Trail Running calendar near Chepstow 2025-2026

We have found 290 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

The Epona 100 is an exhilarating 100-mile ultra marathon set in the stunning landscapes of Abergavenny, featuring a challenging elevation gain of 17,000 feet. Participants will traverse a mix of iconic trails, including Offa’s Dyke, Cambrian Way, and Beacons Way, offering breathtaking views and a me..

The Midsummer Mortimer Trail is an exciting running event featuring a 30-mile Ultra and a 15-mile route, set against the stunning backdrop of the Mortimer Trail from Kington to Ludlow Castle. This self-navigating adventure takes participants through the picturesque Marches of England, showcasing div..

The Jurassic Coast 100 is an exciting running event taking place on June 21-22, 2025, along the stunning Jurassic Coast, a UNESCO World Heritage site. Participants can choose from various distances, including a 105-mile ultra, 100 km, 70 km, 50 km, and a 33 km challenge. The course offers breathtaki..

The AVR Umborne Ug is a scenic multi-terrain 10k run organized by Axe Valley Runners and the Umborne Hall Committee, taking place at Umborne Village Hall in East Devon. The event, held under the Association of Running Clubs rules, features a route that is 75% off-road, including a picturesque sectio..

The Malvern Midsummer Marathon is a challenging running event set to take place on June 21, 2025, starting from Colwall Village Hall in Malvern. Participants can choose between two routes: a 27-mile course featuring approximately 5000 feet of ascent across the scenic Malvern Hills, and a 15-mile rou..

The Cotswold Way Ultra Challenge is a premier endurance event taking place on June 21-22, 2025, in the picturesque Cotswolds. Participants can choose from various distances, including 100 km, 75 km, 50 km, 25 km, and a 10 km option, catering to all experience levels. The challenge begins and ends at..

The Oxford Greenbelt 10km is a scenic running event set in the beautiful Oxfordshire countryside, scheduled for June 21, 2025. This race is part of a larger event that includes a 3km and a 1km run, catering to participants of various ages and abilities. The 10km course features a predominantly off-r..

The Exmoor Running and Walking Festival is a vibrant celebration of outdoor activities set in the breathtaking Exmoor National Park. This festival combines the historic Exmoor Perambulation and the Man vs Moor events, offering a variety of challenges for both runners and walkers. Participants can en..

The Snodsbury Scoot and Scramble is a multi-terrain running event taking place in Upton Snodsbury, Worcestershire, on June 22, 2025. The event features two races: the Snodsbury Scramble, a 10k course primarily off-road, and the Snodsbury Scoot, a 1.2km race for children. All profits from the event w..

The Greystones 10K Trail Run, organized by North Cotswolds Rotary in collaboration with Gloucestershire Wildlife Trust and Brio Retirement Living, takes place at Greystones Farm Nature Reserve in Bourton-on-the-Water. This scenic event features a mix of quiet country roads and undulating terrain, ma..

The Midsummer Murder event is a thrilling trail running challenge set in the picturesque Hambleden Valley, located between Henley on Thames and Marlow. Participants can choose between a 10-mile course and a half marathon, both of which showcase the stunning natural beauty of the Chilterns. The cours..

The Coombe Keynes 10K is a scenic trail race celebrating its 10th anniversary in 2025. Set in the picturesque village of Coombe Keynes, the race takes participants through the historic Lulworth Estate, featuring a mix of chalk downland and woodland paths. The 10km course offers stunning views and is..

The Snickerthon is a multi-lap running event held at Chase Water Country Park and Visitor Centre, offering participants a choice of distances including 5K, 10K, Half Marathon, and Marathon. The course features a mix of paths and footpaths, providing a relatively flat terrain amidst beautiful scenery..

The Otter Challenge is a unique running event held at Kingsbury Water Park, featuring a scenic course that includes five ponds and a river. Participants can run, hike, or walk as many 3.3-mile laps as they wish within a six-hour time limit, making it suitable for all abilities. The event encourages..

The Exeter 10K River Run is a scenic running event organized by the Exeter City Community Trust, taking place along the picturesque River Exe. This event is designed for runners of all abilities, making it an ideal challenge for those transitioning from a 5K to a longer distance. The course is flat..

The Mynd Drover is a scenic walking and running event featuring two routes of 26 miles and 13 miles around the picturesque Longmynd in Church Stretton. Organized by the PTA of St Lawrence’s Primary School, the event aims to raise funds for the school and nursery. Participants will navigate the cours..

The Abbotts Ann Trail Runs, organized by Muddy Runners, features 5km and 10km trail races set in the picturesque Hampshire countryside near Andover. Participants can expect challenging yet beautiful routes that showcase the undulating landscape of the Test Valley. The event promotes a cupless approa..

The Guided 10K Pub Run will take place in New Alresford on Sunday 29 June 2025. You can run 10 kilometers.

The Summer Bumble Bimble is a scenic trail running event set in the beautiful Bromsgrove countryside, scheduled for June 29, 2025. Participants can choose between two distances: a 5-mile or an 11-mile route, both starting and finishing at the Park Gate Inn. The event is organized by local trail runn..

The North Devon Marathon, Half Marathon, and 10K is renowned as one of the UK's toughest and most scenic running events, taking place in the picturesque village of Woolacombe. Scheduled for 2025, this multi-terrain race offers participants a chance to challenge themselves while enjoying breathtaking..