Trail Running calendar near Chessington 2025-2026

We have found 313 Trailruns within 80 miles of Chessington. See below where and when you can find the races.

The Titsey Trail 10K is a scenic trail running event held in Oxted Woodlands, Surrey, offering a single-lap 10-kilometer course through Limpsfield Common and the High Chart of Surrey and Kent. The route is mostly off-road, featuring forest tracks, footpaths, and bridleways with gentle slopes but no..

The Ridgeway Run, organized by Tring Running Club, is a challenging 15-kilometre (9.3 miles) trail race set in the scenic Chiltern Hills near Tring, UK. The course starts on the outskirts of Tring, ascending through the Ashridge Estate, passing landmarks like the Bridgewater Monument, and includes s..

The Buckingham 10K is a scenic running event held in Buckingham Town Centre, featuring a 10-kilometer multi-terrain route. The course starts in the town center and passes through Stowe Avenue, the Stowe National Trust Gardens, and surrounding farmland, offering an undulating profile through both urb..

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 Gatliff Marathon is an annual challenge event held in the Kent, Surrey, and Sussex countryside, starting at Edenbridge Cricket Club in Kent, UK. Participants can choose to walk, jog, or run either 25km or 50km along varied footpaths and tracks. The course changes each year, with route details an..

The Centurion Autumn 100 is a 100-mile continuous trail race held in the twin villages of Goring and Streatley on the River Thames in South East England. The course features four 25-mile out-and-back sections forming a cross shape, utilizing parts of the Ridgeway and Thames Path National Trails. Run..

The Bedgebury Forest Half Marathon & 10K is a scenic trail running event held at Bedgebury National Pinetum & Forest in Kent. The race features a half marathon, a 10k, and a junior 2km run, all set on woodland trails beneath a majestic pine canopy. The course is traffic-free and offers a challenging..

The Viper 5 Mile Trail Run (Autumn edition) is a night-time trail running event held in Ingatestone, United Kingdom. Participants run a 5-mile loop around the countryside on public rights of way, following the same route as the spring event but in the dark. The course requires runners to be self-suf..

Running Tribe Races take place in Chalfont St Peter, Buckinghamshire, at two locations: Chalfont Park Sports Club and Chalfont St. Peter Community Centre. The event offers flexible distances ranging from 7k up to an ultra marathon, with looped courses of 7k, 10k, or 10.8k that allow participants to..

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 Beachy Head Marathon is one of the UK's largest off-road marathons, held in the scenic South Downs National Park near Eastbourne. Formerly known as the Seven Sisters Marathon, it offers a challenging and picturesque route starting and finishing at Eastbourne Seafront along the South Downs Way. T..

The Thames Trail Ultra is a challenging 47-mile point-to-point ultra-marathon along England’s longest river, the Thames. Starting near Oxford in Iffley and finishing in Henley-on-Thames, the course follows the scenic Thames Path and Ridgeway National Trails, featuring a mix of cross-country trails,..

UTMB Index

The Blackwater Marathon is an annual event held at Drapers Farm Sports Club in Heybridge, Essex. Celebrating its 25th edition in 2025, the marathon features a circular route on the north side of the River Blackwater estuary, combining cross-country footpaths and seawall sections. Participants can ch..

The Thames Path Trail Run takes place at Windsor Racecourse, offering scenic routes along the picturesque Thames River with stunning views of the river and countryside. Participants can choose between two distances: 21km and 16km, both featuring gentle elevation gains (+66m and +50m respectively). T..

The Stort30 Ultra is a scenic 30-mile ultra marathon held on the border of Hertfordshire and Essex, starting and finishing at the Hockerill Sports and Social Club in Bishop's Stortford. The course follows a flat, fast out-and-back route along the River Stort and Lee navigation, primarily on grassy t..

The Irchester Spooktacular is a Halloween-themed night-time running event held at Irchester Country Park. It features two distances: a 5k race and a 2k Family Fun Run, both set on fully marked woodland trails and tracks. Participants are encouraged to wear fancy dress, with prizes awarded for the be..

The Plough and Harroween is a 5-mile night trail run held in Litlington, East Sussex, starting and finishing at The Plough & Harrow pub. The self-navigated course, run in reverse of the Friston Forest 5 route, traverses countryside terrain including forest, farm tracks, and downlands. Participants m..

November 2025

The Guided Run - Petersfield 10k will take place in Petersfield on Saturday 1 November 2025. You can run 10 kilometers.

The Brewery Trail Run is a 10km (6 miles) trail running event held in the scenic Chiltern Hills near Tring, just 40 minutes northwest of London. Suitable for all abilities, the course features some hills and offers a relaxed, guided experience with qualified run leaders. After the run, participants..

The Fireworks 50 is a 50-mile running event organized by Zig Zag Running, held at Wodson Park Sports and Leisure Centre in Ware, Hertfordshire. Now in its fourth year, this unique race takes place on a traffic-free athletics track, offering runners a safe and controlled environment. Limited to 50 pa..