Trail Running calendar near Chepstow 2026-2027

Experience the historic Ironbridge Gorge and Silkin Way at this multi lap event in Telford. Choose between 8, 16, or 26.2 mile distances starting and finishing at a local inn.

The Semington Slog on 16 May 2026 features a 10 km and 2 km run from St Georges School. Routes explore the village and Kennet and Avon Canal towpath. Enjoy community activities, refreshments, and prizes.

Run the Shropshire Historic 50K from Telford Town Park to The Quarry Park in Shrewsbury on 16 May 2026, via Ironbridge, Buildwas Abbey and Wroxeter Roman City. Officially measured with chip timing, nutrition stations and free photos.

Experience the beauty of the Cotswold Hills starting from the historic Sudeley Castle. Choose from five trail distances ranging from a 7 km short course to a 51 km ultra marathon through picturesque English countryside.

Experience an obstacle course race through historic site landmarks and riverside trails in Henley on Thames. Choose from distances ranging from 5km to 21km or bring the whole family for the dedicated kids event.

Explore the scenic parish of Deddington on a 5k, 10k, or 20k run through local farmland. This community event supports local schools and the Firefighters Charity while welcoming runners of all abilities.

Experience a multi terrain race along the stunning Jurassic Coast with routes through cliff tops and pebble beaches. This community event supports Beer Primary School and offers distances for various experience levels.

This 10K trail race starts and finishes on Cocklemoor in Langport, taking runners across mixed terrain paths through the Somerset Levels and countryside. It follows UK Athletics rules and is open to participants aged 17 and over.

The Ridge Off Roader is a trail run through the scenic Chiltern Hills. It offers a half marathon and a 10k route, plus a fun 1k for kids. All proceeds support the local school.

Experience a beautiful 10km off-road trail run through the Wiltshire countryside and Barbury Castle. Enjoy a marshalled route along the Ridgeway followed by a BBQ and drinks to support the local Air Ambulance.

The Batch Bash is a short, sharp fell race in Shropshire featuring a 4.8 km course with 305m of climb. It takes place on an evening in May. Entries are available in advance or on the day.

Test your determination on a 26.2 mile trail course through historic ironworks and rugged forest paths in Bridgend. Limited to 60 participants, this event features five fuel stations and a unique medal for all finishers.

A non stop 145 mile ultramarathon from Birmingham to London along the Grand Union Canal Towpath. This iconic event features a flat route with a 45 hour cut off and is open to all runners aged 20 and over.

Experience an ultra flat and fast trail run along Taunton's beautiful waterways. Participate in the 10k or half marathon distances and enjoy a scenic riverside course with medals for all finishers.

Traverse the scenic landscape of Dorset on a point to point trail run ending at the Jurassic Coast. Choose between 100km, 50km, or 18 mile distances featuring heathland, forests, and the historic Purbeck Hills.

Run a flexible distance along Winchester's scenic Itchen Way. Choose your laps from 2.62 miles up to an ultra within a 7-hour window, with a famous aid station and a finisher's medal for all.

A chip timed *10k* trail run on 24 May 2026 that starts and finishes at Bredon Cricket Club. The marshalled route climbs to the 299 m summit of Bredon Hill and all finishers receive a medal.

Experience the scenic Herefordshire countryside with the Crocodile 8. This event features woodland trails and steep climbs across an 8.8 mile course including music and a post race celebration.

An off-road race in Dursley on 25 May 2026 covering about 10.31 km with 318 m of climb, visiting Cam Peak, Cam Long Down, Uley Bury and Downham Hill. Entries are limited to 120 and handled via Entry Central.

Experience the UK's massive inflatable obstacle course in Bristol featuring slides, tunnels, and bouncers. Choose between distances from 2.5km to 15km for a fun, untimed event complete with music zones and finisher medals.