Trail Running calendar near Winchester 2025-2026

The Maverick Jurassic Coast is a challenging trail running event held in Corfe Castle, Dorset, along the stunning Isle of Purbeck and part of the famous Jurassic Coast. Scheduled for October 18, 2025, it offers four distances: Ultra (101 km), Long (54 km), Middle (24 km), and Short (12 km). The Ultr..

The Gatliff Marathon is an annual challenge event that offers participants the choice of walking, jogging, or running distances of 25km or 50km through the scenic countryside of Kent, Surrey, and Sussex. This event, organized by the COPSE Club, features different routes each year, with a focus on cr..

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 Bedgebury Forest Half Marathon & 10K is an exciting running event set in the picturesque Bedgebury Pinetum, Kent. Participants can enjoy a scenic, traffic-free woodland trail that is suitable for both novice and experienced runners. The event features a half marathon, a 10K race, and a junior 2k..

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 Beachy Head Marathon is one of the UK's largest off-road marathons, held in Eastbourne and running through the scenic South Downs National Park. Formerly known as the Seven Sisters Marathon, it offers a challenging and picturesque course starting and finishing at Eastbourne Seafront near the Sou..

The Thames Trail Ultra is a challenging 47-mile point-to-point ultra-marathon along England’s longest river, the Thames. Starting near Iffley in Oxfordshire and finishing at the YMCA Y Centre in Henley-on-Thames, the course follows the Thames Path and Ridgeway National Trails. Runners experience a m..

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 Epping Forest Wildwood Trail Series offers a scenic half marathon and 10K trail run set in the heart of Epping Forest near London. Scheduled for October 25, 2025, the event showcases the vibrant autumn colors and ancient woodland. Runners navigate a varied course featuring well-maintained paths,..

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..

The Plough and Harroween trail run is a 5-mile night trail race held in Friston Forest near Seaford, East Sussex, UK. Scheduled for October 31, 2025, this event features a Halloween-themed atmosphere where participants are encouraged to wear fancy dress, with prizes for the best costumes. The self-n..

The Chiltern Ridge Winter 50K is an autumn/winter trail ultra marathon held in the Chilterns, starting and finishing at Berkhamsted Cricket Club. The 50-kilometer looped course features 800 meters of elevation gain and showcases scenic woodland trails and stunning views along The Ridgeway National T..

The Guided Run - Petersfield 10k will take place in Petersfield on Saturday 1 November 2025. You can run 10 kilometers.

The Brewery Trail Run is a 10km (6 miles) trail running event held in the scenic Chiltern Hills near Tring, just 40 minutes northwest of London. Suitable for all abilities, the course features some hills with guided support from experienced trail runners. After the run, participants enjoy a private..

The Fireworks 50 is a 50-mile running event organized by Zig Zag Running, held at Wodson Park Sports and Leisure Centre in Ware, Hertfordshire. Now in its fourth year, this race takes place on a traffic-free athletics track, offering a safe and controlled environment with no risk of getting lost. Th..

The Catherine Wheel Canter, organized by ZigZag Running, is a unique track running event held at Wodson Park Sports and Leisure Centre in Ware, Hertfordshire. Participants can choose from distances including 5k, 10k, half marathon, full marathon, 50k ultra, or a 6-hour challenge, all run on a traffi..

The Wendover Woods Marathon, Half Marathon, and 10k is a scenic running event set in the picturesque Wendover Woods, Buckinghamshire. Participants can choose from multiple race distances, including a marathon, half marathon, 10k, and a junior run, all featuring a challenging multi-terrain course wit..