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.
Chiltern Wonderland 50 is a scenic 50 mile single loop ultramarathon through the Chiltern Hills, mostly on trails with stunning ridgeway and village views. Expect a tough, rewarding day with lots of climbing and a 13 hour cutoff.
Race 47 miles along the Cotswold Way from Chipping Campden to Painswick, traversing the rolling hills of the Cotswolds Area of Outstanding Natural Beauty. This licensed continuous trail challenge runs under UK Athletics and TRA rules.
Cotswold Way Century is a tough 102 miles nonstop trail along the Cotswold Way on 19 to 20 Sep 2026 with 32 hours to finish over very hilly, scenic terrain. Aid stations, live tracking and finisher buckles make it a memorable ultra.
Take on the Cannock Chase Wild Trail 10KM on 20 September 2026, a scenic forest 10 km route with live chip timing, finishers medal and Wild Deer goodies. One controlled dog per runner is welcome.
Enjoy scenic off road runs or walks around Fleet Lagoon in Dorset, with 10k, half marathon, marathon, a new four person marathon relay and a canicross category. Trails are waymarked and the event raises funds for local charities.
Run through ancient woodland in the Forest of Dean at the Autumn Half Marathon starting and finishing at Speech House. This scenic 13 mile trail on well marked tracks supports local charities and awards a medal to every finisher.
Run across rolling downland and ancient tracks at The Race on the Chase, with routes through Martin Down and historic sites near Salisbury. Choose marathon, half or 10k, enjoy racecourse facilities and a finisher medal with trophies for the..
Take on a 50 km point to point ultramarathon from Moors Valley to Hengistbury Head, blending forest trails and coastal paths into a flat, scenic course. Perfect for seasoned road and trail runners seeking a stunning autumn challenge.
Take on East Devon's coast and commons in a self navigation trail challenge from Budleigh Salterton. Half, marathon or ultra options for solo runners or pairs with GPS tracking and on site facilities.