Trail Running calendar near Chepstow 2026-2027

We have found 479 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

A free, untimed community run along the canal between Bridgwater and Taunton with 14 and 7.5 mile options. Registration is required and basic medical cover will be available.

A winter cross-country event at Butlers Lands Farm featuring water crossings, Roman Walls, fields and footpaths. Distances are 10K and 10 Mile with entry fees from £32 to £35; finish-line refreshments include mulled wine and mince pies.

A trail 10 km race in Sidmouth on 31 December 2026 following coastal paths and a loop around Mutters Moor, finishing at Connaught Gardens. Age limit 18 plus, trail shoes mandatory, two hour cutoff and medals for all finishers.

A winter trail event in Mortimer Forest offering an approximately 10-mile mixed-terrain race and a shorter 4-mile route, both featuring a climb to High Vinnalls, muddy trails, and a downhill finish with long-range views.

January 2027

An 8 hour timed road event on Friday 1 January 2027 in Exmouth with 5.3 km tarmac laps on a former train line, flexible arrival, a single cut-off time, capped at 100 entrants and medals for finishers.

A trail event at Wenchford Picnic Site with seven hills over seven miles or the double 14-mile Immortal Sinner; forest trails may be muddy or icy and canicross waves are available.

A winter trail event around Budleigh Salterton visiting Sir Walter Raleigh's birthplace, river valleys and the Jurassic Coast. Two courses of about 13.6 miles and 8.5 miles run on marked, marshalled routes with aid and facilities at the bas..

A winter trail run from Sparsholt College with two off-road distances around Farley Mount, rolling terrain, on course hydration and finisher medals. The event runs for its sixth year and had over 1,000 participants last year.

Off-road multi-distance event at Pengethley Manor offering 5k, 10k, half, marathon and ultra options with a seven hour completion limit. Paid and virtual entries include medals; a free Strava-recorded option is also available without a meda..

Seven consecutive offroad days at Pengethley Manor where participants choose 5k to ultra distances with a seven hour limit each day, a virtual January option, and a unique medal for each day.

Part of the 7 Deadly Sins series at Pengethley Manor, The Proud Run offers 5k to ultra distances on a tough offroad course with a seven hour time limit and both race and virtual entry options, with medals for paid entries.

Part of the 7 Deadly Sins series, The Lusty Run is an offroad event at Pengethley Manor offering 5k, 10k, half, full and ultra distances with a seven hour time limit and a virtual option during January.

Part of the 7 Deadly Sins series at Pengethley Manor in January 2027, The Angry Run offers distances from 5k to Ultra with a seven hour time limit on a tough offroad course through vineyards.

A lap-based offroad event at Pengethley Manor offering distances from 5k to Ultra with a seven hour completion limit; in-person and virtual options include a personalised bib and a medal after verification.

A multi distance off road event at Pengethley Manor with a seven hour time limit for chosen distances and an on site or virtual option. The course uses 2.5 km laps and includes vineyard terrain and a hill.

Night trail races in Haldon Forest offering 10K, 5K, 2K and 1K distances plus a canicross option. Courses are marked and marshalled with chip timing, finishers medals, event photos and on-site catering.

A gravel trail event in New Forest National Park on 16 January 2027 with three waymarked routes through ancient woodland, variable winter terrain and support outposts, timed results and a finishers' medal.

Part of the 7 Deadly Sins series, The Envious Run takes place at Pengethley Manor on 17 January 2027 with lap based offroad routes from 5k to ultra. Runners and walkers have seven hours to complete their chosen distance and a virtual option..

A January off road 9.6 mile run across trails, fields and woodland with about 80 percent off road terrain. The event uses chip timing, has one water station at Littleton upon Severn and a 2.5 hour expected run time limit.

A six-hour self-paced lap event at Ryton Pools Country Park with a 3.3 mile runnable loop, canicross and rucking options, tiered entry fees and a charitable donation to Roald Dahl’s Marvellous Children’s Charity.

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