Trail Running calendar near Rochester 2025-2026

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..

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 miler, and 110km, all set along the picturesque Serpent Trail that traverses greensand hills, r..

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 Thames Ring 250 is a challenging 250-mile (approximately 256 miles) trail ultramarathon starting and finishing in Streatley-on-Thames, UK. The race follows an anti-clockwise loop along the Thames, the Grand Union Canal, and the Oxford Canal, primarily on flat canal and riverside paths. Despite t..

The Other Run, organized by Zig Zag Running, takes place at the Suffolk Running Centre in Bury St Edmunds, coinciding with the London Marathon day. It offers multiple distance options: 5k, 10k, half marathon, and full marathon. The marathon follows the officially measured, scenic, and mildly undulat..

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..

Thames Path 100 is Centurion Running’s 100-mile ultramarathon along the Thames Path from Richmond, London to Oxford, finishing in the grounds of Oxford University. The 161 km course climbs about 1,900 feet and is described as flat and fast, with roughly 25% paved and 75% trail terrain. It is a point..

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..

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 point-to-point ultramarathon from Christ's Hospital School in Horsham to Hove Lawns on the Brighton seafront. The multi-terrain course features trails, rolling downs and a coastal promenade, offering scenic views and a reputation for superb organisation and a frien..

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 Halstead & Essex Marathon, established in 1995, is an annual running event held in North Essex, starting at Halstead Leisure Centre. Celebrating its 30th year in 2026, the marathon features a scenic course on low-traffic roads through rolling hills, woods, and farmlands, offering a picturesque a..

The Oliver Fisher 10k & 5k is an annual running event held at Milton Creek Country Park in Sittingbourne, Kent. Featuring off-road stone trail courses, the race offers 10k and 5k distances along with a junior run, making it suitable for runners of all ages and abilities. The scenic route showcases t..

The Zig Zag Marathon and Half Marathon take place at the Suffolk Running Centre in Bury St Edmunds, UK. The marathon follows the officially measured, scenic Kirtling Route, which is fully on road and mildly undulating, while the half marathon uses the Windmill Route, both featuring quiet roads. The..

North Downs Way 50 is a 50-mile point-to-point ultramarathon hosted by Centurion Running, running along the North Downs Way National Trail from Farnham, Surrey to Knockholt Pound near Greater London. The route features about 5,600 feet (1,700 m) of ascent and reflects the first 50 miles of the NDW10..

Five Rivers Ultra is the only point-to-point 100-mile ultramarathon in East Anglia, finishing in Harwich, Suffolk. It offers three distances: 100 miles, 50 miles and 50 km with generous cut-offs. The route runs along the North Essex and South Suffolk coast, through Dedham Vale and the Suffolk Coast..

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..