Trail Running calendar near Chessington 2025-2026

The Thames Meander Autumn is a scenic riverside running event held in Richmond, starting from the Petersham & Ham Sea Scouts HQ. It features three race distances: 10km, half marathon, and marathon, all following flat, fast, and well-marked out-and-back routes along the Thames Path towpath. The 10km..

The Run the Wild Half Marathon - Autumn Edition is a 13-mile (21.1 km) trail running event set in the scenic Chiltern Hills, just 40 minutes northwest of London. Featuring rolling hills with around 300m of ascent, the course offers stunning chalk hills and woodland terrain. Designed for all abilitie..

The Kent Downs 50 Ultra Challenge is a scenic endurance event held near Maidstone, Kent, known as the "Garden of England." Participants can walk, jog, or run looped routes of 50 km, 25 km, or 10 km, starting and finishing at the Kent Showground. The main 50 km course features iconic landmarks such a..

The Barrows and Downs is a trail running event featuring a marathon and half marathon set in the historic southern area of Salisbury Plain, Wiltshire. Participants run among ancient barrows dating back to 3500 BC, enjoying scenic views of the Wiltshire Downs. Both race routes start and finish at Til..

The Titsey Trail 10K is a scenic trail running event held in Oxted, Surrey, set within the beautiful woodlands of Limpsfield Common and the High Chart. The course is a single lap of approximately 10 kilometers, primarily off-road along forest tracks, footpaths, and bridleways, with a short stretch o..

The Southend Pier Marathon is a unique running event scheduled for October 12, 2025, taking place on the world's longest pleasure pier, which stretches 1.34 miles over the sea. This marathon is a world first, offering participants the chance to run a full marathon in a stunning coastal setting. The..

The ATW Holdenby House Trail & Canicross event takes place at the historic Holdenby Estate, a 2,000-acre site in Northamptonshire. Participants can choose from various distances, including a 5k, 10k, and Half Marathon, with the course offering scenic views of the estate and its gardens. A special 5k..

The Marlow Donkey is a challenge event organized by the Thames Valley LDWA, offering participants the choice of two routes: 16 miles and 25 miles through the scenic Chiltern Hills. The event welcomes both walkers and runners, providing basic refreshments along the route and a simple meal at the fini..

The Frieth Hilly 5km and 10km runs are exciting mixed-terrain races set in the picturesque Chiltern Hills, located between Marlow and Henley-on-Thames. Participants can expect a challenging course that features winding woodland paths and scenic country roads, offering stunning views throughout the r..

The South Downs Way Ultra Run is a 30-mile trail running event starting and finishing at Harting Down in West Sussex. The course showcases some of the best sections of the South Downs Way and nearby areas, including Beacon Hill, Cocking Down, and the ancient woodlands of Kingley Vale, known for its..

The North Chilterns 50K is an ultra marathon trail race held in the scenic countryside east of Luton, UK. Starting and finishing at the picturesque Putteridge Bury Estate, the 50-kilometer course features ridgeline trails with stunning views of Warden Hill, Barton, and Pegsdon Hills. The route is fu..

The Gatliff Marathon is an annual challenge event that offers participants the choice of walking, jogging, or running distances of 25km or 50km through the scenic countryside of Kent, Surrey, and Sussex. This event, organized by the COPSE Club, features different routes each year, with a focus on cr..

The Centurion Autumn 100 is a challenging 100-mile trail race held in Goring and Streatley, England, along the River Thames. The course features four 25-mile out-and-back sections utilizing the Thames Path and Ridgeway National Trails, forming a cross-shaped route. Runners experience a mix of flat,..

The Bedgebury Forest Half Marathon & 10K is an exciting running event set in the picturesque Bedgebury Pinetum, Kent. Participants can enjoy a scenic, traffic-free woodland trail that is suitable for both novice and experienced runners. The event features a half marathon, a 10K race, and a junior 2k..

The Black Bull 15 Trail Runs, held in Chelmsford, United Kingdom, offer two distances: a competitive 15-mile trail run and a non-competitive 15km run/jog/walk. Starting and finishing in the pub garden of the Black Bull, the 15-mile course loops through local countryside and country roads, providing..

The Thames Trail Ultra is a challenging 47-mile point-to-point ultramarathon along England’s longest river, the Thames, running from Iffley in Oxfordshire to Henley-on-Thames. The course follows the Thames Path and Ridgeway National Trails, featuring a mix of country trails, riverside paths, and som..

The Beachy Head Marathon is one of the UK's largest off-road marathons, held in Eastbourne and running through the scenic South Downs National Park. Formerly known as the Seven Sisters Marathon, it offers a challenging and picturesque course starting and finishing at Eastbourne Seafront near the Sou..

Running Tribe Races take place in Chalfont St Peter, Buckinghamshire, with two main locations: Chalfont Park Sports Club and Chalfont St. Peter Community Centre. The event offers flexible distances on looped courses ranging from 7k up to ultra marathon distances (30 to 40 miles).Participants can cho..

The Epping Forest Wildwood Trail Series offers a scenic half marathon and 10K trail run set in the heart of Epping Forest near London. Scheduled for October 25, 2025, the event showcases the vibrant autumn colors and ancient woodland. Runners navigate a varied course featuring well-maintained paths,..

The Thames Path Trail Run is a scenic running event starting from Windsor Racecourse, offering distances of 16km and 21km along the picturesque Thames River. Participants can enjoy stunning views of the river and countryside while challenging themselves on well-marked trails. The event features chip..