Trail Running calendar near Chessington 2025-2026

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 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 Centurion Thames Path 100 is a 100-mile point-to-point trail race starting in Richmond, London, and finishing in the grounds of Oxford University. The course follows the Thames River upstream, offering a mostly flat and fast route along groomed trails and paved paths. Runners experience scenic E..

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..

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..

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..

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 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..

The Henley River Half Marathon, 10k & Junior Race takes place at Temple Island Meadows, Remenham Lane, Henley-on-Thames, UK. Scheduled for September 5, 2026, this event features a half marathon, 10k, and a junior race, all set on mixed, undulating terrain with scenic views alongside the Thames. The..