Trail Running calendar near Chepstow 2025-2026

We have found 273 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

Dusk Till Dawn: The Winter Edition, run by Mad Running Junkies in Bridgend, South Wales, is a 12-hour night-running challenge staged at the Bridgend Miniature Railway (Fountain Road, Aberkenfig, Tondu). Participants tackle three roughly 10-mile loops, aiming to complete as many laps as possible with..

The Rugged Radnage 10K Run, held in the Chiltern Hills near Radnage village, offers a challenging mixed-terrain course featuring roads, trails, footpaths, woods, and fields with notable ascents and descents. The event includes both 5K and 10K distances, with the 5K covering half of the 10K route. It..

The Callow Fell Race, organized by Mercia Fell Runners, is a challenging event that has transitioned from a summer to a winter series race. Covering a distance of 8.1 km with a total ascent of 762 meters, it is recognized as one of the toughest races in Shropshire. The course features steep climbs a..

The Cardiff Trail Half Marathon is an exciting running event set against the stunning backdrop of Castell Coch. Scheduled for November 16, 2025, this newly introduced race offers a unique blend of competition and scenic beauty, making it an ideal experience for both seasoned athletes and newcomers...

The Beckbury Trail is a 10K multi-terrain running event organized by Lawley Running Club, celebrating its 10th anniversary. Set in the scenic rural village and parish of Beckbury, Shropshire, the course features a mix of trail and a small section of road, including the challenging Badgers Bite Hill...

The MT10 (Multi-Terrain 10) is a 10-mile (16 km) off-road trail run held at Pembrey Country Park and along Cefn Sidan Beach in Carmarthenshire. The course features a mix of soil and firm sand surfaces, providing a varied terrain that accommodates runners of all abilities. Set in a scenic natural env..

The Avebury8 Nine is a small, highly regarded trail race set in the Avebury World Heritage Site in Wiltshire. The roughly 9-mile course starts and finishes in Avebury, with the route starting on Bray Street, heading north to Yatesbury Lane, through Yatesbury, and returning to Avebury High Street to..

Broadway Marathon & Half Marathon takes place in Broadway, Worcestershire, in the northern Cotswolds. The event offers two distances: a marathon and a half marathon. The course is long, hilly and muddy, predominantly on trails and unpaved tracks with a few minor road sections.It starts and finishes..

UTMB Index

Dark Valley, Night Trails is a night-time trail run at Moors Valley Country Park, Ashley Heath, near Ringwood, Dorset. The 10km loop winds through wide, tree-lined forest tracks on the Hampshire/Dorset border, with 1, 2, or 3 laps for 10km, 20km, or 30km. Runners use headtorches guided by bespoke fl..

Bournemouth Coastal TEN is a seaside running race held at Hengistbury Head, Bournemouth, Dorset. Runners choose between a scenic 10-mile or 10km coastal route along Bournemouth’s seafront, with views of Boscombe Pier, the Isle of Wight and The Needles to the east, and Old Harry Rocks along the Juras..

The Smurf Run is organised by Saturn Too Limited, a franchise partner of Saturn Running, and is scheduled for 22/11/2025 at Dare Valley Country Park, Aberdare, CF44 7PS. The event is run as a 7 hour Time Challenge that allows participants to choose how many laps to complete. Entry at the discounted..

The Action Heart Tuff Un is an annual multi-terrain running event held at Baggeridge Country Park in Dudley. Covering approximately 6 miles, the course features undulating trails, muddy paths, and a shallow stream crossing, offering a challenging yet rewarding experience for runners of all levels. W..

Budleigh Blister, hosted by Exmouth Harriers, takes place near Budleigh Salterton with the event anchored at The Holt, E Budleigh Rd. The weekend offers an approx 10-mile off-road course featuring stunning coastal and countryside scenery, plus a Blister Lite option of about 5 miles. The race starts..

The New Forest Stinger is a 10-mile multi-terrain trail race organized by Totton Running Club, held at Ocknell Campsite in the New Forest. The undulating off-road course is limited to approved trails and paths to comply with Forestry regulations, making it one of the few events to use this part of t..

The Weston Park 10k and 5k is an annual multi-terrain trail running event held in the scenic grounds of Weston Park, Weston-under-Lizard, Shropshire. The course features a mix of concrete, tarmac, gravel paths, and a short grass section, showcasing the historic park's landmarks. The 5k route covers..

The Combe Crawler is Ilfracombe Running Club's legendary cross-country race in Ilfracombe, North Devon, with the start/finish at Ilfracombe Football Club. The 8.5-mile (13.6 km) route weaves steep coastal paths, woodland tracks and fields, offering dramatic views of the coast and countryside. It’s d..

DirtRun In The Dark - Race 2 takes place at Wyre Forest Visitor Centre, Callow Hill, near Kidderminster, UK. The 10km off-road race is run as two laps around tracks and trails in the dark. Torchlight is compulsory, and canicross is allowed, creating a dark, outdoorsy atmosphere.Entries are limited t..

The Wallop is a scenic 21k trail run held within the Farleigh Wallop Estate in Hampshire. The course features a diverse mix of narrow woodland paths and wide gravel tracks that wind through forests and open land, offering runners an immersive natural experience. This half-marathon event is fully mar..

The The Maverick Exposure Lights Dark Oxfordshire will take place in Stonor on Saturday 29 November 2025. This trail is organized by Maverick Race. You can run between 7 and 17 kilometers.

The The Maverick Original Oxfordshire will take place in Stonor on Saturday 29 November 2025. This trail is organized by Maverick Race. You can run between 7 and 22 kilometers.