Trail Running calendar near Chepstow 2025-2026

The Weymouth Bay 10K is a scenic charity fun run held in Weymouth, Dorset, starting at Bowleaze Green near the Riviera Hotel. The course is an accurately measured out-and-back route featuring two laps, extending towards Pleasure Pier and re..

Join the St David's Day Dragon Run at Dare Valley on 1 March 2026, a relaxed seven hour challenge where you choose how many laps to run. Expect scenic trails, medals from 3 km and tasty goody bags with vegan options.

Up on the Downs, hosted by Tri-Counties Trail Running, takes place at Breamore House near Salisbury. Runners can choose from 5k, 10k (about 11.5k), or a half marathon, all starting and finishing at Breamore House. The route is mainly trail,..

Brecon to Cardiff Xtreme is a winter mountain ultramarathon, a 75-km linear challenge from Brecon to Cardiff (about 47 miles) with roughly 2,700–2,800 m of ascent, including 11 summits such as Pen y Fan, Cribyn and Fan y Big. The Taff Xtrem..

Tackle undulating trails, muddy paths and a shallow stream crossing on an adventurous six mile route at Baggeridge Country Park. Join the Action Heart Tuff Un on 1 March 2026 to test yourself and support a West Midlands cardiac charity.

Take on the rugged Imber Ultra, a 33.5 mile multi terrain trail around Salisbury Plain starting from Westbury. This charity fundraiser on 1 March 2026 follows the Imber Range Perimeter Path clockwise and welcomes adventurous trail runners.

Tackle the Winter GMU, a scenic winter ultra around Bristol along the Community Forest Path with 45 mile and 30 mile options. Self navigated with checkpoint support, it rewards finishers with a technical tee and bespoke medal.

Take on the Hateful 8 Ultra Loop, a 9 mile loop at Bridgend where runners log as many laps as possible in an 8 hour challenge. Mixed terrain with steep climbs and technical forestry descents makes every loop a true test of grit and strategy..

Run through ancient New Forest woodlands, heath and meadows with 10km, 15km and 22km route options. Dog friendly, with canicross categories, chip timing and medals.

Take on the Wight Riot, a mixed terrain coastal path run at Hordle Cliff West with stunning views of the Isle of Wight and passages past Sturt Pond. Choose a 5K or multiple lap ultra and earn a finisher medal for every completed lap.

The CODopoly Triple is a friendly multi day running event in Shropshire where you can run one, two or all three days. Choose 8 mile, half marathon or marathon courses and soak up Ironbridge and south Telford views at The Unicorn Inn.

Discover the Hundred Hills 50 km, a challenging trail ultramarathon through the scenic Chilterns at Stonor Park on 14 March 2026. Two 25 km loops with about 4000 ft of climb and a nine hour cut off promise tough trails and big views.

Enjoy scenic trails at Nant Yr Arian on 14 March 2026 with half marathon, 10 km and junior races. Waymarked routes, marshals and a village with food and coffee make this charity trail a great day out.

Take on the Maverick Hampshire Trail at Matterley Basin, a scenic, undulating route through South Downs woodland with panoramic views to Cheesefoot Head. Choose 5 km, 16 km or a challenging 24 km half marathon and enjoy timed results, finis..

Run from Swanage seafront to the dramatic ruins of Corfe Castle along scenic chalk and sand trails past Old Harry Rocks and Studland. Finishers can ride a private steam train back to Swanage for a memorable end to the day.

Join the Dashing Dog Charity Run at Dare Valley Country Park for a 7 hour time challenge where you choose how many laps to run. Support local dog rehoming charities and enjoy scenic trails, medals and on course aid.

Run through ancient trees and rolling contours at the DirtRun Wyre Wizard Trail in Wyre Forest. Choose a 13 mile half marathon or 7.6 mile Super Seven for scenic trails, medals and on course support.

Take on the South Downs Way with Winter's End, a scenic trail event offering a 50 mile ultramarathon and two marathon options between Arundel and Winchester. Expect chalk ridge views, well stocked aid stations and a true point to point adve..

Join the Red Warrior Challenge at Margam Country Park on 22 March 2026 for mixed terrain races offering 5K, 10K and 20K options. Solo runners and canicross teams welcome at this sixth annual celebration of trail fun and challenge.

Run a scenic loop through the Forest of Dean on well maintained trails with gentle climbs. Officially measured and fully marshalled, this spring half hosts the British Trail Running Championships.