Trail Running calendar near Chessington 2025-2026

Roly's Run is an annual trail running event held in the scenic Meon Valley and South Downs Way, Hampshire, in memory of ultra-runner Rich Walklate (Roly). The 2025 edition offers three distance options: 15.5, 21.5, and 40 miles, featuring challenging ascents of 463m, 712m, and 1266m respectively. Th..

The 666 Trail Run, organized by Ashford Tri Club, is a unique trail race held in Kings Wood, Challock, Ashford. Established in 2010, the event features a 6.66-mile course through woodland terrain, offering a challenging and scenic run. The race is known for its "devilishly good" distance and slightl..

The Devil's Punchbowl 10k is a guided trail running event held in Hindhead, Surrey, around the unique natural amphitheatre known as the Devil's Punchbowl. This 10km run features scenic trails with challenging hills and spectacular views, making it suitable for both new trail runners and those seekin..

The Petzl Night Trails 10K at Salcey Forest is a unique night trail running event held near Northampton in the Forestry Commission's Salcey Forest. Participants run a fully marked, two-lap 10-kilometer course primarily on crushed stone paths, which can become slippery depending on weather conditions..

The Dormouse Challenge is a 6-hour running event held at the award-winning Salcey Forest in England. Participants run multiple laps of a 3.5-mile off-road loop through well-maintained forest paths, with terrain consisting mainly of crushed stone and forest floor, offering a natural trail experience..

The Zigzag Turkey Trot Challenge is a six-hour timed running event held at the Suffolk Running Centre in Bury St Edmunds. Participants start together and run as many laps as possible on the undulating, multi-terrain Back Quack route, with an aid station available each lap. The event caters to all le..

Dark Valley, Night Trails is an exhilarating night-time running event hosted by BigFeat Events at Moors Valley Country Park. Participants can choose from 10km, 20km, or 30km looped trails, all set amidst the enchanting woods of Dorset. Runners will navigate the course using headtorches, guided by fl..

The RunUk Kingston 10k is a scenic running event starting and finishing at the Kingston Hawker Centre in Surrey. The course takes runners through the streets of Kingston and along the picturesque river towpath, offering a vibrant atmosphere supported by local organizations. Participants receive a fi..

The ATW Wendover Woods Trail Run & Canicross takes place in the scenic Wendover Woods, located at the highest point in the Chilterns near Aylesbury. Participants can choose from a 5K, 10K, or Half Marathon trail run, all set on well-prepared, traffic-free woodland trails offering stunning countrysid..

The Serpent Trail Ultra Run is a 30-mile trail running event starting and finishing in Haslemere, Surrey. It showcases some of the best sections of the Serpent Trail and the Sussex Border Path, featuring hilly terrain through lush fields, ancient woodlands, rare heathland, and scenic valleys. Ideal..

The New Forest Stinger is an annual 10-mile trail running event held in the scenic New Forest at Ocknell Campsite, Fritham. Organized by Totton Running Club, the race features an undulating off-road course that follows approved trails and paths, offering some of the best views in the forest. The eve..

The Wallop is a scenic 21k trail run held within the Farleigh Wallop Estate in Hampshire. The course features a diverse mix of narrow woodland paths and wide gravel tracks that wind through forests and open land, offering runners an immersive natural experience. This half-marathon event is fully mar..

The The Maverick Exposure Lights Dark Oxfordshire will take place in Stonor on Saturday 29 November 2025. This trail is organized by Maverick Race. You can run between 7 and 17 kilometers.

The Box Hill Vertical KM is a challenging guided trail run located in Box Hill, Dorking, Surrey. Covering approximately 12.5 miles with around 1000 meters of elevation gain, the course explores hilly trails through woodland, heathland, and open fields. The route is designed to maximize elevation ove..

The Maverick Original Oxfordshire is a trail running event held at the historic Stonor Park estate near Henley-on-Thames, Oxfordshire. Set within the Chilterns Area of Outstanding Natural Beauty, the race offers three challenging routes: 22 km (long), 12 km (middle), and 7 km (short), featuring elev..

The Wittering Beach Run is a popular running event held at West Wittering Beach, Chichester, known for its natural, unspoilt Blue Flag beaches. The course offers stunning panoramic views of Selsey Bill, the Isle of Wight, Chichester Harbour, the Solent, and the South Downs. Runners can choose from t..

The Riverside Marathon & Half Marathon, organized by Phoenix Running, takes place in Walton on Thames, Surrey, along the scenic River Thames towpath. This UK Athletics certified event features flat, fast, and accurately measured courses with no elevation gain, ideal for runners seeking personal best..

The Colworth Hare and Tortoise Run is a 26.3-mile event held at the Colworth Estate in North Bedfordshire, starting and finishing at Colworth House Sports and Social Club in Sharnbrook. The race consists of five laps on a gently undulating course featuring trails, unclassified roads, and some woodla..

The Surrey Hills Half Marathon is a scenic guided trail run starting and finishing in Guildford, Surrey. Covering approximately 13 miles, the route showcases the stunning landscapes of the Surrey Hills, including landmarks like St Martha's Church and hill, the village of Shere, Newlands Corner, Hack..

Winter on the Downs is an ultra-running event featuring two single-loop races of 55 miles and 100 miles, set in the scenic trails of East and West Sussex. Starting and finishing in Eastbourne, participants will traverse iconic landscapes, including Beachy Head and the Seven Sisters. The 55-mile rout..