Trail Running calendar near Chepstow 2026-2027

We have found 354 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

Explore ancient trees and rolling trails in Wyre Forest on 15 March 2026 with a half marathon or a 7.6 mile Super Seven. Enjoy timed, fully marshalled courses, finishers medals and a friendly forest atmosphere with cafe and on course suppor..

Join this flexible time challenge at Dare Valley Country Park to support local dog rehoming charities. Run as many laps as you wish over seven hours on well maintained paths with full support and themed medals.

Join the Pendock Spring Chicken Run on 15 March 2026 for scenic Worcestershire routes with 10K, 5K and a 1K fun run for all ages. Enjoy medals, prizes and help raise funds for the local school.

Join the final round of the West Glamorgan XC League for a five mile cross country race in Tairgwaith. Experience a team focused event at the Amman Valley Trotting Club with trail shoes recommended for the terrain.

Experience the beauty of the South Downs National Park on a point to point trail run from Arundel to Winchester featuring ultramarathon or marathon distances with fully marked courses and stocked aid stations.

An 11K multi terrain run around Bratton on 21 March 2026 with panoramic views, prizes across age categories and medals for finishers. Places are limited to 200 and entries close 14 March 2026 or earlier.

This scenic trail half marathon winds through the heart of the Forest of Dean. It doubles as the British Trail Running Championships short distance event, offering a chance at a national title. The well marked course starts and finishes at..

Take on the Red Warrior multi terrain races at Margam Country Park on 22 March 2026, with 5K, 10K and 20K routes for solo runners and canicross teams. Expect varied trails, friendly vibes and a great day out for competitors and their dogs a..

The Elephant Challenge is a flexible 6-hour trail run in the award-winning Salcey Forest. Choose your own distance on a 3.5-mile forest loop, suitable for runners and canicross participants. It's a popular event with a format that welcomes..

Cross Dartmoor from east to west on this 50km or 16 mile traverse featuring self navigation and live GPS tracking. Runners can participate solo or in teams and enjoy fully supported feed stations and a finish line medal.

Experience a unique urban trail adventure starting in the heart of Bristol. Choose between 25km and 55km routes featuring riverside paths, woodland trails, and iconic views of the Clifton Suspension Bridge.

The Bath 50 Ultra Challenge offers a scenic looped route around the historic city on 28 March 2026. Choose from 50 km, 29 km, or 10 km distances, with full support including rest stops and meals. It's open to walkers, joggers, and runners,..

UTMB Index

The Exeter Trail Races offer a 10K and Half Marathon on the scenic, off-road trails of Escot Park. Both distances feature canicross options for runners with dogs. Expect climbs, potential mud, and a finisher's medal at this established even..

Run as many laps as you choose on this forest trail course in Hurn Forest. Enjoy a well maintained loop with distances ranging from 5K to ultra marathon and support forest conservation with your entry.

The Ultra in the Black Country returns for its ninth year in March 2026. This 32-mile scenic loop starts and finishes at Baggeridge Country Park. The traffic-free route explores disused railways, canal paths, and tunnels, and can be run sol..

Tackle the hills and mud of Axminster in the Minster Challenge. Choose from a challenging 12 km, a 5 km route, or a family-friendly 3 km fun run. All finishers earn a medal, and the event features a supportive trail running atmosphere.

A 16 mile multi terrain race through the Berkshire and Hampshire countryside. Runners enjoy a point to point route with included coach transport and kit transfer between the start at Combe Gibbet and the finish in Overton.

Experience a 10 mile multi-terrain race or a 5k fun run through the private estates and rolling hills of mid Devon. Enjoy a community event featuring trail running, riverside paths, and scenic woodland climbs.

A five mile off road trail at Upcote Farm on 29 March 2026, limited to about 300 places. The route features farm roads, bridleways and forest tracks, with chip timing, medals for all and prize categories for juniors and veterans.

Take on the finale of the Shropshire Winter Series at Ercall Wood, a tough 8.8 km fell race climbing 519 m on scenic Ercall Hill. Pre entry or on the day entries accepted and junior races run for ages 12 to 17.