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 Hughenden Manor 10K is a popular trail running event set in the scenic Hughenden Valley, near High Wycombe. This challenging race features a hilly 10K course that winds through beautiful woodland and rural trails, making it suitable for runners of all fitness levels. Participants can expect a we..

The Humanity Direct Chiltern Challenge is a one-day endurance event set in the picturesque Chiltern Hills, offering participants the choice of a 50km ultra marathon or a 25km half ultra. This event not only provides a challenging running experience but also supports a noble cause, as all entry fees ..

The Maverick X Series Chilterns 2025 is a trail running event set in the picturesque Stonor Park, featuring four distinct routes: Ultra (52 km), Long (42 km), Middle (22 km), and Short (12 km). Participants will navigate through the stunning Chilterns Area of Outstanding Natural Beauty, encountering..

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The Pewsey Vale Ultra is an exciting new running event featuring a challenging 125km loop through the picturesque Wiltshire countryside, following the Pewsey Vale Circular walk route. Set to take place at the Linkenholt Activity Center, participants will experience stunning views and a well-marked c..

The Hughenden Manor Half Marathon is a scenic trail running event set in the picturesque Hughenden Valley, featuring a challenging 21.1 km course that winds through the woodlands surrounding the National Trust's Hughenden Manor. Participants can expect a mix of hilly terrain and beautiful views, mak..

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The Wye Valley Tunnel Run features a variety of running events including a 10km, Half Marathon, and Marathon, taking place on July 20, 2025. The courses are primarily flat, utilizing the scenic old railway line and the newly refurbished Tidenham Tunnel, offering a unique running experience. Particip..

The ATW St Albans Summer 10K is an exciting running event designed for the whole family, taking place in Highfield Park, St Albans. The event features a variety of activities, including a free family fun run, live music, a kids play zone, and food options like an ice cream van and bar. Participants ..

The Greener Earth Trail Series at Pippingford Park features two eco-friendly trail races designed to provide an exhilarating running experience while minimizing environmental impact. Set in the picturesque Ashdown Forest, participants can choose between a 10-mile or 5-mile course, with the second ra..

Stately Trails: Aske is a running event set in the picturesque grounds of Aske Hall, a Georgian country house located near Richmond, North Yorkshire. Participants can choose between a 5km or 10km race, both of which traverse beautiful trails through the estate's exclusive parkland, featuring gentle ..

The Kennet & Avon Canal 145 Mile Race (KACR) is a non-stop ultra-running event taking place from Little Venice, London, to Bristol. Scheduled for July 25, 2025, this race covers a scenic route along canals, rivers, and railway paths, including the notable Caen Hill flight of locks. Participants, age..

The Maverick X Series East Sussex 2025 is a trail running event set in the picturesque Stanmer Park, featuring three distinct routes: Ultra (55 km), Long (42 km), Middle (21 km), and Short (14 km). Participants will experience the stunning landscapes of the South Downs Way, including the iconic Ditc..

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August 2025

The Dragon Slayer Ultra will take place in Itton on Sunday 3 August 2025.

The MTC Thames Challenge is a four-day ultra marathon covering a total distance of 184 miles along England's longest river path, the Thames. Participants tackle unique stages each day, including the Cotswold Ultra, Oxford Ultra, Windsor Ultra, and Richmond Ultra. Finishers receive bespoke medals, te..

The MTC Cotswold Ultra is a challenging 57-mile ultra marathon that takes participants along the scenic Thames Path, starting from Kemble Station and concluding at Travelodge Oxford Abingdon Road. The route features picturesque landscapes, including meadows, bridges, and locks, with four checkpoints..

The MTC Oxford Ultra is a challenging 49-mile ultra marathon that takes participants along the scenic Thames Path, starting from the Travelodge Oxford Abingdon Road and finishing in Henley-on-Thames. Runners will encounter picturesque landscapes, including Sandford Weir and various charming towns. T..

The Centurion North Downs Way 100 is a challenging 100-mile trail run that takes place along the scenic North Downs Way, stretching from Farnham in Surrey to Ashford in Kent. Participants will encounter a total elevation gain of 11,000 feet, navigating through picturesque English countryside, includ..

The MTC Windsor Ultra is a challenging 47-mile ultra marathon that takes participants along the scenic Thames Path, starting from Henley and concluding in Kingston. The route features picturesque views, including landmarks like Windsor Castle and various locks along the river. All finishers receive ..

The Ramsbury Gold 10km is a scenic trail running event set in the picturesque Ramsbury Estate, hosted by the Ramsbury Brewery. This event features a 10km route that is accessible to runners of all abilities, including Canicross participants. Runners will enjoy a mix of local trails, woodlands, and f..

The Crook Peak Cake Race will take place in Cross on Wednesday 13 August 2025.

One Fyne Night is a popular running event set in the scenic Fyne Court Estate within the Quantock Hills AONB. Featuring 5km and 10km route options, participants can enjoy a beautiful course that winds through parkland and woods, culminating in a finish at the main courtyard. The event emphasizes sus..