET. There will be no race day registration.

External Event
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Registration is handled by the official event organizer

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