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Trail Running Calendar South East (England) 2026-2027

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Explore the best trail runs in South East (England) for 2026-2027! Our updated list features 409 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
Multi terrain 5K and 10K trail races in Radnage, Chiltern Hills, raising funds for the village school and including a one mile children's fun run.
MoRunning at Southampton Common offers chip timed 1.5k, 5k, 10k and a half marathon with medals, finisher headbands and on-site race facilities. The course mixes paths, trails and grass and is dog friendly and buggy usable.
A 7-hour time-challenge along the River Thames in Staines with flexible distances from 3 km up to 50 km, themed medals, distance pins, goody bags and aid stations.
Trail routes in the Meon Valley of 15, 20 and 40 miles on mainly trail terrain with notable climbs, staffed checkpoints, waymarking and a unique rock memento for finishers.
Timed lap event on a flat 5.3 km out and back Thames towpath course in Walton on Thames offering distances from 5 km to ultra within a seven hour limit.
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.
Trail running event in Hartfield, United Kingdom on 15 November 2026 with 10 km and half marathon races and 84 registered runners.
Day 2 of a five day running series at Gravesend Cyclopark on a measured 8.5 km loop, offering distances from 5 miles to ultra with seven hour timed sessions and coloured medals.
A riverside trail run from Alexandra Gardens in Windsor with two measured routes, riverside landmarks, chip timing and a finisher medal.
Night time trail run at Moors Valley Country Park with 10 km looped laps and 10 km, 20 km or 30 km options; headtorches required and on course support provided.
A 10 km single lap route at Long Valley featuring mud, marshes, steep climbs and named water features; a 5 km option was added in 2022.
A 7 hour Time Challenge along the River Thames offering flexible distances from 3km up to 50km, with medals, distance pins and aid tables.
A social 10 mile trail loop around Ashdown Forest across heathland, woodland and sandy tracks, with rolling climbs and about 350 to 425 m of elevation gain.
A 14 mile trail run on 22 Nov 2026 with an initial climb, downloadable route maps, water stations, limited parking and a 50-place field.
A 10 miles off road trail race in the New Forest on 22 November 2026, organised by Totton Running Club with limited entries and race day facilities.
Berks, Bucks & Oxon Cross Country Championships at Broughton Castle on 22 November 2026, with junior and senior races, team scoring and chip timing.
Free Sunday trail runs every two weeks from Surrey Trek and Run through the Surrey Hills and North Downs with multiple distances and places limited to ten per leader.
Free 10K trail run through Stowe Gardens on the fourth Sunday of each month, organised by the National Trust; booking is essential and children over 14 may join.
A free monthly 10K circular trail run at Polesden Lacey on the fourth Sunday of the month, waymarked through the estate and Ranmore Common with varied surfaces and dogs welcome.
A guided 10 km trail run around the Devil's Punchbowl in Hindhead with group pacing, headtorch night options and equipment trials.
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