Trail Running calendar near Chepstow 2026-2027
We have found 343 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
We have found 343 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
Explore woodland, ponds and parkland of Southampton Common at the Southampton Running Festival, set in a designated Site of Special Scientific Interest. Choose the half marathon, 10K, 5K or junior race, then relax in the event village with..
Join the Crook Peak Cake Race in Axbridge on Wed 19 Aug 2026 for a spirited 3 mile fell challenge across stunning Somerset hills, finishing with cake and community cheer. On the day entry available for runners aged 14 and up.
Join Worcester Woods parkrun every Saturday where Pershore Plum Plodders often gather to run, chat and enjoy refreshments after the run. Friendly, community focused and great for beginners and regulars alike.
Enjoy scenic River Thames trails at the Henley River Races with half marathon, 10K and junior races plus an event village for food and drink. Sustainability focused with chip timed results, free photos and unique themed medals.
Join a guided, non competitive 30 mile trail run around the Isle of Purbeck, starting and finishing at Swanage. Take in Jurassic Coast views from Corfe Castle to Old Harry Rocks while running with an experienced coach.
Take on RIDUM 2026, a 30 mile circular ridge run around the Rhymney Valley on 5 September, starting at Parc Penalta. Mostly trail with big climbs, sweeping views and staffed checkpoints offering full support.
Join a scenic charity 10k across Staffordshire countryside, starting and finishing at the canal side Hartley Arms in Wheaton Aston. With only 150 places, the race finishes with music and food at the pub to celebrate local charities.
Take on the Stretton Skyline, a scenic yet demanding 30.5 km fell race around Church Stretton with 1357 m of climb and panoramic Shropshire Hills views. Pre entry only, finishers enjoy a tasty goody bag.
The Beast is a challenging trail race of around 13 miles through Corfe Castle Common, with undulating terrain and stunning coastal path views toward Worth Matravers. Enjoy water stations on course and a unique finisher t shirt.
Woodchester Trail Challenge on 6 September 2026 is a demanding eight mile hilly woodland run through Woodchester Park with a new start and route. Expect a metal finisher medal and a strict two hour cut off.