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 space themed trail event at Hurn Forest with themed medals, aid station snacks and 5.3 km laps. Participants can choose distances from 5K to ultra marathon and 20% of entry fees support Forestry England.

A 40 mile coastal route on 27 March 2027 from Abbotsbury to Lulworth Cove along the South West Coast Path with rugged, steep terrain and self navigation. Entry includes a GPS tracker, live tracking, transport and mandatory kit.

A two lap multi terrain 10 km trail race on Easter Monday around Mortimer Fairground and local woodlands, with a canicross option, chip timing, medal and free race photos. The undulating course is not suitable for pushchairs or wheelchairs.

April 2027

Three long distance mountain trail races start and finish in Brecon, following circular routes through the Brecon Beacons National Park. Distances range from a marathon to a 100 km ultra with marked routes, checkpoints and compulsory kit re..

A 40 or 50 mile trail ultra along the Testway from Linkenholt to Totton in Southampton, with aid stations every 10 miles, marshals and medical support. A shuttle option is available for an extra £10 and there is a 14 hour cutoff.

A spring running and walking festival in the Shropshire Hills with off road distances from 10 km to 80 km. Events raise funds for the Grow Cook Learn charity and feature varied trail terrain and staffed checkpoints serving local food.

Scenic mixed terrain races along the Thames at Remenham Farm in Henley on Thames. Options include a Half Marathon, a 10K and a Junior Race with marked trails, marshals, chip timing and post race goodies.

The Pendine Sands Races stage beach out-and-back events over 5k, 10k and a half marathon on firm sand, with flagged distances, cup-free water stations, bespoke finisher medals and category trophies.

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..

A guided 18 mile trail run on the Malvern Hills meeting at North Quarry Car Park in Great Malvern. The ridge route includes over 1300 m of ascent and a social group pace of about 10 minutes per mile.

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..

A trail running event in the Brecon Beacons on 17 April 2027 offering marked 10, 20 and 40 mile routes from Henderson Hall with well stocked checkpoints, mandatory kit checks and canicross-friendly entries.

Ibstone Circle on 18 April 2027 offers multi-terrain 5 km and 10 km routes through Wormsley Estate with a steep section called the Ibstone Kicker, plus a children s Run In Colour with 1 km and 2 km options.

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 on the Malvern Hills on 24 April 2027, starting from the Elim Arts Centre. The course passes woodlands and a ridge top at Wynds Point with multiple aid stations, staffed checkpoints and a café at race headquarters.

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.

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..

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