Chipping
Trail Running Calendar near Chipping 2026-2027
Explore the top trail runs near Chipping for 2026-2027! We've gathered 96 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A 30 mile out and back ultra along the River Stort and Lee navigations on the Hertfordshire Essex border, mostly flat grassy and gravel trail with checkpoints every 5 miles, electronic timing, medals for finishers and trophies for top three men and w..
A countryside walking event from Blackmore with a 26 mile figure of eight route and an 18 mile option, forming part of the Essex and Herts Triple Challenge.
A fully marked single loop 50K trail race around the Chilterns starting and finishing in Berkhamsted, with three aid stations, mandatory kit and a nine hour cutoff.
A Halloween themed 6.66 km trail run in Chelmsford on 31 October 2026 with GPX/Strava route support, fancy dress prizes and a brewery finish offering a medal, drink and crisps.
An evening timed run at Riverside Park in St Neots on Halloween offering laps of a 5.3 km out and back course. Head torches are compulsory and all participants receive a finishers medal, with distances from one lap to ultra.
November 2026
Two days of marathon and half marathon races around Caldecotte Lake in Milton Keynes on 6 and 7 November 2026, with multi-lap clockwise courses, on-course water and toilets, enforced time limits, and bespoke finisher medals.
A November muddy obstacle event in Essex offering 6 km, 12 km and 24 km+ courses with natural and man‑made obstacles including a Deathslide and zip wire.
Experience a scenic trail run through the Bedfordshire countryside starting from Leighton Buzzard. Choose between a classic half marathon or a metric distance featuring canal towpaths, woods, and rolling hills.
A three day, 84 mile (135 km) ultramarathon along the Ridgeway from Buckinghamshire to Wiltshire with two overnight stops in Watlington and Didcot. Organised by XNRG Druids, it offers full packages with accommodation and single day entry options.
Country routes from Barton-le-Clay with 12 miles for walkers only plus 18 and 26 mile courses, checkpoints, refreshments and map navigation.
A lap-based timed run at Grafham Water as part of Phoenix Running's Elements Series. Laps are 5.3 km on mainly tarmac paths with distance options from 5 km to ultra and finisher medals for participants.
A fully marked 50km trail from Putteridge Bury across North Chiltern ridgelines and hills, with three aid stations, UTMB index status and an 8h45 time limit.
A half-day 10 km trail run in the Chiltern Hills followed by a private Tring Brewery tour with a tasting and a beer option.
A mostly off road 15k at Trifarm, Boreham, run on public footpaths and bridleways with on-site parking, water refill points and manual timing.
December 2026
Trail 5K and 10K around the Tewinbury estate in Hertfordshire, fully waymarked with marshals, aid station at 5.3 km and chip timing.
A 10 mile canicross loop at Grafham Water on 6 December 2026, following reservoir paths, woodland and the dam wall. Dog friendly with required harnesses, aid station water bowls and finishers medals plus a dog charm.
Join this flexible timed event at Riverside Park in St Neots. Run as many 5.3 km laps as you like over six hours on a flat course along the River Great Ouse to earn a festive snowflake medal.
A social 12k at Chelmsford Brewery with a GPX and Strava route, checkpoint drinks and Christmas medals, plus encouraged fancy dress.