Trail Running calendar near Winchester 2025-2026

We have found 322 Trailruns within 80 miles of Winchester. See below where and when you can find the races.

The Big Pilgrimage is a 15-mile point-to-point mixed terrain run that takes participants along the newly discovered Pilgrim Trail, 'The Old Way', from Southampton to Canterbury. The event starts at Mayflower Park and concludes at the historic Titchfield Abbey, featuring scenic coastal and countrysid..

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 can expect a clockwise route with multiple checkpoints offering food and hydration. All finishers receive a bespoke medal and a techni..

The Woldingham Marathon is a running event featuring both a full marathon (26.2 miles) and a half marathon (13.1 miles). Set in the scenic surroundings of Woldingham School, the race offers participants an out-and-back course that showcases beautiful views of Kent and Surrey. Runners will navigate t..

The Mendip Marauder is an exciting ultra-running event featuring two challenging distances: a 50-mile race and a 30-mile race, both set against the stunning backdrop of the Mendip Hills in Somerset, England. The 50-miler encompasses the entire Mendip Way, showcasing breathtaking views, diverse lands..

The London Backyard Ultra is a premier running event held at Frylands Wood, London, where participants challenge their limits by running four miles on the hour, every hour. This unique format tests endurance and mental strength, making it a thrilling experience for both runners and spectators. The e..

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 a half marathon, a 10k race, or junior races, all set against the picturesque backdrop of the River Thames. The event features accurately mar..

The Southampton Running Festival, organized by RunThrough UK, will take place on August 31, 2025, in the scenic Southampton Common. This event features various race distances, including a 5K, 10K, and Half Marathon, along with junior races. Participants can expect a picturesque route that showcases..

September 2025

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

The South Coast Challenge is a premier endurance event taking place on September 6-7, 2025, featuring stunning routes through the South Downs National Park. Participants can choose from various distances, including 100 km, 50 km, 25 km, or 10 km, accommodating all experience levels. The challenge be..

UTMB Index

The Shere 42k, 21k & 10k Multi Terrain Event is a popular trail running competition set in the picturesque Surrey Hills, recognized as an Area of Outstanding Natural Beauty. Participants can choose from three distances: a scenic 10k, a challenging 21k, or a full 42k marathon, each offering unique ro..

The SOX 10km is a multi-terrain running event set in the picturesque South Oxfordshire countryside, starting and finishing at the South Oxfordshire Brewery taproom. This event, which is also Canicross friendly, features a scenic trail suitable for all abilities, incorporating private terrain, woodla..

Westonbirt Arboretum Summer 2025 is a running event set in the stunning National Arboretum, featuring a variety of race distances including 1 mile, 5km, 10km, and a half marathon. Participants will enjoy a scenic route through diverse tree species, making it a unique experience that combines the bea..

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. Starting and finishing at Studland Bay, participants will traverse hilly terrain, including the historic Purbeck Way and iconic landmarks like Corfe C..

The Hackpen Hill Trail Run is a challenging 10k event set in a picturesque off-road course that winds through tracks and farm fields near the historic Ridgeway trail. Celebrating its tenth year, participants can choose to walk, jog, or run the single-lap route, which features varied terrain includin..

The Blackdown Hills Half Marathon is an exciting trail race set in the scenic Blackdown Hills, starting from the Taunton Racecourse. Participants can choose between a 10K or Half Marathon, both featuring diverse terrain that includes forest trails, muddy paths, and peaceful roads. The Half Marathon..

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 Carnival Chase 10K is a scenic running event taking place in Warminster, featuring a 10K race, a 3K fun run, and a new 1.2K Family - Wheelchair - Buggy Fun Run. Participants will enjoy a picturesque route along country lanes, tracks, and trails, starting and finishing by the boating lake. The ev..

The Blackdown Hills Trail Run offers an exciting opportunity for runners to experience the stunning landscapes of the Blackdown Hills. Participants can choose between a 10K or a Half Marathon, both starting from Taunton racecourse. The event features diverse terrain, including lively forest trails a..

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 for runners of all..

The Phil and Bonnie Bounder 6K Forest Run is a scenic running event taking place in Moreton Forest, designed for participants aged 14 and older. The course features a mix of woodland paths and a final stretch on a quiet country road, providing a unique running experience. The event aims to honor the..