Trail Running calendar near Chepstow 2026-2027

We have found 346 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

A trail championship at Matterley Basin near Winchester on 4 March 2026, offering 10 km and 20 km races run on 5 km laps with mass starts and on-course water stations.

The MTC Winter Green Man Ultra offers 30 and 45-mile loops on Bristol's Community Forest Path. With four checkpoints and pacers guiding various finish times, it's a winter ultramarathon challenge. All finishers receive a medal and technical..

Trail running at Hinton Admiral Estate on 7 March 2026 with 21.6 km, 15 km and 10.1 km routes; running, canicross and hike options through woodlands, heath and meadows. Finishers receive a medal, a drink and goodies.

Tackle 580m of ascent on this challenging 7.8km fell race through Carding Mill Valley. Part of the Shropshire Winter Series, it features rocky tracks and steep descents. Full mandatory kit is required for all participants.

Run a flexible-distance coastal challenge with views of the Isle of Wight. Choose from 5K to ultra-marathon on a mixed-terrain, lap-based course. Enjoy an aid station and a relaxed start window.

Run through the historic Rushmore Estate and Cranborne Chase National Landscape with distances ranging from 10km to a full marathon. Enjoy a scenic trail route starting from the ornate Larmer Tree Gardens.

A flexible three day running event based at The Unicorn Inn in Telford with options of 8 miles, a half marathonish distance or a full marathon across one, two or three days, and a ticket range from about £42 to £115.

Trail runners can choose a Half Marathon or 10km route through the scenic Cambrian mountains. The fully signed courses have no cut-off time and include children's races. The family-friendly event village offers local food and supports chari..

Event Overview The Hundred Hills 50km is a 50km trail ultra marathon taking place in the Chiltern countryside. The event starts and finishes at Stonor Park, an 850-year-old estate. Course Details The route consists of two different 25km loo..

UTMB Index

This trail run along Dorset's Jurassic Coast starts on Swanage seafront and finishes at historic Corfe Castle. Choose from three distances on firm coastal paths. The adventure includes a unique return trip to the start on a vintage steam tr..

Explore the trails of the South Downs National Park near Winchester. Choose from three scenic routes of varying distances, all starting from the Matterley Basin Grand Prix Track. This dog-friendly event offers a hard-packed course with pano..

Run under the stars on the trails of Arlington Court. Choose between a 6km or 12km night-time loop, with head torches lighting the way through the hilly estate. Keep an eye out for local wildlife like owls and deer as you race.

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..

The Dashing Dog Charity Run - Wales This is a charity running event to raise money for local dog rehoming centres, organized by Saturn Too Limited. It takes place on March 21, 2026, at Dare Valley Country Park in Aberdare, Wales. The event..

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.

Winter's End is a South Downs trail event offering a 50 mile ultramarathon and two marathon options between Arundel, Queen Elizabeth Country Park and Winchester, with marked courses, aid stations stocked with PH 1000, bag drop and coach tra..

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..