Trail Running calendar near Chessington 2025-2026

The Canvey Island Trail Run will take place in Canvey Island on Sunday 9 November 2025.

The Southampton Half Marathon MoRun is a vibrant running event held at Southampton Common, featuring distances of 1.5k, 5k, 10k, and a half marathon. The course combines paths, trails, and grassy sections with an undulating terrain, suitable for dog walkers and buggy runners, though some parts may b..

The New Forest Central Trail Run is a scenic trail running event held in the heart of the New Forest National Park, renowned as Europe's best national park. Participants can choose from three distances: 10km, 17km, and 22km, all featuring well-maintained, easy-to-run gravel paths through ancient woo..

The Wendover Woods 50® is a challenging 50-mile trail race held within Wendover Woods, featuring five loops of 10 miles each on forest trails. The course includes a mix of runnable sections, smooth descents, and steep climbs, totaling 10,000 feet of elevation gain and descent. The event is supported..

The Rugged Radnage 10K Run, held in the Chiltern Hills near Radnage village, offers a challenging mixed-terrain course featuring roads, trails, footpaths, woods, and fields with notable ascents and descents. The event includes both 5K and 10K distances, with the 5K covering half of the 10K route. It..

Roly's Run is an annual trail running event held in the scenic Meon Valley and South Downs Way, Hampshire, UK. The 2025 edition offers three distance options: 15.5, 21.5, and 40 miles, featuring challenging ascents of 463m, 712m, and 1266m respectively. The courses form a clockwise loop starting and..

The 5th Sundon Saunter is a walking and running event held in Barton-le-Clay, UK, on November 16, 2025. Participants can choose from three distances: 13 miles (walkers only), 18 miles, and 27 miles, passing through undulating countryside, woods, fields, tracks, and some roads, offering scenic views..

The Devil's Punchbowl 10k is a guided trail running event held in the stunning natural amphitheatre of the Devil's Punchbowl, located in Hindhead, Surrey, UK. This 10km run features scenic trails with challenging hills and offers spectacular views, including pauses at the top for runners to enjoy th..

The Petzl Night Trails 10K at Salcey Forest is a unique night trail running event held near Northampton, UK. Participants run a fully marked, two-lap 10-kilometer course on crushed stone paths through the flat but occasionally slippery forest terrain. Runners must use a head or chest torch to naviga..

The Dormouse Challenge is a 6-hour running event held at the award-winning Salcey Forest near Northampton, 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 tr..

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 Kingston 10k, organized by RunUk, is an exciting running event that takes place in Kingston, Surrey. The race starts and finishes at the Kingston Hawker Centre, offering participants a scenic route through the streets of Kingston and along the river towpath. In support of the NHS, runners are en..

The ATW Wendover Woods Trail Run & Canicross is an exciting event set in the picturesque Wendover Woods, offering participants a chance to challenge themselves on scenic trails. Scheduled for November 23, 2025, the event features various distances, including a 5K, 10K, and Half Marathon trail run, a..

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 multi-terrain trail running event held in the scenic New Forest at Ocknell Campsite, Fritham, near Lyndhurst. Organized by Totton Running Club, the race features an undulating course that follows approved trails and paths, offering some of the best views i..

The Wittering Beach Run is a popular running event held at West Wittering Beach, Chichester, known for its natural, unspoilt Blue Flag beaches. The race offers three distances—15km, 10km, and 5km—catering to all abilities, including new runners. The scenic course features stunning views of Selsey Bi..

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 Box Hill Vertical KM is a guided trail running event held in Box Hill, Dorking, Surrey, UK. Covering approximately 12.5 miles, the course is designed to achieve over 1000 meters of elevation gain in a short distance, focusing on challenging hill climbs without repetitive hill reps. Participants..

The Maverick Original Oxfordshire 2025 is a trail running event held at Stonor Park in Oxfordshire. Taking place on November 29, 2025, it offers three routes: 22 km, 12 km, and 7 km, through the historic estate and the Chilterns Area of Outstanding Natural Beauty. The course features challenging cli..