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 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.
Beat Box Hill Trails on 10 October 2026 at Box Hill, Surrey offers 21K, 31K and 50K marked trail routes across ridgelines, woodland and chalk climbs with marshal support.
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.
Commando Series at Hever Castle on 10 October 2026 features 3K, 6K and 12K military style obstacle courses with age specific entries and an event village.
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 races at Cowdray Estate near Midhurst offering 3km kids races, 5km, 10km, 10 mile and CaniRun categories with series prizes.
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 10k through Oxted Woodlands on off road tracks and footpaths, with varied slopes, a water station and finishers' T shirt and medal.
Trail and fun runs near Old Basing on 11 October 2026 with chip-timed 10K and 6K races plus a 2K family fun run supporting local schools.
Flat mixed trail races along the Basingstoke Canal and through Wellesley Woodlands with 10 km, 5 km and a 2 km fun run, chip timing and a collectable medal.
A 10 km undulating multi-terrain race from Buckingham Town Centre through Stowe National Trust gardens and countryside, with medals for finishers and local charities supported.
A lap-based out and back run along the Thames in Walton on Thames offering distances from a single 5.3 km lap up to ultra distances with a seven hour limit.