Trail Running calendar near Winchelsea Beach 2025-2026

The Canvey Island Trail Run will take place in Canvey Island on Sunday 9 November 2025.

The Devil's Punchbowl 10K is a guided trail running event held in Hindhead, Surrey, renowned for its stunning natural amphitheatre and scenic trails. Designed to be both fun and challenging, the run covers 10 kilometers along picturesque routes with hills and breathtaking views. Suitable for beginne..

The Kingston 10k, organized by RunUk, is an exciting running event that takes place in Kingston, Surrey. The race starts and finishes at the Kingston Hawker Centre, offering participants a scenic route through the streets of Kingston and along the river towpath. In support of the NHS, runners are en..

The Serpent Trail Ultra Run is a 30-mile trail event held in Haslemere, Surrey, designed as an accessible introduction to ultra running. Participants will explore some of the best sections of the Serpent Trail and Sussex Border Path, passing through scenic heathlands, ancient woodlands, and rolling..

The Wittering Beach Run is a popular running event set against the stunning backdrop of West Wittering's natural beaches, which have earned Blue Flag Status. Participants can choose from three distances: 15km, 10km, and 5km, all of which feature picturesque views of Selsey Bill, the Isle of Wight, a..

The Riverside Marathon & Half Marathon is a scenic running event taking place along the River Thames, featuring a UKA certified route. Scheduled for November 29, 2025, participants can choose to run either a marathon or a half marathon, completing 4 or 8 laps respectively. The course is flat and fas..

The Box Hill Vertical KM is a challenging guided trail run focused on hill climbing, organized by Running Adventures. Taking place in Surrey, the event involves exploring the hills of Box Hill and surrounding areas, covering approximately 12.5 miles with over 1,000 meters of elevation gain. Particip..

The Surrey Hills Half Marathon is a scenic trail running event that takes participants through the stunning landscapes of the Surrey Hills, starting and finishing in Guildford. The route features iconic landmarks such as St Martha's Church and the picturesque village of Shere, while also incorporati..

Winter on the Downs is an ultra-running event featuring two single-loop races of 55 miles and 100 miles, set in the scenic trails of East and West Sussex. Starting and finishing in Eastbourne, participants will traverse iconic landscapes, including Beachy Head and the Seven Sisters. The 55-mile rout..

The Sussex Downs Trail Run is a scenic off-road running event set in the South Downs National Park in Mid-Sussex. Starting from Plumpton Racecourse, participants can choose from three distances: 22km, 12km, or 9km. The course features a mix of flat, trail, and challenging climbs, offering spectacula..

The Hurtwood 50K, organized by Freedom Racing, is a renowned trail ultra event set in the picturesque Surrey Hills. This long-distance race features a fully marked route with additional signage, ensuring participants can navigate easily. The event includes regular checkpoints offering food and drink..

The Winter Downs 200 is a challenging 200-mile continuous trail running event held in South East England, starting and finishing at Juniper Hall, Dorking. Scheduled for December 10-14, 2025, runners have up to 96 hours to complete a giant loop encompassing five major trails: North Downs Way, Vanguar..

The Mince Pi Run - Races of 2 Decimal Places is a unique running event scheduled for December 14, 2025, at Shalford Park, Guildford. Participants can choose to run distances ranging from 3.14 to 31.4 miles, with options for a Pi marathon and a 1-mile fun run for younger children. The course is mostl..

The Christmas Pudding Dash is a festive multi-terrain running event held in Pett, near Hastings, celebrating its 20th year. Participants can choose from a 5-mile race, a 2-mile fun run, and a children's scurry, making it a family-friendly occasion. The course features undulating, muddy trails throug..

The Elves 11ish Trail is a unique narrative trail race taking place on December 21, 2025, starting and finishing at the Blackwater Leisure Centre. Participants will navigate a circular route of 11 miles, primarily off-road, using written instructions instead of traditional markers. A well-stocked ch..

The Winter Wanderlust 50km is an exhilarating ultra-trail race set against the stunning winter landscape of Kent. Participants will embark on a scenic journey from Detling to Wye, traversing the North Downs Way, with a mix of challenging climbs and breathtaking views. The event features well-stocked..

The Festive Friston Forest Night Trail Run is a unique 5-mile running event set in the scenic Friston Forest, taking place on December 22, 2025. Participants will navigate the course using Strava GPX on their devices, with a tail runner to ensure safety. The event encourages festive spirit, featurin..

The Knacker Cracker is renowned as "Britain's toughest 10k," featuring a challenging course that includes significant elevation changes, with a total ascent of 473 meters. The race, set in the scenic surroundings of Box Hill and Denbies Vineyard, offers a unique experience for runners, including a k..

The East Hanningfield Trail Marathon is a unique narrative trail race set in the picturesque village of Danbury. Participants navigate a circular route that is predominantly off-road, covering diverse terrains without marshals or arrows, relying instead on written instructions. The event features th..

Dark Skies Surrey Hills is an exhilarating night trail running event set in the picturesque Surrey Hills, featuring races of 10 miles, 10K, 5K, as well as Canix and children's races for ages 3-11. Participants navigate through enchanting woodlands under the stars, illuminated by headlamps, making fo..