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Trail Running Calendar near Reading 2026-2027

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Explore the top trail runs near Reading for 2026-2027! We've gathered 200 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

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.
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.
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.
Scenic half marathon and 10KM at RAF Greenham Common, family friendly and supporting New Life Special Care Babies.
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.
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.
A mixed-terrain 10 km and 5 km race around Frieth in the Chiltern Hills featuring woodland paths, country roads and notable climbs.
Trail and fun runs near Old Basing on 11 October 2026 with chip-timed 10K and 6K races plus a 2K family fun run supporting local schools.
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.
A scenic approximate 15 km trail race around Tring and the Ashridge Estate with marshals, water stations, team prizes and a finisher snood.
A lap-based out and back run along the Thames in Walton on Thames offering distances from a single 5.3 km lap up to ultra distances with a seven hour limit.
Biweekly free Sunday morning trail runs from Surrey Trek and Run with varied routes and distances, limited to 10 places per leader.
A lap based Friday timed run on a flat 5.3 km out and back course along the river Thames, with distances from 5 km up to ultra. Both attended and virtual entrants receive a finisher medal.
A 100 mile trail race from Goring and Streatley using the Thames Path and Ridgeway in four 25 mile out and back spurs, with 16 aid stations and a 28 hour cutoff.
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