Trail Running calendar near Southend-on-Sea 2025-2026

We have found 295 Trailruns within 80 miles of Southend-on-Sea. See below where and when you can find the races.

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..

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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..

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The ATW Grafham Water - Trail & Canicross is a scenic 10-mile trail running event set around the picturesque Grafham Water in Cambridgeshire. Participants will enjoy a route that begins on the iconic dam and winds through beautiful trails, including a Woodland Nature Reserve and Sanctuary Bay. The e..

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 navigate a giant loop incorporating five major trails: North Downs Way, Vanguard Way, South Downs 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..

'Twas The Run Before Christmas is a festive running event held at Brandon Country Park in Suffolk, located in the heart of Thetford Forest. Participants can choose between a 6-hour or 4-hour timed event, running multiple laps of a 5.3 km multi-terrain course featuring gravel footpaths and grass area..

The Let it Stow Half Trail Marathon is a festive-themed 13.1-mile trail race held in Stowmarket, Suffolk, showcasing scenic views of the town and Mid-Suffolk countryside. The course features a mix of woodland, meadows, and quiet country lanes, with well-marked routes including arrows and hi-vis tape..

The Christmas Canter, organized by Zig Zag Running, takes place at the Suffolk Running Centre in Bury St Edmunds. This festive road running event offers multiple distance options including 5k, 10k, half marathon, full marathon, and ultra marathon, all on scenic routes passing through villages like H..

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 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 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..

January 2026

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..

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 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..