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 Windsor & Eton 10km is a scenic multi-terrain trail run held in the historic town of Windsor, starting and finishing near the Windsor & Eton Brewery by the River Thames. The pancake-flat course covers 10 kilometers, featuring towpaths, footpaths, and short road sections through areas including t..

The Big Pilgrimage is an exciting mixed terrain running event featuring a 15-mile course and a marathon, set to take place along the historic 'Old Way' Pilgrim Trail from Southampton to Canterbury. Participants will enjoy scenic views as they traverse beautiful coastal and countryside paths, with no..

The Summer Green Man Ultra (GMU) is a challenging ultra marathon held near Bristol, UK, featuring two race distances: 45 miles and 30 miles. Both races follow the same course clockwise along the Community Forest Path, with the 45-mile race starting and finishing at Ashton Park School, and the 30-mil..

The Woldingham Marathon, held near Caterham, UK, offers both full (26.2 miles) and half marathon (13.1 miles) distances on a scenic out-and-back course starting at Woldingham School. The route features a challenging mix of private roads, woodland trails, and countryside paths, including sections alo..

The London Backyard Ultra is a unique endurance running event held at Frylands Wood Scout Outdoor Centre in Croydon, London. Participants run a 4-mile loop every hour on the hour, continuing until only one runner remains, testing their true limits of stamina and mental strength. The event offers a c..

The Mendip Marauder is a challenging ultra running event held in Somerset, England, featuring two distances: a 30-mile and a 50-mile race. The 30-miler covers the entire West Mendip Way, while the 50-miler includes the East Mendip Way before joining the 30-mile route. The course is notably hilly, wi..

The Henley River Half Marathon, 10k & Juniors event takes place in Henley-on-Thames, UK, on August 30, 2025. This scenic trail run is suitable for both new and experienced runners, featuring routes around Henley-on-Thames with views starting and finishing at Temple Island Meadows, the Royal Henley R..

The Southampton Running Festival, held on August 31, 2025, takes place in the scenic Southampton Common, a designated Site of Special Scientific Interest in the heart of the city. The event offers multiple race distances including a 5K, 10K, half marathon, and a junior race, catering to a wide range..

September 2025

The Andover Trail Marathon, held in North Hampshire, offers both a full marathon (26.2 miles) and a half marathon (13.1 miles) through scenic trails featuring thigh-burning climbs up to 280 meters and fast downhill sections with views of meadows and valleys. The marathon route follows the Testway to..

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 marathon at 42k. Each route features..

The South Coast Challenge will take place in Eastbourne on Saturday 6 September 2025. You can run between 16 and 63 miles.

UTMB Index

The Westonbirt Arboretum Summer 2025 running event takes place at the National Arboretum in Westonbirt, Tetbury, UK. Participants can choose from multiple distances including 1 mile, 5km, 10km, and half marathon, with several wave starts for the longer races. The course offers a unique running exper..

The Jurassic Coast Ultra Run is a challenging 30-mile trail run along the stunning Jurassic Coast and Isle of Purbeck in Dorset, UK. Starting and finishing at Studland Bay beach, the route features hilly terrain and scenic landmarks such as Corfe Castle, Kimmeridge Bay, Chapman's Pool, Durlston Head..

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 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, organized by Prosper Events in South-west England, offers both 10K and half marathon distances starting from Taunton racecourse. The course features diverse terrain including lively forest trails, muddy paths, and peaceful roads, with the half marathon route reaching t..

The Bradenham Blast is a highly regarded trail running event featuring 5km, 10km, and a new half marathon option, 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. The event i..

The Phil and Bonnie Bounder 6K Forest Run is a scenic running event taking place in Moreton Forest, Dorset, on September 7, 2025. Participants will navigate woodland paths, with the final kilometer on a quiet country road. Open to runners aged 14 and older, the event aims to raise funds for "Bonnie’..

The Sufferings is a challenging trail running event held at Washington Village Hall in Pulborough, UK. The race features three distances: a half marathon, a full marathon, and a 39-mile ultra, all incorporating the toughest tracks of Chanctonbury and Cissbury rings. Participants face significant ele..