Trail Running calendar near Chepstow 2025-2026
We have found 273 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
We have found 273 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
Midwinter Mortimer Trail (MMT) is a self-navigating endurance event by Andali Events in the English Marches. It offers two routes: a roughly 30-mile Ultra and a 15-mile Croft course, tracing the Mortimer Trail from Ludlow Castle to Kington, Herefordshire. The route blends trail, field and road throu..
Plain Crazy (Winter) is a run of 12.5 ish miles held on 28 December 2025. The course is described as hilly, cold, scenic, desolate and windy, and it may have snow. The event supports The Royal British Legion Poppy Appeal. A GPX file for the route is provided. Prizes are awarded to the first three m..
The Bell Challenge Day 5, organized by Running Events Devon, takes place on January 2, 2026, in Exmouth at Capel Lane. This 7-hour timed event features a mainly flat, accurately measured 5.3 km out-and-back course on a scenic, disused train line surfaced entirely with tarmac, classifying it as a roa..
Based in Budleigh Salterton, the Walter Raleigh Round Half Marathon and Third Marathon offer two distances: 13.6 miles for the half and 8.5 miles for the third marathon. The route winds through quiet back lanes, unsurfaced county roads, little-known footpaths, the Otter valley, High Peak, the Jurass..
Haldon Night is a winter night trail event at Haldon Forest Park, Exeter. It offers a single-loop 10K and 5K, plus 1K and 2K kids races, and a canicross 10K option. Races start and finish at the Start/Finish arch and are tweaked to finish just over official distances.The routes are clearly marked wi..
The Cardiff Trail 10k is an exciting running event set against the stunning backdrop of Castell Coch. Scheduled for January 18, 2026, this newly introduced race offers participants a unique blend of competition and natural beauty, making it an ideal choice for both experienced runners and newcomers...
The Dirty Devil Stampede is a challenging and muddy running event held at the Bovington Tank Range in Bovington Lane. Participants can choose from 5k, 10k, or 15k distances, with a special Dark 10k race taking place at dusk on a different course. The race takes place on an army training ground, offe..
Riverbank Rollick 2026 is a 9.6-mile race organized by Thornbury Running Club in Thornbury, Bristol. The route combines trails, bridle paths, fields, woodland, a stream and a riverbank, with 80% on rough terrain, and mud is common in January. It opens the 2026 Riverbank Rollick Race Series, with med..
The Crocodile Challenge is a six-hour running event held at Ryton Pools Country Park, Coventry (CV8 3BH). Entrants aged 16 and over on 23/01/2026 are eligible. The organiser donates 7.5% of entry fees to Roald Dahl’s Marvellous Children’s Charity and has allocated a limited number of charity places..
Saturn Running's "Spice Up Your Run - Wales" is a fun and inclusive running event held at Dare Valley Country Park in Aberdare. Participants can walk or run a minimum of 3km, with options to complete laps of approximately 7km each, allowing distances up to 50km, including half-marathon, marathon, an..
The Holly Challenge is a multi-distance race organized by How Hard Can It Be Events, held at Burroughs Bank, Lightmoor, Telford, TF4 3QS, within the Lightmoor Nature Reserve. Runners can choose 5K, 10K, half marathon, or marathon distances. The course follows scenic lanes around Lightmoor, offering..
Stonehenge Stomp, organized by the City of Salisbury Athletics & Running Club, is a non-competitive walking event held near Stonehenge in Wiltshire. The 36th edition is scheduled for Sunday 25 January 2026. Participants can tackle 10, 20, 30 or 40 km on fully marked trails (all routes offer Stonehen..
Set in Moors Valley Country Park & Forest near Ringwood, Dorset, the Moors Valley Wildwood Trail Series Half Marathon & 10K offers two woodland trail routes. Participants can choose the Half Marathon (two laps) or the 10K (one lap) across forest gravel paths. The event is fully marked with aid stati..
The Icing on the Cake is a trail running event held in the scenic Shropshire Hills, starting and finishing at Carding Mill Valley near Church Stretton. Participants can choose between a half marathon (13.1 miles) featuring one loop through rugged countryside, or a full marathon (26.2 miles) which in..
DirtRun Dudmaston 10k takes place on 1 February 2026 at Comer Woods, part of Dudmaston Estate. The event uses an off-road route around tracks and trails in Comer Woods and covers 10 km. All finishers receive a medal and finish goodies. Category prizes are awarded to the first three runners in each..
Squirrel Challenge takes place at Daventry Country Park, NN11 2JB, Welton Road, UK. It’s a sociable, six-hour trail event for runners and walkers of all abilities to move at their own pace. The course is a 3.3-mile off-road loop (mostly crushed stone) that you can repeat as many times as you wish wi..
The Westonbirt Arboretum Winter Night Race is an exciting running event set in the stunning National Arboretum, featuring over 2,500 tree species. Participants can choose between 5km and 10km routes, which showcase the arboretum's diverse landscapes and solid terrain, providing a unique blend of tra..
The Portland Coastal Marathon is an ultra trail running event held at the Weymouth and Portland National Sailing Academy in Portland, UK. Scheduled for February 8, 2026, it offers a full marathon, half marathon, and 10k distances, catering to all abilities. The course follows the scenic Portland sec..
The Westonbirt Arboretum Winter Day Race is a scenic running event set in the stunning National Arboretum, featuring over 2,500 tree species. Participants can choose between a 5km or 10km race, with routes that showcase the beauty and diversity of the arboretum's landscape. The event is designed to..
Trails & Tarmac Backyard Ultra – Winter takes place near Crickhowell in Powys, Wales, inside the Black Mountains. The course uses a 4.167-mile loop, a 50/50 mix of trail and tarmac, with one gradual climb and a short steep section; the rest is flat for speed. It’s an open-ended Backyard Ultra where..