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 400 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
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 7 hour Time Challenge along the River Thames with flexible distances from a 3 km minimum up to ultra and 50 km options. Finishers choose a medal from past events and have access to aid stations and a goody bag.
A community organised 10 km race at Imberhorne School featuring mixed terrain, marshals, chip timing and a sustainably sourced finisher medal supporting local charities.
Timed trail event in the Forest of Bere using a 3.28 mile out and back lap with distances from 5 km to ultra. Aid station offers sweet and savoury food including potatoes and vegan options; 20% of proceeds support Forestry England.
Half marathon and 10 km races at RAF Greenham Common in Thatcham, Berkshire. The traffic free, flat course has water stations, free parking and a children's race paid on the day for £5; proceeds support New Life Special Care Babies.
Off road 5 mile and 10 mile trail runs from Landport Bottom around Blackcap and Mount Harry on the South Downs with HQ at Wallands Primary School.
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 from Maidstone with supported 50 km, 25 km and 10 km routes, covered rest stops, camping and on course medical support.
Trail races around Box Hill in the Surrey Hills offering three distances, steep climbs, aid stations and chip timing from a base at Box Hill National Trust.
A 10 lap ultra at Pippingford Park on 10 October 2026 with 3, 4 and 5 mile loop options, regular aid stations and close parking.
Military style obstacle mud run at Hever Castle Kent with 3 km, 6 km and 12 km options and many obstacles modelled on Royal Marines training.
Trail running in Hurtwood Forest near Guildford with 15 km and 21 km routes, on-site facilities, water stations and medals for all.
Trail races at Cowdray Estate on 10 October 2026 offering 10 mile, 10 km, 5 km and a new 3 km kids run alongside Cowdray Farm Shop Apple Day.
Four seasonal trail events at Cowdray Estate offering 3 km to 10 mile options, CaniRun and kids races with series scoring, prizes, linking medals and free photos.
A mixed-terrain 10 km and 5 km race around Frieth in the Chiltern Hills featuring woodland paths, country roads and notable climbs.
A single lap 10 km trail race through Limpsfield Common and the High Chart, mostly off-road with varied slopes, a water station at about 5.5 km, and finisher T-shirt and medal.