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 361 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!
September 2026
Seven hour Time Challenge along the River Thames in Staines offering lap based distances from 3km to ultra, with medals, pins, aid stations and goody bags.
A single 50 mile loop through the Chiltern Hills with 5,600 ft of climb, five aid stations, full medical support and a 13 hour cut off.
Experience the historic trails of Kent with 25km, 50km, or 100km races featuring scenic woodlands, castle views, and a festival style race village.
Trail races from 1 km to 20 km at Hambledon Vineyard in the South Downs National Park on Saturday 19th September, with chip timing and trophies for top finishers.
Trail event at the Cricket Green offering 1k, 5k and 10k distances with chip timing, medals, onsite music and food, raising funds for local charities.
A 12 km team navigation endurance challenge along the Seven Sisters and South Downs Way with load bearing and non load bearing categories.
Run a 13 km route through the rolling hills and woods of the South Downs near Lewes to support local wildlife and land conservation efforts.
Community fun run in Horsted Keynes with 2.5K, 5K and 8K countryside routes; proceeds split between the school PTA and Rocking Horse Children’s Charity.
BigSky is the "Air" event in the Classic Element Trail Series on 20 September 2026 at Hyde Common, New Forest. Routes of 18 miles, marathon and 50k run over marked trails with multiple aid stations, mandatory fluid carriage and a bespoke finishers me..
A technical looped forest trail at Avon Tyrrell in the New Forest with choices from 5K to ultra, on-course aid, facilities and a finisher medal.
A 7k beach run from Broadstairs to Ramsgate and back with individual and team prizes, live results and on-site refreshments.
Join this flexible timed event along the flat River Thames towpath in Walton on Thames. Complete as many laps as you like over seven hours to achieve distances from 5km to an ultra marathon.
A countryside multi-terrain 10K in Longworth village with kilometer markers, water stations, a kids fun run, and entries limited to 200 runners.
A timed fell run on Butser Hill at Queen Elizabeth Country Park with junior and senior races, supporting The New Blendworth Centre.
Six hour trail event at Bates Green Farm where runners complete as many 3.6 mile laps as they choose, solo or in relay, with a vegan friendly cup free aid station.
Three evening trail time trials in the Chilterns on 23 Sep, 21 Oct and 25 Nov 2026, each around 8 km, marked and chip timed with mandatory head torch.
A Henley basecamp trail event with looped options of 50 km, 25 km and 10 km, covered rest stops, GPS tracking, medical support, camping and finish-line hospitality.
Obstacle course weekend at Pippingford Park on 26–27 Sep 2026 with Sprint, Super, Beast, Ultra, Kids races and the British OCR Ultra Championship.
A timed multi lap event on 26 September 2026 in Walton on Thames combining a flat 5.3 km out and back riverside course with a cake themed aid station, multiple distance options and a seven hour time limit.