Trail Running calendar near Winchcombe 2025-2026

The Run the Wild Half Marathon - Autumn Edition is a 13-mile (21.1 km) trail running event set in the scenic Chiltern Hills, just 40 minutes northwest of London. Featuring rolling chalk hills and woodland paths with around 300m of ascent, the course offers a welcoming atmosphere for all abilities, i..

The Loop Ultra is a 32-mile (50 km) trail running event held at Camp Plas near Dolanog, Welshpool, in the remote Cambrian Mountains of Mid Wales. This challenging ultra features marked routes through trails, forest tracks, and ancient paths, passing stunning Lake Vrynwy and offering spectacular view..

The RunThrough Cannock Chase Running Festival, held on October 12, 2025, takes place at Forest Lodge, Birches Valley, within the scenic Cannock Chase Forest, an Area of Outstanding Natural Beauty near Stafford and Birmingham. The event offers multiple race distances including 5K, 10K, a half maratho..

The Breidden Hills Race, organized by Mercia Fell Runners, is a challenging fell running event set in the scenic West Midlands. Participants will tackle a distance of 11.5 km with a total ascent of 790 meters, making it a demanding course for runners. The race requires pre-registration and is open t..

The ATW Holdenby House Trail & Canicross event takes place at the historic Holdenby Estate, a 2,000-acre site in Northamptonshire. Participants can choose from various distances, including a 5k, 10k, and Half Marathon, with the course offering scenic views of the estate and its gardens. A special 5k..

The Marlow Donkey is a challenge walking and running event organized by Thames Valley LDWA, held in the Chiltern Hills near Marlow, Buckinghamshire. Participants can choose between two routes of 16 or 25 miles, both featuring a figure-eight course centered on Lane End. The event starts and finishes..

The Frieth Hilly 5km and 10km runs are exciting mixed-terrain races set in the picturesque Chiltern Hills, located between Marlow and Henley-on-Thames. Participants can expect a challenging course that features winding woodland paths and scenic country roads, offering stunning views throughout the r..

The South Downs Way Ultra Run is a 30-mile trail running event starting and finishing at Harting Down in West Sussex. The course showcases some of the best sections of the South Downs Way and nearby areas, including Beacon Hill, Cocking Down, and the ancient woodlands of Kingley Vale, known for its..

The North Chilterns 50K is an ultra marathon trail race held in the scenic countryside east of Luton, UK. Starting and finishing at the picturesque Putteridge Bury Estate, the 50-kilometer course features ridgeline trails with stunning views of Warden Hill, Barton, and Pegsdon Hills. The route is fu..

The Ridgeway Run, organized by Tring Running Club, is a challenging 15-kilometre (9.3 miles) trail race set in the scenic Chiltern Hills near Tring, UK. The course starts on the outskirts of Tring, ascending into the Ashridge Estate, passing landmarks like the Bridgewater Monument, the Ridgeway path..

The Carsington Water Half Marathon & 10k, held on October 18, 2025, takes place at the scenic Carsington Water in Ashbourne, UK. Runners can choose between a half marathon and a 10k, both featuring undulating trail paths around the reservoir with stunning countryside views. The half marathon route i..

The Centurion Autumn 100 is a 100-mile continuous trail race held in the twinned villages of Goring and Streatley on the River Thames in South East England. The course forms a cross shape, consisting of four 25-mile out-and-back sections along the Ridgeway and Thames Path National Trails. Runners fa..

The Forest of Dean Ultra Marathon will take place in Coleford on Saturday 18 October 2025. You can run 34 miles.

The Keynsham Dandy is an off-road running race organized by Town and Country Harriers (TACH) in the Bristol area. The event covers approximately 12.5 miles, starting in Keynsham and featuring a scenic route that includes the revival of the Compton Dando path, complete with a stream crossing. The rac..

The Giddy Horse Backyard event is a unique running experience taking place at Chepstow Racecourse in Piercefield Park. Scheduled for October 25, 2025, it features various race formats including 8-hour, 12-hour, 24-hour, and relay options, all set on a scenic 4.167-mile loop that combines woodland, p..

The Worcester Ring Run is an exciting 23-mile running event taking place on October 25, 2025, starting from Droitwich Rugby Club. This scenic route features a clockwise loop along the Droitwich Canal and the Worcester & Birmingham Canal, offering a mostly traffic-free experience. Participants can en..

The Thames Trail Ultra is a challenging 47-mile point-to-point ultra-marathon along England’s longest river, the Thames. Starting near Oxford in Iffley and finishing in Henley-on-Thames, the course follows the scenic Thames Path and Ridgeway National Trails, featuring a mix of cross-country trails,..

Running Tribe Races take place in Chalfont St Peter, Buckinghamshire, with two main locations: Chalfont Park Sports Club and Chalfont St. Peter Community Centre. The event offers flexible distances on looped courses ranging from 7k up to ultra marathon distances (30 to 40 miles).Participants can cho..

The Thames Path Trail Run is a scenic trail running event held at Windsor Racecourse, winding along the picturesque Thames River and surrounding countryside. Participants can choose between two distances: 21km with 66m elevation gain or 16km with 50m elevation gain. The course is well-marked with pi..

The Giddy Horse Half Marathon, Trail, & Steeplechase Obstacle Course Races is an exciting running event taking place on October 26, 2025, at Chepstow Racecourse in the UK. Participants can choose from various race options, including a half marathon, 8-mile and 4-mile trail races, and steeplechase ob..