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 346 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
Community led 10 km trail at Dummer Down Farm with chip timing, post run food and brewery drinks, a race village and a donation to Mind.
Trail half marathon and 10 km at Lullingstone Country Park on 6 Sep 2026 with two loops, water station, marshals and a finisher medal.
Guided 10 km trail run around Silent Pool near Guildford, following parts of the North Downs Way and Netley Heath forest. Sessions run at dusk or at night with headtorches in a led group and a recommended pace of about 10 min per mile.
A timed, lap-based Friday run along the Thames with flexible rock up and run starts; the £10 affiliated entry is donated to Rays of Sunshine and participants receive a double-sided charity medal.
A 100 km team endurance trek across the South Downs in September 2026, combining checkpoints, support crews and fundraising for The Gurkha Welfare Trust.
A biannual trail race around Bewl Water in Kent offering 10 km, half marathon, marathon and 50 km ultra routes with extensive lakeside trail and lane sections.
Trail running in the Surrey Hills with 10k, 21k and 42k routes on chip timed, well marked courses, aid stations and finisher medals. Starts and finishes at Shere Recreation Ground with free parking and an event village.
A guided loop trail run around Lewes of about 18 miles with over 2600 ft of ascent, passing Mount Caburn, Firle Beacon and Kingston Ridge.
A trail running event on 13th September 2026 in Seale, based at Myrtle’s Courtyard, with marathon and half marathon routes along the Pilgrims Way and North Downs Way that raise funds for local charities.
A wine-themed running event at Denbies Wine Estate near Dorking offering a half marathon and 10 km through vineyards with wine stops, food and live entertainment.
A multi-terrain trail race from Rye Sports Centre in East Sussex offering 30k (slightly over 30 km) and 15k routes through the High Weald AONB. The course links historic churches and passes woodlands, orchards, country lanes and coastal views.
On 13 September 2026 the Alf Shrubb Memorial returns to Slinfold with chip timed 10k and 5k trail races plus children’s races. The event finishes at Slinfold Cricket Club, supports local causes and awards a replica Alf Shrubb medal to finishers.
An annual off-road event on Ashtead Common offering 10 km and 2 km races that raise funds for local charities while promoting low-impact travel.
An annual fun run in Steeple Barton offering 10 km, 5 km and a fun run on undulating on and off road courses through lanes, fields and the Barton Abbey Estate. Proceeds support Steeple Barton Church.
Timed laps on a 5.3 km riverside course along the Thames allow runners to build distances from 5 km up to ultras. First 50 entries receive a black and yellow plushie and a Feisty mini me medal; a no medal option is available.
A 10K run through the private parkland and tree lined avenues of Chevening Estate in Sevenoaks, combining estate heritage, timed results and official photography.
A one-day community event in Ashtead combining guided trail runs, practical workshops and kit trials to help women feel more confident outdoors.
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 5600 ft of climb, five aid stations, marked course, mandatory kit and a 13 hour cut off.
Triple Trail Races 2026 in Kent offers 25km, 50km and 100km trail routes that connect the North Downs Way, Greensand Way and Weald Way, finishing at Loddington Farm with a race village, on-site camping and on-course support.