Trail Running calendar near Chessington 2025-2026

The Hannington Hike will take place in Hannington on Sunday 8 March 2026.

The Humanity Direct Amersham Ultra is a one-day endurance event set in the scenic Chiltern Hills, near Amersham, Buckinghamshire. Participants can choose from a 50km ultra marathon, a 25km half ultra, or a 10km race, all designed to challenge both body and mind. The event features fully marked route..

The Centurion Hundred Hills 50km is a scenic trail ultra marathon held in the Chiltern countryside, starting and finishing at the historic 850-year-old Stonor Park near Henley-On-Thames, England. The race features two distinct 25km loops, covering a total distance of 50 kilometers with approximately..

The Gratitude 25km is an exciting running event taking place in Broxbourne, UK. This race is designed for runners of all levels, promoting fitness and community spirit. Participants will enjoy a scenic route while challenging themselves to complete the 25km distance. The event emphasizes the importa..

Winter's End - 50 Mile Ultra & Marathon is a scenic trail running event held along the South Downs Way National Trail, starting near Arundel, West Sussex, and finishing in Winchester, Hampshire. The event features a 50-mile ultramarathon and two marathon options covering either the first or second h..

The ZigZag 2026 Moo-rathon, Calf and Hen K at the Farm is a trail running event held at Hyde Hall Farm, SG9 0RU. Now in its third year, it offers multiple distance options including 10k, half marathon, full marathon, and ultra marathon. The course features a mix of tarmac paths, grassland, and trail..

The Petzl Night Trails 10K at Salcey Forest is a unique night trail running event held near Northampton. Participants run a fully marked, two-lap 10K course on crushed stone paths through the flat but occasionally slippery forest terrain. Running in the dark requires a head or chest torch, with Petz..

The Testway Ultra is a challenging ultra marathon held in Hampshire, England, featuring 40 and 50-mile distances along the scenic Testway footpath. The route stretches from the chalky downs near the Northern Hampshire/Berkshire border to the southern town of Totton in Southampton, showcasing picture..

The Springtide 50k is an ultra running event held in the historic town of Arundel, West Sussex. The race features a single-loop course through the scenic South Downs, offering a runnable and non-technical route ideal for both beginners and experienced ultra runners. Participants enjoy stunning views..

The Mortimer 10km is a scenic trail running event held in the charming Berkshire village of Mortimer, starting and finishing at Mortimer Fairground. The race features a beautiful two-lap, multi-terrain course that covers approximately 85% off-road, including woodland trails, footpaths, and bridleway..

The 50 Mile Grand Slam 2026, organized by Centurion Running, is a series of four challenging 50-mile ultramarathons held across iconic UK trails. The event includes the South Downs Way 50, North Downs Way 50, Chiltern Wonderland 50, and Wendover Woods 50, taking place between April and November 2026..

The Centurion South Downs Way 50® is a challenging 50-mile foot race held annually along the South Downs Way National Trail in Southern England. Starting in Worthing and finishing with a lap at Eastbourne Sports Club Athletics Track, the course features 5,700 feet of elevation gain over 85% trail an..

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 Henley River Half Marathon, 10k & Junior Race takes place in Henley-on-Thames, UK, along the scenic banks of the River Thames. Scheduled for April 11, 2026, the event features a half marathon, 10k, and a junior race, all on mixed, undulating terrain with elevations of 98m for the half marathon a..

The Rose of the Shires Ultra Marathon is a 54-mile circular race through Northamptonshire's scenic countryside, starting and finishing at Brixworth Country Park. The course features approximately 70% trails and 30% roads, including footpaths, country trails, roads, and canal towpaths, with an elevat..

The Haughley Festival of Running is an annual event held at the exclusive Haughley Park in Suffolk, offering a range of race distances including 5k, 10k, 15k, Half Marathon, Full Marathon, and Ultra Marathon. Now in its fourth year, the festival provides a scenic course mainly on pathways with some..

The Windsor 50 Ultra Challenge, organized by Ultra Challenge, is a historic and scenic endurance event taking place on April 18, 2026. Participants can choose to walk, jog, or run along looped routes through Windsor and along the Thames Path, starting and finishing at Windsor Racecourse. The event o..

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 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 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..