Trail Running calendar near Winchester 2024-2025

We have found 285 Trailruns within 80 miles of Winchester. See below where and when you can find the races.

The Summer Green Man Ultra (GMU) features two challenging distances: 30 miles and 45 miles, both set on the scenic Community Forest Path around Bristol. Participants will experience a clockwise route, with checkpoints providing food and hydration. All finishers receive a bespoke medal and a technica..

The Mendip Marauder is an exciting ultra-running event held in the scenic Mendip Hills of Somerset, England. Participants can choose between a challenging 50-mile or a 30-mile course, both featuring significant elevation gains and breathtaking views of the countryside. The race showcases the stunnin..

The Henley River Half Marathon, 10k & Juniors is a scenic running event taking place on August 30, 2025, in Henley-on-Thames, UK. Participants can choose from three race distances: a half marathon, a 10k, or a junior race, making it suitable for runners of all ages and experience levels. The course ..

September 2025

The South Coast Challenge is an exciting endurance event taking place on September 6-7, 2025, starting in Eastbourne and traversing the scenic South Downs Way. Participants can choose from various distances, including 100 km, 50 km, and 25 km options, catering to different fitness levels. The route ..

The Andover Trail Marathon is a popular running event held in North Hampshire, featuring both a full marathon and a half marathon. Participants can expect challenging terrain with significant elevation changes, including thigh-burning climbs and fast downhill sections that showcase the region's beau..

The Beast is a challenging 13-mile race hosted by Poole AC, showcasing the stunning landscapes of Dorset. The course begins at Corfe Castle Common, traversing through Worth Matravers and along the coastal path, offering breathtaking views. Runners will encounter a few hills on their return to Corfe...

The Jurassic Coast Ultra Run is a challenging 30-mile trail run that showcases the stunning landscapes of the Jurassic Coast and the Isle of Purbeck. Participants will embark on a guided journey starting and finishing at Studland Bay, traversing historical sites like Corfe Castle and enjoying breath..

The Bradenham Blast is a highly regarded trail running event featuring 5km and 10km courses set in the picturesque Chiltern countryside. Known for its challenging hills and scenic views, the race takes participants through tranquil beech woodlands and rugged trails. It is designed to be fun and fami..

The SOX 10km is a scenic multi-terrain running event held in the picturesque South Oxfordshire countryside, starting and finishing at the South Oxfordshire Brewery taproom. This inclusive race features a lovely trail route suitable for all abilities, including a Canicross option for participants wit..

The Thames Path Ultra Challenge is a premier endurance event taking place on September 13-14, 2025, along the scenic Thames Tow Path from Putney Bridge to Henley. Participants can choose from various distances, including 100 km, 75 km, 50 km, and 25 km, as well as a Henley 10K. The event attracts ov..

Bewl Water Autumn is a scenic bi-annual running event held near the Bewl Water Visitor Centre in Lamberhurst, Kent. Participants can choose from four different race distances: a 10km, half marathon, marathon, and a 50km ultra, all set against the backdrop of beautiful rural trails and quiet country ..

The C2C Essex Ultra is an ultramarathon event taking place in September 2025, featuring two distance options: 30 miles and 50 miles. Participants will traverse the scenic Essex Riviera, starting from Upminster Station for the 50-mile route and Lansdowne Primary School in Tilbury for the 30-mile rout..

The Alf Shrubb Memorial 10k is a cross-country running event held in Slinfold, West Sussex, honoring local running legend Alf Shrubb. Scheduled for September 14, 2025, the race features a scenic route through the countryside, chip timing for adult participants, and children's races, making it a fami..

The Centurion Chiltern Wonderland 50 is a challenging 50-mile ultramarathon set in the scenic Chiltern Hills, featuring a single-loop course that includes 5,600 feet of elevation gain. Runners will traverse picturesque villages and historic sites, with the route primarily consisting of trails. The e..

The Humanity Direct Tring Ultra is a one-day ultra marathon event set in the scenic Chilterns, designed for both novice and experienced runners. Participants can choose between a full 50km ultra, a 27km half ultra, or a new 10km option. The event not only offers a challenging running experience but ..

The Conquest of Avalon is a unique running event organized by Albion Running, featuring two challenging routes of 30 and 50 miles through the scenic landscapes of Somerset, England. Participants will experience a blend of history and natural beauty, following trails that echo the journey of royal li..

The Silent Pool 10km is a guided trail running event set in the picturesque surroundings of Silent Pool, near Guildford, UK. Participants can enjoy a scenic route that includes sections of the North Downs Way and the beautiful Netley Heath forest, as well as the charming village of Shere, known for ..

The Chiltern 50 Ultra Challenge is an exciting endurance event set in the picturesque Chiltern countryside, featuring a variety of routes including 50 km, 25 km, and 10 km options. Participants can walk, jog, or run while enjoying scenic trails, rolling hills, and nature reserves. The event takes pl..

The Maverick Original Mendips 2025 is a thrilling trail running event set in the picturesque Mendips Hills. Participants can choose from three routes: Long (22 km), Middle (13 km), and Short (7 km), each offering stunning views and diverse terrain. The race showcases the natural beauty of the area, ..

The Dark Downs 50K is a unique night running event set in the picturesque South Downs, starting and finishing at Plumpton Racecourse. This 50km loop offers participants the chance to experience the camaraderie and challenge of running after dark, with the added benefit of cooler temperatures. The co..