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Trail Running Calendar near Chipping 2026-2027

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Explore the top trail runs near Chipping for 2026-2027! We've gathered 104 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
A fully marked single loop 50K trail race around the Chilterns with three checkpoints, a 9 hour limit and start finish at Berkhamsted Cricket Club.
Halloween themed 6.66 km trail run at a brewery in Great Baddow on 31 Oct 2026, with fancy dress, costume prizes, a medal, finishers drink, and limited parking.
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.
Nuclear Fallout on 7 November 2026 at Nuclear Essex offers 6 km, 12 km and 24 km plus muddy obstacle courses across farmland, woods and lakes.
Experience a scenic trail run through the Bedfordshire countryside with a choice of a half marathon or metric half marathon along the Grand Union Canal and woodland paths.
Self-navigated trail race in Chelmsford on 08 Nov 2026 offering approx 16 and 6 mile routes with Race HQ at the Horse & Groom.
Torchlit 5 km charity trail on 11 Nov 2026, supporting Whizz Kidz with a countryside route and a pub finish; places are limited.
A three day, 84 mile ultra along the Ridgeway from Buckinghamshire to Wiltshire with overnight stops, accommodation options and checkpoint support.
A countryside walking and running event from Barton-le-Clay with 12, 18 and 26 miles routes across field paths, tracks and woods, with checkpoints and prepublished route files.
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 self navigation 6 miles night trail from The Wheatsheaf in Hatfield Peverel with required head torch, minimum age 16 and advance entry fees including a meal choice.
A fully marked 50.3 km trail ultramarathon around the North Chilterns from Putteridge Bury, with four checkpoints, village crewing points and a 9 hour time limit.
Half day 6 miles 10 km trail run in the Chiltern Hills with a private Tring Brewery tour, tasting and a bottle or a pint included.
Trifarm 15k trail run on 21 Nov 2026 at Trifarm, Boreham: 95%+ off road on public footpaths and bridleways with on site parking, water stations and manual timing.
A timed, lapped Cakeathon at Mowsbury Park on 22 November 2026 offering flexible starts, a flat 5.3 km lap, distances from 5 km to ultra, and a seven hour limit.
Community 5 km fun run and children's Dasher Dash at The Forest Centre Marston Moretaine on 29 November 2026 raising funds for Mind BLMK.
A 26.3 mile five lap trail and road event around Colworth Estate in North Bedfordshire for solo runners and five person teams.
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