Trail Running Calendar South East (England) 2025-2026

The Maverick Original Oxfordshire 2025 is a trail running event held at Stonor Park in Oxfordshire. Taking place on November 29, 2025, it offers three routes: 22 km, 12 km, and 7 km, through the historic estate and the Chilterns Area of Outstanding Natural Beauty. The course features challenging cli..

The Box Hill Vertical KM is a guided trail running event held in Box Hill, Dorking, Surrey, UK. Covering approximately 12.5 miles, the course is designed to achieve over 1000 meters of elevation gain in a short distance, focusing on challenging hill climbs without repetitive hill reps. Participants..

The Wallop is a scenic 21k trail run held within the Farleigh Wallop Estate in Hampshire. The course features a diverse mix of narrow woodland paths and wide gravel tracks that wind through forests and open land, offering runners an immersive natural experience. This half-marathon event is fully mar..

The Surrey Hills Half Marathon is a scenic 13-mile guided trail run starting and finishing at St Martha's Hill in Guildford, Surrey. The course showcases the stunning landscapes of the Surrey Hills, including landmarks like St Martha's Church, the village of Shere, Newlands Corner, and Hackhurst Dow..

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 New Forest Xmas Trails is a festive trail running event hosted by BigFeat Events, set in the picturesque New Forest National Park. Participants can choose from four distances: 15K, 30K, Marathon, and 50K, all on challenging yet runnable off-road courses. The event begins at Holmesly Campsite, of..

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

The Mince Pi Run - Races of 2 Decimal Places is a unique running event held at Shalford Park, Guildford, featuring distances from 3.14 to 31.4 miles, corresponding to 1 to 10 laps of a scenic, mostly flat off-road course with a few hills. There is also a Pi marathon option and a 1-mile fun run shape..

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 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 Die Hard Christmas Marathon and Half Marathon is a festive running event taking place on December 24, 2025, at Caldecotte Lake in Milton Keynes. Participants can choose between a full marathon, consisting of 7.5 scenic laps, or a half marathon with 3.5 laps. The event features a supportive atmos..

The Winter Woolly 10km is a popular trail running event held annually on December 24th at Elstree School in Upper Woolhampton, Berkshire. Now in its sixth year, the race features a scenic multi-terrain course covering 10 kilometers with 80% off-road paths, including lanes, footpaths, trails, woodlan..

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..

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..

The Country to Capital Ultra Marathon is a renowned 43-mile point-to-point race starting in Wendover and finishing near London's Little Venice canal basin. It marks the opening of the ultra running season and attracts elite runners globally. The course traverses the scenic Buckinghamshire countrysid..

The Fitstuff G3 Series No.1 is a trail running event held at Newlands Corner, Drove Road, Guildford, Surrey. Participants can choose between 10km and 15km distances, with options to enter multiple races as part of bundled packages. The event features a scenic trail course starting from Newlands Corn..

The Ashdown Forest 10 & 5 Mile Series is an eco-friendly trail running event held at Pippingford Park Manor in East Sussex. This two-race series offers runners the choice of 10-mile or 5-mile distances across undulating, multi-terrain courses set within the scenic Ashdown Forest. The event emphasize..