Trail Running calendar near Aylesbury 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 an iconic ultra in the Chiltern Hills, tracing ridgeline trails between Ivinghoe Beacon and Whiteleaf Hill. The race starts from Berkhamsted Castle and finishes at Hampden Meadow in Wendover, following the Ridgeway National Trail via Ashridge Estate and viewpoints such..

Running Adventures presents the Malvern Hills 18 Miler, an 18-mile guided trail run in the Malvern Hills, Worcestershire. Starting and finishing at North Quarry Car Park in Great Malvern, the route climbs to Worcestershire Hill and along the Malvern ridge, visiting the summits for expansive views, b..

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 Bath Beat is a walking and running event held on the southeastern edge of Bath, England, offering 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. Parti..

The Trident Grantham Triathlon will take place in Grantham on Sunday 26 April 2026.

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 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..

A Coventry Way Challenge is a 40-mile countryside route around Meriden, starting and finishing at the Heart of England Social Club. Participants may walk or run, solo or in a relay, for fun or charity. The event features five checkpoints offering cold drinks and a selection of food, plus meals at th..

Eastnor Castle Backyard 8hr and Relay 2026 is a running event staged in the private Eastnor Castle Deer Park, set within the Malvern Hills National Landscape. The route runs along a private estate road in a figure‑of‑eight, with stunning views of Eastnor Castle and British Camp, the Iron Age hill fo..

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..

The Malvern Hills Ultra is an out-and-back ultramarathon by Ultra Running Ltd, starting at Abberley Village Hall in Worcestershire. Entrants choose 23, 31, 38 or 47 miles. The route mostly follows the Worcestershire Way, with 2,941m ascent on the 47-mile course and descent.Navigation is supported by..

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..

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. 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 10K..

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 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..