South East (England)
Trail Running Calendar South East (England) 2026-2027
Explore the best trail runs in South East (England) for 2026-2027! Our updated list features 363 exciting trail runs across the region. Find your next trail run in South East (England) below and join the trail community at these great events!
October 2026
A 7 hour Time Challenge on a signed riverside loop in Staines offering flexible distances from 3 km up to 50 km, with medals, distance pins, aid stations and goody bags.
A timed track event in Walton on Thames on 2 October 2026 offering 6, 12 and 24 hour formats with chip timing, 400 m laps and distance options from 5 km up to 100 mile equivalents. The track is limited to 100 runners at once.
A single loop 100 mile trail race across the South Downs with 12,000 ft ascent, 12 aid stations, UTMB Index status and free camping at Plumpton Racecourse.
Guided 30-mile trail run on the North Downs Way from St Martha's Hill to Box Hill with coach support, group pacing, and nearby transport; entry £55.
Looped night trail races on the South Downs from Plumpton Racecourse, offering 50k, half marathon and 20 mile options with marked course and staffed aid stations.
Trail running from Queen Elizabeth Country Park across the South Downs with five distances from 6 km to 51 km, marked courses and on-course fuel outposts.
A guided 30 mile trail run from St Martha's Hill exploring the Surrey Hills and Box Hill with an experienced ultra runner and coach. Group pace, recommended 22 miles training, cost £55 and an alcohol free beer may be available.
Forest of Bere timed event with flexible start format, a 3.28 mile lap and options from 5 km to ultra. Aid station offers sweet and savoury food including signature potatoes and vegan choices; 20% of proceeds go to Forestry England.
An inflatable obstacle course event at Kempton Park Racecourse on 3 October 2026 with 2.5K, 5K, 10K and 15K options for ages 5 and up.
A family friendly 5k obstacle and colour run near Dorking Surrey in October 2026 with mud, water features and obstacles for ages 6 and up.
Wild Run Cotswolds showcases rugged off road trails on a private estate with fully marked routes, chip timing and a family friendly supporter zone. Entries are limited to 600; choose 10K, half, marathon or the six hour 360 challenge.
Thames Valley LDWA challenge walk in Marlow on 4 October 2026 offering 25 km, 40 km and 50 km routes with checkpoints, mandatory kit and entry limits.
A community organised 10 km race at Imberhorne School featuring mixed terrain, marshals, chip timing and a sustainably sourced finisher medal supporting local charities.
Scenic half marathon and 10KM at RAF Greenham Common, family friendly and supporting New Life Special Care Babies.
Multi-lap timed run at Tilgate Park with flexible starts, distances from 5 km to ultra, a 7 hour limit and a bespoke finisher's medal.
Annual early October trail races from Landport Bottom near Lewes offering 5 mile and 10 mile off road routes across the South Downs.
Run Beaulieu on 4 October 2026 offers off-road 10k, 5k and 3k runs at Beaulieu Estate with proceeds supporting the Countryside Education Trust.
A lap based Friday timed run on the Thames towpath offering distances from a single 3.28 mile lap up to ultra distances, with the ten pound charity entry supporting Rays of Sunshine and a special double sided medal.
Looped trail event near Maidstone offering 50 km, 25 km and 10 km options. The route follows the North Downs Way and River Medway and includes covered rest stops, GPS tracking and camping at basecamp.