Trail Running Calendar South East (England) 2025-2026

The Chiltern 50 Ultra Challenge is a 50 km looped endurance event held in the scenic Chilterns countryside, starting and finishing at Henley Showground. Participants can walk, jog, or run the course featuring historic trails, rolling hills, nature reserves, and stunning views. The event offers 50 km..

The Dark Downs 50k is an exciting night running event held on the scenic South Downs, featuring both a 50k race and a Half Marathon. Participants will experience the unique atmosphere of running at dusk and into the night, with the rolling hills and runnable trails providing an ideal setting. The ev..

The Fortitude Ultra - Denbies is an endurance running event held at the picturesque Denbies Wine Estate in Dorking, Surrey. Participants face the challenge of completing 10 laps of varying distances (approximately 3, 4, or 5 miles) within a 10-hour timeframe. Runners can adjust their chosen distance..

Wild Run Cotswolds is a trail running event held at the picturesque Cornbury Park in Oxfordshire, within the wild, secluded forests of Wychwood. The race features a scenic 10K loop on private, well-maintained trails with undulating terrain, offering a mix of smooth and rugged paths surrounded by abu..

Something to Talk About is a 7-hour technical trail running event held at Avon Tyrrell Outdoor Activity Centre in the scenic New Forest, Bransgore, Christchurch. The race features a looped course of 3.28 miles through beautiful forest terrain, suitable for all abilities. Participants can choose thei..

The North Downs Way Ultra Run is a 30-mile trail running event starting and finishing at St Martha's Hill in Guildford, Surrey. It showcases some of the best sections of the North Downs Way and surrounding Surrey Hills, including the famous Box Hill and Denbies Wine Estate. Designed as an ideal intr..

The Harbour Wallbanger is an exciting running event scheduled for 2025, starting on the beach at Broadstairs during low tide and extending to Ramsgate, where participants will "bang the Harbour Wall" before returning. This unique coastal route is designed for both beginners and experienced runners,..

The Eridge Park 10 Trail Challenge is a celebrated 10-mile trail running event held at Eridge Green, Tunbridge Wells, Kent. Known for its challenging course, the race features steep, narrow climbs, plenty of mud, and stunning scenic views, making it a favorite among off-road runners. The traffic-fre..

The Guided 50k Ultramarathon in New Alresford, Hampshire, offers participants a scenic running experience through beautiful trails, including sections of the Watercress Way and Oxdrove Way. This event is designed for those who have completed at least a 20-mile run in the past year and will be conduc..

The Run to the Sea Bournemouth Ultramarathon is a scenic 50km point-to-point race held from Moors Valley Country Park to Hengistbury Head, Bournemouth. The course features a mix of flat, multi-terrain trails including forest paths and coastal seafront routes, making it ideal for both beginners and e..

The Guided 15 Mile Run in New Alresford, Hampshire, offers a scenic experience for runners looking to tackle the first loop of a 50k event. Participants can enjoy the beautiful trails of the Watercress Way and Oxdrove Way, starting and finishing in the charming market town of Alresford. This relaxed..

Steeple Barton Chase is an annual fun running event held at Barton Abbey in Steeple Barton, Oxfordshire, located between Oxford and Banbury. The event features undulating courses combining on- and off-road terrain, offering a 10K main race and a 5K run for less intense competition. Additionally, the..

The Dovedale Dash is a renowned 4 3/4 mile cross country race held near the village of Thorpe, close to Ashbourne in the Derbyshire Peak District. The course traverses scenic field paths and open ground through the valleys of the rivers Dove and Manifold. A highlight of the race is the iconic crossi..

Bolt Round the Holt is a trail running event held at Alice Holt Forest in Hampshire, featuring distances of a half marathon, 10k, 5k, and a junior run. The race takes place on undulating forest trails with picturesque, sun-dappled scenery, offering a friendly and family-oriented atmosphere. The cour..

The Rushmoor Wellesley 10k is a community-organized running event held near Aldershot, Hampshire, starting and finishing at the Military Athletics Stadium. The race features a very flat course primarily along Wellesley Woodlands footpaths and the Basingstoke Canal towpaths, offering scenic views ide..

Beat Box Hill October 2025 is a trail running event held at the iconic Box Hill in Surrey, UK, offering 24k and 50k race distances. The course features challenging trail terrain with elevations of 610m for the 24k and 1364m for the 50k, providing stunning scenery and a rewarding experience for both..

The Run the Wild Half Marathon - Autumn Edition is a 13-mile (21.1 km) trail running event set in the scenic Chiltern Hills, just 40 minutes northwest of London. Featuring rolling chalk hills and woodland paths with around 300m of ascent, the course offers a welcoming atmosphere for all abilities, i..

The Kent Downs 50 Ultra Challenge is a supported endurance event held near Maidstone, Kent, known as the "Garden of England." Participants can walk, jog, or run on a 50 km looped course featuring scenic routes along the North Downs Way, Blue Bell Hill, Aylesford, the River Medway, Mote Park, Len Val..

The Buckingham 10K is a scenic running event held in Buckingham Town Centre, featuring a 10-kilometer multi-terrain route. The course starts in the town center and passes through Stowe Avenue, the Stowe National Trust Gardens, and surrounding farmland, offering an undulating profile through both urb..

The Frieth Hilly 5km and 10km runs are exciting mixed-terrain races set in the picturesque Chiltern Hills, located between Marlow and Henley-on-Thames. Participants can expect a challenging course that features winding woodland paths and scenic country roads, offering stunning views throughout the r..