Trail Running calendar near Haywards Heath 2025-2026

Roly's Run is an endurance event in the Meon Valley, Hampshire, with 15/20/40 mile options. The race HQ is Swanmore Village Hall. The clockwise course runs via Beacon Hill, Exton and Meonstoke, with the 20 and 40 mile routes continuing onto the South Downs Way to Winchester Hill before looping back...

The 666 Trail Run, organized by Ashford Tri Club, is a unique trail race held in Kings Wood, Challock, Ashford. Established in 2010, the event features a 6.66-mile course through woodland terrain, offering a challenging and scenic run. The race is known for its "devilishly good" distance and slightl..

Devil's Punchbowl 10km is a guided trail run around the Punchbowl in Hindhead, Surrey. The 10km route follows scenic trails with several hills, run at a group pace rather than a race. It suits those new to trail running or who prefer running with others, especially at dusk or night.Top views are pau..

The STAR Backyard Peaslake is a trail running event held in the picturesque village of Peaslake, Surrey. Participants aim to complete as many 5km laps as possible within a 3-hour window, starting and finishing at Peaslake Community Hall. The course features a clockwise route that includes a gentle 2..

Dark Valley, Night Trails is an exhilarating night-time running event hosted by BigFeat Events at Moors Valley Country Park. Participants can choose from 10km, 20km, or 30km looped trails, all set amidst the enchanting woods of Dorset. Runners will navigate the course using headtorches, guided by fl..

Bournemouth Coastal TEN is a seaside running race held at Hengistbury Head, Bournemouth, Dorset. Runners choose between a scenic 10-mile or 10km coastal route along Bournemouth’s seafront, with views of Boscombe Pier, the Isle of Wight and The Needles to the east, and Old Harry Rocks along the Juras..

The RunUk Kingston 10k is a scenic running event starting and finishing at the Kingston Hawker Centre in Surrey. The course takes runners through the streets of Kingston and along the picturesque river towpath, offering a vibrant atmosphere supported by local organizations. Participants receive a fi..

The ATW Wendover Woods Trail Run & Canicross takes place in the scenic Wendover Woods, located at the highest point in the Chilterns near Aylesbury. Participants can choose from a 5K, 10K, or Half Marathon trail run, all set on well-prepared, traffic-free woodland trails offering stunning countrysid..

Serpent Trail Ultra Run is a 30-mile trail event starting and finishing in Haslemere, Surrey. It showcases the best parts of the Serpent Trail and the Sussex Border Path, with a hilly profile that includes climbs toward Blackdown and a stop at the Temple of the Winds lookout for views over the South..

The New Forest Stinger is an annual 10-mile trail running event held in the scenic New Forest at Ocknell Campsite, Fritham. Organized by Totton Running Club, the race features an undulating off-road course that follows approved trails and paths, offering some of the best views in the forest. The eve..

Winchelsea 10km Trail Race is a 10km trail run around Rye Harbour Nature Reserve, near Winchelsea Beach. The predominantly trail route (about 95% off-road) weaves through one of England's most important wildlife sites and features a marked and marshalled course. The event, run by 1066 Trail Races, o..

The Wallop is a scenic 21k trail run held within the Farleigh Wallop Estate in Hampshire. The course features a diverse mix of narrow woodland paths and wide gravel tracks that wind through forests and open land, offering runners an immersive natural experience. This half-marathon event is fully mar..

The The Maverick Exposure Lights Dark Oxfordshire will take place in Stonor on Saturday 29 November 2025. This trail is organized by Maverick Race. You can run between 7 and 17 kilometers.

Box Hill Vertical KM is a guided trail run held around Box Hill near Dorking, Surrey. The course covers about 12.5 miles with around 1000m of elevation, designed to rack up significant height in a compact distance. It traverses woodland, heathland and open fields, with hills that are technical enoug..

The Boulogne Sur Mer Urban Trail will take place in Boulogne-sur-Mer on Saturday 29 November 2025. You can run between 8 and 21 kilometers.

The Maverick Original Oxfordshire is a trail running event held at the historic Stonor Park estate near Henley-on-Thames, Oxfordshire. Set within the Chilterns Area of Outstanding Natural Beauty, the race offers three challenging routes: 22 km (long), 12 km (middle), and 7 km (short), featuring elev..

Wittering Beach Run takes place at West Wittering Beach, near Chichester, UK. Runners choose from three distances—5km, 10km and 15km—along the expansive sandy flats revealed at low tide. The route offers long views of Selsey Bill and the Isle of Wight, plus Chichester Harbour, the Solent, and the So..

The Riverside Marathon & Half Marathon, organized by Phoenix Running, takes place in Walton on Thames, Surrey, along the scenic River Thames towpath. This UK Athletics certified event features flat, fast, and accurately measured courses with no elevation gain, ideal for runners seeking personal best..

The Urban Trail Cote d'Opale will take place in Boulogne-sur-Mer on Saturday 29 November 2025. You can run between 8 and 21 kilometers.

Surrey Hills Half Marathon is a guided trail half marathon starting and finishing in Guildford, Surrey. The 13-mile route threads through the Surrey Hills’ scenery, including St Martha’s Church and hill, the village of Shere, and Newlands Corner and Hackhurst Downs, with sections of the North Downs..