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Trail Running Calendar near Greater London 2026-2027

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Explore the top trail runs near Greater London for 2026-2027! We've gathered 192 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
A charity trail run from The Zach Willsher Pub in Benfleet offering two undulating routes of about 5.7 miles and 12 miles, with written route instructions and timed entries. Funds raised go to Macmillan and finishers receive a pub voucher.
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.
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.
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 timed lap event in Crystal Palace Park where runners complete 2.65 km laps within a seven hour limit, choosing distances from 5 km to ultra. The off road course mixes tarmac and gravel and all participants receive a bespoke finishers medal.
A five mile trail run on 24 September 2026 at The Viper in Mill Green near Ingatestone. Limited to over 18s with a small field; participants must be self sufficient with phone and headtorch and a tail runner is on course.
An overnight backyard ultra at The Waggoners in Welwyn Garden City featuring a repeating 4.167 mile trail loop, official timing, drink vouchers, a commemorative pint glass and a pub athletes menu.
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.
Ten mile off road trail at Eridge Park with steep climbs, muddy single track, GPX route maps, a finisher memento and cake and a pint at the finish.
A timed lap based run at Buchan Country Park in Crawley on 27 September 2026 with distances from 5 km up to ultra and flexible start options. Entry choices include a medal or a lower cost no medal option.
Point to point runs from Central Park, Dartford along the River Darent with 5K, 10K and 18K options plus a finisher medal and post race refreshments.
October 2026
A seven hour Time Challenge along the River Thames where runners choose distances from 3 km to 50 km, with medals, distance pins and a goody bag.
A timed track event in Walton on Thames on 2 October 2026 offering 6, 12 and 24 hour formats with chip timing, 400 m laps and distance options from 5 km up to 100 mile equivalents. The track is limited to 100 runners at once.
Guided 30 mile trail run from St Martha's Hill, Guildford covering Box Hill and North Downs Way sections with group pacing and coach support.
A 50 km Epping Forest event in London on 03 October 2026, listed as part of Camino Ultra’s 2026 events.
London EcoTrail 25 km is a trail running event in Bell Common, Epping on 03 Oct 2026. It is organised by London based ultramarathon event company Camino Ultra as part of their 2026 events.
A guided 30 mile trail run from St Martha's Hill exploring the Surrey Hills and Box Hill with an experienced ultra runner and coach. Group pace, recommended 22 miles training, cost £55 and an alcohol free beer may be available.
Inflatable obstacle course event at Kempton Park Racecourse on 3 October 2026 with 2.5K, 5K, 10K and 15K options suitable for ages 5 and up.
Scenic out and back races along the Thames Path from Petersham & Ham Sea Scouts HQ to Barnes, offered as 10 km, half marathon and marathon options with staffed checkpoints and medical cover.
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