Trail Running calendar near Chepstow 2025-2026

We have found 261 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

The Summer Midweek Race 3 - The Off-road One is part of the Tempo Summer Midweek Race Series held in Ilmington, UK, at the Ilmington Sports & Social Club. This event offers a unique off-road running experience, distinguishing it from the other road races in the series. Participants can enjoy a chall..

The Beacons Way Ultra 100 Mile is a challenging ultramarathon held in the Brecon Beacons National Park, South Wales. Covering 100 miles with 6,143 meters of ascent, the race starts at Abergavenny Castle and follows the Beacons Way National Trail, including iconic peaks like Pen-y-Fan and the Carmart..

UTMB Index

The Beacons Way Ultra 100km is a challenging ultramarathon held in the Brecon Beacons National Park, South Wales. Covering 62 miles with 3,451 meters of elevation, the race follows the official Beacons Way trail, starting near Talybont and traversing spectacular mountain scenery including Pen-y-Fan..

The Railway Ultra is a multi-distance running event held along the disused railway line between Ironbridge and Bridgnorth on the River Severn. Participants can choose from 9 miles, half marathon, 19 miles, 28 miles, or 37 miles. The route offers scenic views of the river and industrial heritage, wit..

The White Horse Gallop is a circular half marathon trail running event that begins and ends on the Ridgeway, showcasing the scenic beauty of National Trust sites, including Ashdown House and the historic White Horse Hill. The course features an "undulating" route, providing a challenging yet enjoyab..

The Pen Y Fan Challenge is a trail running event held in South Wales, featuring two race distances: 5 miles and 13 miles. Both courses include the ascent of Pen Y Fan, the highest peak in South Wales, offering runners scenic and challenging terrain. The event takes place near the LD3 8NL area and is..

August 2025

The Exmoor Trail Running Weekend, held in Lynmouth, offers a scenic running experience across coastal landscapes and river valleys. Participants can join three guided runs: a 5-6 mile evening run exploring the Valley of the Rocks, a 15-16 mile Saturday morning run covering Contisbury Hill, the North..

The South West Coast 50 Ultra Challenge is a premier 50km trail event held in Somerset and Exmoor, starting and finishing at Dunster basecamp near Dunster Castle. This scenic summer challenge features a 50km loop with over 1600 meters of climb, traversing the first Minehead section of the famous 630..

UTMB Index

The EDDUM is a 50-mile ultra running challenge set around the Epynt Way, a largely untouched permissive trail encircling the Sennybridge Training Area, the UK's third largest military training ground. Located in Wales, the course offers stunning views of the Brecon Beacons to the south and the Cambr..

The Guided 10K Pub Run will take place in New Alresford on Sunday 3 August 2025. You can run 10 kilometers.

The Birmingham Canal Canter is a scenic running and walking event held in Birmingham, starting and finishing at Moseley Rugby Club. Participants can choose from three circular routes: the Mini Canter (18.5 miles), the Canter (25.8 miles), and the Canter Marathon (26.2 miles). The course is 98% off-r..

The Haselbury Trailrace is a scenic cross-country running event held at North Perrott Cricket Club in Somerset. Established in 1989, the race features a 10K course consisting of two laps, with a shorter 6K fun run option available. The event offers a friendly atmosphere with excellent facilities inc..

The The Hilly Helmet Challenge will take place in Westbury on Wednesday 6 August 2025.

The MTC Thames Challenge is a demanding four-day ultra marathon covering 184 miles along England’s longest river path, the Thames. Starting from the river’s source in the Cotswolds and finishing at the Thames Barrier in Greenwich, the event is divided into four stages: the Cotswold Ultra (57 miles),..

The MTC Cotswold Ultra is a challenging 57-mile ultra marathon held in the Cotswolds, UK, starting at Kemble Train Station and finishing at Travelodge Oxford Abingdon Road. The point-to-point route follows the Thames Path, passing through scenic locations such as Somerford Keynes, Cricklade, Castle..

The MTC Oxford Ultra is a 49-mile ultra marathon starting from Travelodge Oxford Abingdon Road and finishing at The Catherine Wheel in Henley-on-Thames. The point-to-point course follows the Thames Path, passing scenic landmarks such as Sandford Weir, Culham, Cholsey, Moulsford, Streatley, Whitchurc..

The Brecon Beacons 51k event, part of the RunThrough UK Brecon Beacons Trails in August 2025, offers runners a challenging ultra-distance trail race in the scenic Brecon Beacons, starting from Talybont-on-Usk. Participants can choose from 10K, 24K, or 51K distances, each featuring rugged trails, cli..

The MTC Windsor Ultra is a challenging 47-mile ultra marathon held in the UK, starting in Henley-on-Thames and finishing in Kingston upon Thames. The point-to-point course follows the River Thames, passing landmarks such as Marlow Lock, Cookham Moor, Maidenhead Bridge, Windsor Racecourse, Windsor Ca..

The Ramsbury Gold 10k is a scenic trail running event held at the Ramsbury Brewery on the Ramsbury Estate in Wiltshire. The 10km course features approximately 70% off-road terrain, including local trails, woodland, and footpaths, with an elevation gain of 165 meters. Suitable for all abilities, the..

The Bearwood Blast is a chip-timed trail running event held at Bearwood Farm in Pembridge, Herefordshire. Scheduled for August 12, 2025, it offers 5k and 10k distances suitable for beginners and experienced runners alike. The course features an undulating trail that skirts field boundaries, passes t..