Chessie Trail Marathon, Half Marathon, 10K, 5K, & 26.2 Relay
South River, Virginia, United States
Nov 7, 2026 - Saturday
5k, 10k, Half-marathon, Marathon
Race Information
Run The Chessie! Run America’s most spectacular rail trail! The seven-mile Chessie Trail, situated at the southern end of the Shenandoah Valley, parallels the scenic Maury River and connects historic Lexington, Virginia, with the boom-town community of Buena Vista. The smooth, flat, gravel and grass trail runs along the former Chesapeake and Ohio rail lines and parts of the earlier James and Kanawha Canal towpath.
You’ll run through an ever-changing landscape along the wild Maury River, through farmland and leafy canopies at their peak of fall color, past ruins of massive stone locks and dams. View wildlife from fish and ducks to rabbits, wild turkeys, river otters, and even bald eagles.
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👍 Run Pick of the Month: Ocean City Runinng Festival 🌊
5K • 8K • Half-Marathon • Marathon
🗓️ November 14, 2026 - Saturday | 📍 Ocean City, MD
💸 Exclusive $15 Off! Use Code: Run26Guide
Experience the energy of a growing regional race, attracting runners from across the Mid-Atlantic to one of the premier coastal events in the area.
Why we like this event:
✅ Coastal Course: Run the iconic boardwalk and Assateague Island
✅ Mini Beach Getaway: Combine a premier race with a weekend at the coast
✅ Finish-Line Party: Relax and celebrate your medal right by the water
If you’re looking for a fall race with ocean views and a getaway vibe, now’s the time to lock in your spot! 🌊
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Race Facts
Race Size: 100 - 500
Elevation: Fast and Flat
Course Type: Trail
Boston Qualifier: Yes
Kids Run: No
Where to Stay
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