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!
November 2026
A 7-hour time challenge along the River Thames with distances from 3 km to 50 km, themed medals, aid stations and parking in Staines.
Trail event in the Meon Valley on 15 Nov 2026 offering 15, 20 and 40 mile routes with marked checkpoints and a small rock memento for finishers.
Timed multi-lap run on a flat Thames towpath in Walton on Thames with distances from 5 km to ultra, a seven hour limit, flexible one hour start window and finishers medal options.
A 6.66 mile woodland trail run at Kings Wood near Ashford featuring muddy, hilly and technical sections, limited to 200 runners and organised by Ashford Tri Club.
Riverside trail run from Alexandra Gardens in Windsor with two distance options, chip timing, on-course support and a finisher medal.
Night time looped trail run at Moors Valley Country Park on 21 November 2026 with 10 km, 20 km or 30 km options, compulsory headtorch and free main car park; runners can choose a tree planting option instead of a medal.
Mud- and water-filled trail laps at Spider Hill with 5 km and 10 km options across marshes, swamps and steep climbs.
A 14 mile trail race on 22 November 2026 that starts with a climb and follows muddy and chalky descents, with water provision en route and tea, coffee and cake at the finish. Route files and a trail narrative are available to download.
Ten mile off-road trail race in the New Forest on 22 November 2026, organised by Totton Running Club with medals, water stations and age-category trophies.
Guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey, with hills, views and group navigation. Events take place at dusk or at night with headtorches and cost £22 per person.
Complete as many 5 km laps as possible on a marked trail loop from Peaslake Community Hall, with a 2 km ascent toward Pitch Hill and a downhill return. Solo and three-person team entries are available, with refreshments and prizes included.
A charity Friday run in Walton on Thames where the £10 entry fee is donated to Rays of Sunshine. Flexible rock up and run format on a flat 5.3 km riverside lap with a finishers' medal for all participants.
Trail race from Plumpton Racecourse through the South Downs with three route choices, notable climbs, coastal views and chip timing.
A riverside marathon and half marathon along the River Thames on an accurately measured UKA certified course. Multiple laps on a flat towpath route with medals for all finishers and virtual entries.
A timed 21k trail run across the private Farleigh Wallop Estate with cupless water stations, medics, parking included and a bespoke sustainable finisher medal.
A community silent disco run at Rose Hill Community Centre on 28 November 2026 with a group warm up, headphones for music, glow items, post-run music, raffle and on-site refreshments.
Guided group ultra trail run from Haslemere along sections of the Serpent Trail and Sussex Border Path with kit support and on-route refreshment.
Join the Christmas Advent Run on Sunday 29 November in Walton on Thames for a festive riverside run. Tackle timed laps to suit you and enjoy optional medal and chocolate advent calendar plus a prize draw.
A community charity run in Campbell Park, Milton Keynes offering 1.5k, 5k, 10k and half marathon options with chip timing, medals, refreshments and a fancy dress element to support Movember and men's health.
Trail running at Mapledurham Estate on 29 November 2026 with 10 km, 10 mile and half marathon routes across muddy paths, woodland and fields.