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Trail Running Calendar near Gerrards Cross 2026-2027

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Explore the top trail runs near Gerrards Cross for 2026-2027! We've gathered 216 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
Trail event near Marlow offering Half Marathon, 10K and a 1K fun run with chip timing, medals and on course water stations.
A lululemon Guildford hosted all-levels 5 km trail run at Blackheath Common with music provided, post-run refreshments by Pull & Pour and limited parking.
October 2026
A 7 hour Time Challenge on a signed riverside loop in Staines offering flexible distances from 3 km up to 50 km, with medals, distance pins, aid stations and goody bags.
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 on the North Downs Way from St Martha's Hill to Box Hill with coach support, group pacing, and nearby transport; entry £55.
Camino Ultra stages the Epping Forest 50 KM in London on 03 October 2026, listed at Capel Road E12 5DB.
A 25 km EcoTrail event in Bell Common, Epping on 3 October 2026, listed as part of the 2026 events calendar.
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.
An inflatable obstacle course event at Kempton Park Racecourse on 3 October 2026 with 2.5K, 5K, 10K and 15K options for ages 5 and up.
A timed endurance event around King George’s Parks where participants run a 3.5 km loop every 30 minutes for up to 12 hours, either solo or in pairs.
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.
Thames Valley LDWA challenge walk in Marlow on 4 October 2026 offering 25 km, 40 km and 50 km routes with checkpoints, mandatory kit and entry limits.
A lap based Friday timed run on the Thames towpath offering distances from a single 3.28 mile lap up to ultra distances, with the ten pound charity entry supporting Rays of Sunshine and a special double sided medal.
Beat Box Hill Trails on 10 October 2026 at Box Hill, Surrey offers 21K, 31K and 50K marked trail routes across ridgelines, woodland and chalk climbs with marshal support.
Trail half marathon in the Chiltern Hills covering about 13 miles with grouped pacing, run leaders, a refreshment point, on site parking and a finisher medal.
Trail running in Hurtwood Forest near Guildford with 15 km and 21 km routes, on-site facilities, water stations and medals for all.
An all-surface 25 km loop from Leyton with run leaders, a midway energy stop and post-run kit and community space at Portal HQ.
A mixed-terrain 10 km and 5 km race around Frieth in the Chiltern Hills featuring woodland paths, country roads and notable climbs.
Flat mixed trail races along the Basingstoke Canal and through Wellesley Woodlands with 10 km, 5 km and a 2 km fun run, chip timing and a collectable medal.
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