Trail Running calendar near Eastbourne 2025-2026

The Windsor 50 Ultra Challenge, formerly known as the Easter 50, is a premier UK trail running and trekking event held at Windsor Racecourse. Scheduled for April 18, 2026, it offers three looped distance options: a 50 km ultra, a historic 25 km, and a 10 km challenge. Participants traverse scenic ro..

The Spring Trail Series by Ultra X is a trail running event held at the Cowdray Estate in Surrey, within the scenic South Downs National Park. The series features five race distances: 12km, 25km, 50km, 50 miles, and 110km, all starting and finishing at the same accessible location near Cowdray Farm..

The Ale Trail is a 15-mile fun run held in Alfriston, East Sussex, starting from the beer garden of Ye Olde Smugglers Inne. The event features a scenic course with two checkpoint pubs—the Hampden Arms and The Ram Inn—where runners can enjoy a beer and snacks before continuing. Participants are encou..

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 Centurion Thames Path 100 is a 100-mile marked point-to-point trail race from Richmond in London to Oxford University grounds. The course follows the scenic Thames Path, mostly flat and fast, with 75% trail and 25% paved surfaces, showcasing beautiful English riverside landscapes. Runners face a..

The Isle of Wight Ultra Challenge is a premier endurance event held on the stunning Isle of Wight, featuring a variety of distances including 106km, 53km, 25km, and a 10-mile option. Participants walk, jog, or run along the island’s spectacular coastal paths, passing iconic landmarks like the Needle..

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..

The Three Forts Challenge is a renowned trail running event held in West Sussex, starting and finishing at Lancing Manor Leisure Centre. It offers three race options: a full marathon (27.2 miles), a half marathon, and a 5-mile trail run. The courses feature demanding terrain with steep climbs, stile..

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 Run to the Sea Brighton Ultramarathon is a scenic 50km point-to-point race from Horsham to Brighton seafront, featuring a mix of trails and rolling downs. Known for its stunning views and well-organized setup, it caters to both beginners and experienced ultramarathoners. The course is fully sign..

The Chiltern Hills 100K is a 100-kilometer ultra marathon held in the Chiltern Hills, Buckinghamshire, UK. The race features an anticlockwise loop starting and finishing in Chesham, passing iconic landmarks such as Ashridge Estate, Coombe Hill, Whiteleaf Hill, Bledlow Ridge, and Great Hampden. With..

The Centurion North Downs Way 50® is a challenging 50-mile point-to-point ultramarathon held annually along the North Downs Way National Trail in England. Starting in Farnham, Surrey, and finishing at Knockholt Pound near Greater London, the course features approximately 5,600 feet of elevation gain..

The Reigate Priory Park 10K is a scenic charity fun run held in Priory Park, Reigate, Surrey. The course features a 250-meter start plus four laps on an accurately measured, gently undulating cross-country terrain surrounded by lush greenery. Suitable for runners of all levels, the event fosters a f..

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..

The London 2 Brighton Ultra Challenge is a premier endurance event in the UK, offering multiple distances including 100km, 75km, 58km, 42km (Sussex Trail Marathon), 33km, 25km, and a 10km loop. Starting in Richmond, West London, the route traverses the scenic North Downs and Surrey & Sussex countrys..

The Fox is a quintessentially British trail running event set in the picturesque Surrey countryside. It offers three race distances: 20K, 41K, and 62K, all finishing at Burys Field in Godalming. The courses start from different locations, including Godalming, West Clandon, and Merrist Wood College,..

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 La Vronnaise will take place in Vron on Monday 25 May 2026.

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 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..