Trail Running calendar near Upper Woolhampton 2025-2026

We have found 347 Trailruns within 80 miles of Upper Woolhampton. See below where and when you can find the races.

The South Downs 50k is a point-to-point trail race held in the South Downs National Park, running from Falmer to Eastbourne along the scenic South Downs Way. Covering 50 kilometers with over 3,500 feet of elevation gain and descent, the course features mostly runnable grass trails, farm tracks, and..

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The Seven Sisters Half Marathon is a scenic 13.5-mile trail race held in the South Downs National Park, starting and finishing at Helen Garden in Eastbourne. The course follows the South Downs Way, passing through Friston Forest, woodland trails, the iconic Seven Sisters cliffs, and Beachy Head, off..

The The Fox Trail will take place in Guildford on Saturday 23 May 2026. You can run between 20 and 62 kilometers.

Farmmageddon is an endurance running event held at Hyde Hall Farm, Buntingford, SG9 0RU. Returning for its second year, the event features a challenging 100-mile race completed over 32 hours across two days. The course consists of a 5.3 km loop combining trail, grassland, and some tarmac paths, suit..

The London 2 Brighton Ultra Challenge is a premier endurance event held annually, covering distances of 100km, 50km, 25km, and 10km. Starting in Richmond, West London, participants traverse the scenic North Downs and Surrey & Sussex countryside, with the full 100km route continuing over the South Do..

The Three Castles 50km Ultra Marathon is a scenic race held in Kent, England, starting in Rochester and finishing at Tonbridge athletics track. The flat course follows the River Medway, passing three medieval castles, charming villages, and lush countryside along the Medway Valley Walk. Runners expe..

The Beat the Sunset 50km is a multi-terrain ultramarathon held in the Thames Valley, starting and finishing at Summerleaze Park in Maidenhead, Berkshire. The flat, single-lap course covers 50 kilometers with 235 meters of elevation, featuring 75% off-road trails along the Thames Path, Jubilee River,..

The Castle Trails 30km is a scenic point-to-point trail race in Kent, launching in 2026 as part of the Three Castles 50km Ultra weekend. Starting at Little Fant Farm near Maidstone and finishing in Tonbridge, the course follows the River Medway, passing historic sites like East Farleigh’s stone brid..

The Ridgeway Challenge is an 86-mile (139 km) point-to-point trail running race along the entire length of The Ridgeway National Trail in England. Starting at Ivinghoe Beacon in Hertfordshire and finishing at the Avebury Stones in Wiltshire, the course follows a historic path over 5,000 years old. T..

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The Circuit du Sore Legs is a unique running event held at Wodson Park Sports and Leisure Centre in Ware, Hertfordshire. Participants run on a traffic-free 400-meter athletics track, with distances ranging from 5k to a 6-hour challenge, including half marathon, full marathon, and 50k ultra options...

June 2026

The Two Tunnels Races, held in Bath, UK, offer a unique running experience featuring the longest underground sections in the UK. The course passes through the historic Devonshire Tunnel (408m) and Combe Down Tunnel (1672m), both well-lit and surfaced, providing a flat and scenic route beneath the ci..

BigSea Trails (WATER) is a trail running event held on the Isle of Purbeck, Dorset, starting and finishing on the sandy Knoll Beach at Studland. Part of the Classic Element Trail Series, this race celebrates the element of water with routes that showcase stunning coastal and countryside scenery, inc..

The Cotswold Way Ultra Challenge is a premier endurance event held in the scenic Cotswolds, starting and finishing at Cirencester basecamp. Participants can choose from multiple distances including 100km, 75km, 50km, 25km, and a 10km option, suitable for walkers, joggers, and runners of all experien..

The Centurion South Downs Way 50km is a challenging non-stop trail race held entirely within the South Downs National Park in Southern England. Starting at Matterley Bowl near Winchester, the 50km course follows the scenic South Downs Way National Trail, featuring rolling hills, ancient forts, pictu..

The Centurion South Downs Way 100® is a challenging 100-mile non-stop ultramarathon held annually in Southern England, following the entire South Downs Way National Trail. Starting near Winchester and finishing in Eastbourne, the course features stunning rolling hills, ancient forts, picturesque vil..

The YHA 14 Mile Trail Run is an annual trail running event held in the Southease area, accessible via the Lewes-Seaford train line. The challenging 14-mile course begins with a climb and features slippery, muddy, and chalky terrain, making trail shoes recommended. Participants receive bottled water..

The Cheddar Gorge Challenge is a demanding off-road running event held at Warren Farm, Charterhouse, Somerset, within the stunning Mendip Hills Area of Outstanding Natural Beauty. Offering distances from 1km fun runs to a full marathon, the course features diverse terrain including open fields, flat..

The Three Shires Way Ultra & Marathon, organized by Race Harborough, is a trail running event held in the rural landscapes and ancient woodlands of Buckinghamshire, Bedfordshire, and Northamptonshire. The event features two distances: a 50-mile ultra and a marathon, both suitable for beginners and e..

Beyond Trails London is a trail running event set in Greater London, offering two distances: a 25km trail and a 55km ultra. The routes follow parts of the Capital Ring footpath, showcasing iconic landmarks such as Eltham Palace, Wimbledon Common, and Richmond Park, alongside hidden trails, parks, wo..

P24 - The Longest Attended Day is a unique endurance running event held at Denbies Wine Estate in Dorking, Surrey. Participants run one mile every hour on the hour for 24 consecutive hours, covering a total of 24 miles on a mostly flat off-road trail through the scenic wine estate. The event feature..