Trail Running calendar near Aylesbury 2025-2026

We have found 388 Trailruns within 80 miles of Aylesbury. See below where and when you can find the races.

The Battle of the Brampton Valley Way is a unique ultra running event held in Leicestershire and Northamptonshire, featuring a 28-mile (45km) out-and-back course along the flat, traffic-free Brampton Valley Way. Runners choose to start from either Market Harborough or Northampton, representing their..

The Nene Valley Races - Kings Cliffe 10K is a friendly and scenic trail running event held in the beautiful Nene Valley countryside, starting and finishing at KC Active in Kings Cliffe, Northamptonshire. The circular 10K course features easy tracks, green fields, farm paths, and disused railway line..

The Chiltern Ridge Classic 50K is an iconic ultra marathon held in the Chiltern Hills, UK, featuring a challenging 51 km trail run with 996m of elevation gain. Starting at historic Berkhamsted Castle and finishing at Hampden Meadow in Wendover, the course traverses stunning ridgeline trails includin..

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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 location near Cowdray Farm Shop. The c..

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 Thames Ring 250 is an iconic 250+ mile ultramarathon loop starting from Goring, following the River Thames into London, then along the Grand Union Canal and back down the Oxford Canal to the finish. Established in 2009, it was the first race of its kind, known for its challenging course and high..

The Bath Beat is a walking and running event held on the southeastern edge of Bath, England, featuring distances of 12.5, 17, 21, and 26.5 miles. The course traverses the scenic countryside of the southern Cotswolds, including woods, hills, river valleys, farmland, and a historic disused canal. Part..

The Malvern Hills 18 Miler is a guided trail running event organized by Running Adventures, taking place in the scenic Malvern Hills, UK. The route covers approximately 18 miles with over 1300 meters (4400 feet) of elevation, traversing the Malvern ridge and visiting all its summits. Runners experie..

The Drop - Winchester is a unique and challenging race held in Winchester, UK, offering participants a thrilling test of resilience and navigation skills. Competitors choose between a 10-mile or 15-mile course, either solo or in teams. The race begins with a blindfolded bus ride to an undisclosed dr..

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 A Coventry Way Challenge is a 40-mile running or walking event set in the scenic countryside around Coventry, starting and finishing at the Heart of England Social Club in Meriden. Open to individuals aged 18 and over, participants can take part solo or in relay teams. The course features five c..

The Trident Grantham Triathlon, held at Grantham Meres Leisure Centre in Lincolnshire, is a classic sprint triathlon featuring a pool swim, scenic bike ride, and fast-paced run. Reviving a beloved local tradition, this well-organized event welcomes athletes of all levels, including first-timers. Set..

May 2026

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 Thames Path, offering a mostly flat and fast route with 75% trail and 25% paved paths, showcasing stunning English riverside scenery. Runners face..

The Malvern Hills Ultra is a challenging ultra running event held in Worcestershire, UK, starting and finishing at Abberley Village Hall. Scheduled for May 2, 2026, it offers four race distances: 23, 31, 38, and 47 miles, with the longest featuring over 2,900 meters of ascent along the scenic Worces..

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..

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..

Tempo Trail Races 2026 is a weekend trail running event held in the scenic Cotswolds, based at Ilmington Sports & Social Club near Shipston On Stour, UK. The event offers a variety of race distances to suit different levels, including a 100K Ultra, a new 50K Ultra, a Marathon, a Half Marathon, and a..

BigWayRound - Winchester is an award-winning, Gold-rated trail running event held at Winchester Rugby Club, offering four distances: 14 miles, 19 miles, a marathon, and a 50K ultramarathon. The course showcases stunning English countryside, including trails along the Itchen Navigation, ascents past..

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..

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The Collingbourne Races, held at Crawlboys Farm in Ludgershall, offer a scenic off-road running experience through the beautiful Collingbourne woods. Featuring a half marathon and a 10km race, the course includes bridle paths, woodland tracks, and single-track trails, making it suitable for runners..