Trail Running calendar near Maidenhead 2025-2026

The Rosebud Marathon is a scenic 26.2-mile race held in Northamptonshire, England, featuring a mix of approximately 60% trails and 40% roads. Starting at Hartwell and finishing at Brixworth Country Park near Northampton, the course traverses beautiful countryside, including canal towpaths and 14 vil..

The Battle of the Brampton Valley Way is a unique ultra running event held along the traffic-free Brampton Valley Way, spanning 28 miles (45 km) from Market Harborough in Leicestershire to Northamptonshire and back. This super flat course offers a scenic route through rural Northamptonshire, featuri..

The Windsor 50 Ultra Challenge, formerly known as the Easter 50, is a premier UK trail running and walking event held at Windsor Racecourse. Participants can choose from 50km, 25km, or 10km looped routes that showcase scenic views of Windsor Castle, the Great Park, Runnymede, and the Thames Path. Th..

The Chiltern Ridge Classic 50K is a renowned ultra marathon held in the Chiltern Hills, UK, featuring a challenging 51 km trail with 996m of elevation gain. The race starts at historic Berkhamsted Castle and finishes at Hampden Meadow in Wendover, following scenic ridgeline trails through Ashridge E..

The Spring Trail Series by Ultra X is a trail running event held in the South Downs National Park, starting from Midhurst, Surrey. It features five race distances: 12km, 25km, 50km, 50 miles, and 110km, all set along the scenic Serpent Trail that passes through greensand hills, rivers, woodlands, an..

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 Garmin UK Trail Running Festival 2026 takes place at St Giles House, Wimborne St Giles, offering a variety of trail running events including a marathon, half marathon, 10K, 5K, and junior races for children as young as 0 years. The festival features scenic courses designed to inspire runners to..

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 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 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 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 Centurion Thames Path 100® is a 100-mile marked point-to-point trail race starting in Richmond, London, and finishing in the grounds of Oxford University. The course follows the scenic Thames Path, offering mostly flat and fast terrain on groomed trails and paved pathways. Runners experience stu..

The Isle of Wight Ultra Challenge is a premier endurance event held on the stunning Isle of Wight, featuring distances of 106km, 50km, 25km, and a 10-mile option. Participants walk, jog, or run along the island’s spectacular coastal paths, including iconic landmarks like the Needles and historic tow..

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..

Tempo Trail Races is a trail running event held in the scenic Cotswolds at Ilmington Sports & Social Club, Shipston On Stour, UK. The event offers a variety of race distances including a 100KM Ultra, Marathon, Half Marathon, and 10K, catering to a wide range of trail runners. Launched in 2023, it pr..

Rapid Relays is a dynamic solo and team relay race held at the scenic Culden Faw Estate in Fawley, near Henley on Thames, Oxfordshire. The woodland trail course features estate tracks with gently undulating terrain, including a notable climb just before the 3K mark, followed by a long downhill stret..

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 features stunning views and traverses iconic trails such as the South Downs Way, Allan King Way, an..

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, the event caters to both beginners and experienced ultramarathoners. The course is ful..

The Chiltern Hills 100K is a challenging ultra marathon held in the Chiltern Hills, starting and finishing in Chesham, Buckinghamshire. The 100-kilometer course features an anticlockwise loop passing notable landmarks such as Ashridge Estate, Coombe Hill, and Bledlow Ridge, incorporating sections of..