Trail Running calendar near Herstmonceux 2025-2026

Henley River Half Marathon, 10K & Junior Race, organized by RunThrough UK, takes place at Temple Island Meadows, Remenham Lane, Henley-on-Thames. The event offers three distances—the Half Marathon, 10K, and a Junior Race—on a scenic, mixed-terrain course along the River Thames. The route is undulati..

50 Mile Grand Slam 2026 is a four-race endurance challenge from Centurion Running. It combines four 50-mile events held as the All Four 2026 50 Mile Events: South Downs Way 50, North Downs Way 50, Chiltern Wonderland 50, and Wendover Woods 50. Runners complete all four for the Grand Slam, spanning s..

Spring ‘Run the Seasons’ Cowdray takes place on the Cowdray Estate in West Sussex, near Midhurst. The event offers 5km, 10km, 10-mile and canicross options, all run on a scenic course that heads out to Ambersham and Heyshott Common. These commons are Sites of Special Scientific Interest and Grade 2..

South Downs Way 50 is a 50-mile ultramarathon along the South Downs Way National Trail, from Worthing to Eastbourne. Runners start on chalk footpaths to Chanctonbury Ring, then follow the SDW for the final 44 miles to Eastbourne, finishing with a lap on the track at Eastbourne Sports Club. The cours..

Windsor 50 Ultra Challenge, formerly The Easter 50, is staged from Windsor Racecourse and offers 50 km, 25 km, or 10 km loop options. Participants traverse looped routes from the basecamp through Windsor Great Park with castle views, to Runnymede and along the Thames Path into surrounding countrysid..

Ultra X’s Spring Trail Series is staged on the Serpent Trail in the South Downs National Park, with all races starting and finishing at Cowdray Farm Shop near Midhurst—a spectator-friendly hub featuring an on-site expo and camping options. The event offers five distances: 12km, 25km, 50km, 50-mile,..

Chiltern Ridge Classic 50K is Runaway Racing’s iconic ultra through the Chiltern Hills. The next edition, 18 April 2026, runs from Berkhamsted Castle to Hampden Meadow, Wendover, covering roughly 51 km with about 996 m of ascent. Runners traverse the Ridgeway National Trail, with an undulating first..

The Drop - Winchester is a unique and challenging race held in Winchester, UK, offering participants a choice between 10-mile and 15-mile distances, either solo or in teams. Inspired by military-style navigation, the event requires runners to find their way back to the event center from an undisclos..

The Ale Trail 15 mile run is a pub-led trail race in Alfriston, East Sussex, starting from the Ye Olde Smugglers Inne beer garden. The 15-mile course has a 4hr30min cut-off and pub checkpoints at The Hampden Arms and The Ram Inn, where runners log arrival and receive a beer token and snacks before c..

Saturn’s Midweek Chasing Numbers 7-Hour Time Challenge is held at Wraysbury Skiff & Punting Club on the River Thames. The event is designed to be affordable and flexible, inviting all abilities to run or walk within a 7-hour window. Participants choose their distance on a flat, signed course along r..

The Isle of Wight Ultra Challenge is a coastal-footpath event on the Isle of Wight, starting at Chale Basecamp. In 2026, it offers multiple distances: a full continuous 106 km around the island (clockwise), a 52–54 km two-day option, plus 82 km, 50 km Southern Loop, 25 km Quarter, and a Medina 10-mi..

Th Thames Path 100 is Centurion Running’s 100-mile continuous trail race from Richmond in southwest London to the centre of Oxford, finishing in the grounds of Oxford University. The marked point-to-point route covers about 161 km with around 1,900 feet (560 m) of climb. The course is described as f..

Greensand Way Ultra Run is a 30-mile trail ultramarathon starting and finishing at West Hanger, Staple Lane Car Park, near Guildford in Surrey. The route links the North Downs Way with the Greensand Way, passing Box Hill, Leith Hill (the South East’s highest point) and summits such as Pitch Hill and..

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..

Rapid Relays is a dynamic running event held at the scenic Culden Faw Estate in Fawley, near Henley on Thames, Oxfordshire. The race features a woodland trail course on estate tracks with gently undulating terrain, including a notable climb before 3 kilometers followed by a long downhill stretch bac..

Three Forts Challenge is a trail-running event based at Lancing Manor Leisure Centre in West Sussex. It offers three races: a Full Marathon (27.2 miles) starting and finishing at Lancing Manor, with steep climbs, stiles and rough tracks, passing Chanctonbury Ring and Cissbury Ring for panoramic coun..

BigWayRound - Winchester is an award-winning, Gold-rated trail running event held at Winchester Rugby Club. The event offers four distances: 14 miles, 19 miles, a marathon, and a 50K ultramarathon, catering to both new and experienced trail runners. The course features stunning views and traverses i..

The Harewood Forest Trail Race is staged in Harewood Forest in the heart of the Test Valley, near Andover, Hampshire. Runners can choose between 5k and 10k trail routes on undulating forest tracks, offering a challenging yet scenic course. Described as a spring race set in a beautiful woodland setti..

The Goring Gap Trails event, held in Mapledurham near Reading, offers a variety of running and walking challenges, including a 50-mile ultra, a 52K ultra, and a half marathon, alongside walking options of half marathon, full marathon, and a 6-mile walk featuring a river boat crossing. The event is l..

Run to the Sea Brighton is a 50 km ultramarathon on a multi-terrain point-to-point course from Horsham's Christ's Hospital to Hove Lawns, Brighton. The route blends trails, rolling downs, and a coastal promenade, offering scenic views of the South Downs and sea. The event is described as stunning, w..