Trail Running calendar near Kent 2025-2026

The Druid's Challenge is an 83-mile (136 km) ultra marathon held over three days in November, traversing the historic Ridgeway in the UK. Participants experience stunning ancient landscapes, rolling chalk downland, woodlands, and notable monuments such as Stone Age barrows and Iron Age forts. The ev..

The South Downs Trail Run is a scenic off-road running event held in the South Downs National Park, starting from Goodwood Racecourse near Chichester, UK. Participants can choose from three distances: 21km, 19km, and 12km, catering to all abilities. The course features a mix of forest fire roads, br..

Freedom Racing - 5 Trails Ultra is a unique trail running event held at Westerlands, Graffham, Petworth, in the South Downs. The main race is a stunning 50k ultra that links five long-distance trails: the Serpent Trail, New Lipchis Way, West Sussex Literary Trail, Monarchs Way, and South Downs Way,..

The Dirt Half Challenge is a popular half marathon trail race held in Leighton Buzzard, Bedfordshire. This award-winning autumn event features a stunning and challenging course that begins in the historic market town and includes an anti-clockwise lap of Tiddenfoot Waterside Park. Runners then follo..

The Remembrance Day Run - South is held in Surrey, at the Wraysbury Skiff and Punting Club by the Riverside in Egham. This 7-hour time challenge allows participants to run a minimum of 5km, with laps of 7km (4.37 miles) along a scenic course beside the River Thames. The route is well-marked and feat..

Remembrance Sunday 2025 is a unique running event scheduled for November 9, 2025, in Brightlingsea, Essex. Participants can engage in a traffic-free, looped trail course, with options to run a marathon or half marathon within a six-hour time limit. The event features an 11 am silence to honor milita..

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

The Centurion Wendover Woods 50 is a challenging 50-mile ultramarathon held entirely within Wendover Woods in South East England. The race consists of five 10-mile loops on forest trails featuring a mix of wide, soft paths with runnable climbs and descents, alongside steeper, more demanding sections..

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..

The Sundon Saunter is an annual walking and running event held near Barton-le-Clay, UK, featuring courses of 13, 18, and 27 miles. The route traverses mainly field paths, tracks, woods, and some roads through undulating countryside, offering scenic views from the hills. The event is organized by LDW..

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 Devil's Punchbowl 10k is a guided trail run held in the scenic Devil's Punchbowl, a natural amphitheatre located in Hindhead, Surrey. This 10km route features challenging hills and beautiful trails, offering runners spectacular views, especially during sunset or night runs. The event is designed..

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..

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 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 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 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, featuring challenging hills through woodland, heathland, and open fields. The r..

The Maverick Exposure Lights Dark Oxfordshire is a unique night trail running event held at Stonor Park, nestled in the Chiltern Hills by the River Thames. Participants can choose from three challenging routes: 17 km (long), 12 km (middle), and 7 km (short), all set within the estate known for its w..