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 200 mile point to point trail race across South Wales from Chepstow to Worm’s Head, with a 120 hour limit, live runner tracking, eight aid stations and organised drop bag support.

A trail running event using the West Somerset Railway steam line, offering *11 km*, *11 miles* and a full marathon. Runners travel by steam train to their start points and finish outside Minehead Station, with routes through the Quantock Hi..

Guided 18 miles on the Malvern ridge with over 1300 m ascent, led at a social group pace from North Quarry Car Park; parking and train access nearby.

Trail ultramarathons in the Mendip Hills offering two self navigation distances, 50 miles and 50 km, organised by Town and Country Harriers to benefit the Mendips Hills Fund. Aid stations, GPS trackers, finish medals, prizes and camping are..

Traverse the mountains and forests of the Brecon Beacons National Park with 10, 20, or 40 mile trail options. Enjoy a fully marked course and well stocked checkpoints in this canicross friendly mountain challenge.

A women-only running event in Exmouth on 18 April 2027 marking Kathrine Switzer’s 60th anniversary, offering a marathon, half marathon and 10K on mostly off-road routes through East Devon Way, Otter Valley and the coast.

Ibstone Circle on 18 April 2027 offers multi-terrain 5 km and 10 km routes through Wormsley Estate plus a Run in Colour for children aged 4 to 11. Fees vary by age and affiliation.

A 10 km multi terrain route from Selworthy Beacon down technical trails finishing on Minehead Beach with views over the Bristol Channel and Exmoor National Park.

A multi-distance canal and riverside ultraseries based at Streatley-on-Thames, featuring TR250, TR150 and TR100 with GPS tracking, checkpoint support and required navigation using provided GPX files and maps.

A last-person-standing Backyard Ultra at the Medieval Village, Cosmeston Lakes: runners repeat a fixed **6706 m** loop each hour until one athlete completes one more loop than anyone else. Camping and on-site facilities are provided.

A 13 mile offroad trail race on the Malvern Hills on 24 April 2027, with mapped routes, three aid stations and race HQ at Elim Arts Centre.

Three coastal trail races on the Vale of Glamorgan coast on 24 April 2027, including a 32.5 mile ultra, 18.5 mile trail and 10 mile route. The course follows the Wales Coast Path and finishes at Ogmore-by-Sea Village Hall.

A walking and running event around Bath with routes of 12.5, 17, 21 and 26.5 miles over public footpaths, staffed checkpoints, a finisher's medal and post-event refreshments.

Two route options from Holdgate Church in Shropshire, climbing Abdon Burf and returning via the Jack Mytton Way, with staffed checkpoints and refreshments.

Seven hour canal challenge near Sampford Peverell with a flat 6.55 mile out and back lap plus a separate 10k option, medals and prizes for top finishers.

A blindfolded navigation challenge in Winchester where participants are dropped at unknown locations and must find their way back on foot. Options include 6 miles for visitors and 10 or 15 miles; no maps or GPS and a sealed emergency bag is..

A multi-distance trail running event at St Giles House in April 2027 with marathon, shorter races, junior options, virtual entries, camping and charity fundraising.

A Bronze Ticket backyard ultra on Portland where competitors run a 6,706 m loop each hour until one runner remains. The route offers coastal views, quarries and mixed surfaces, with on-site camping, chip timing and medic cover.

A multi-distance trail running weekend in East Devon with on-site camping, GPS-tracked courses, UTMB Index status and supported aid stations across routes from about 25 km to 110 km.

The HOWUM in Llanidloes on May 1, 2027 offers Full and Half event options; entries are currently marked sold out with a waitlist listed.

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