Trail Running calendar near Chepstow 2026-2027

We have found 357 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

A night race through Westonbirt Arboretum on 7 February 2026, routed among diverse tree collections. Races are offered over 5km and 10km and tickets are currently sold out.

Discover The Brails on Saturday 7 February with four colour orienteering courses catering from beginners to experienced navigators across scenic estate land near Hungerford and Marlborough. Entries are online only so book early and come pre..

A short fell race from Cleeton St Mary covering 4.1 km and 229 m ascent. The unmarked route requires map and compass and full kit, and entries are accepted by pre-entry or on the day for runners aged 18 and over.

A winter night trail series in Somerset with three events offering 5 km and 10 km routes. Entrants aged 8 and over can enter single events or the full series and may order a bespoke wooden finisher's medal.

A winter running event at Westonbirt Arboretum on 8 February 2026 offering 5 km and 10 km wave-start races through the arboretum’s tree collections. Tickets are currently sold out.

Trail running event from Weymouth and Portland National Sailing Academy featuring marathon, half marathon and 10k on the Portland section of the South West Coastal Path. The route is self navigated with feed stations, mandatory kit and awar..

A self navigated 17 mile trail loop around Sidmouth visiting four trig points. The event has a c.914 m climb, requires pre entry and is for adults only, with proceeds donated to Cardiac Risk in the Young.

Join the Wye Valley Brewery Muddy Woody on 8 February 2026 for a muddy, runnable trail romp of about 6 miles through forestry and stiff hills. Limited to 300 places, entrants get a bespoke Muddy T shirt and chip timing.

A 10 mile run on 08 Feb 2026 that starts and finishes at King George V Playing Field in Melksham and routes via the village of Lacock. Prizes and medals are awarded, entry restricted to ages 16 and over; the event is closed.

Run through ancient woodlands and farmland at One in the Woods Henley, with a half marathon, 10k and a 1k Little Sprinters at Culden Faw Estate. Enjoy chip timing, a finisher medal, on course water and a lively event village.

A tough 18 km fell race with 1300 m ascent around Carding Mill Valley, run to FRA rules. Competitors must carry full kit, record checkpoints with an SI dibber and meet strict cut-offs; event proceeds support local charities.

Run or walk the Purbeck Hill Challenge from Knoll Beach Studland, enjoying the Purbeck Hills and Jurassic Coast with optional orienteering sections. Multiple distances, solo or pairs, self supported and limited to 100 entries.

The Love Run on 14 February 2026 at Pengethley Manor offers 5k to ultra options on a tough offroad loop with a seven hour completion limit and virtual entries plus a choice of full or split medals.

Multi-distance trail event in Dalwood, Axminster on 15 February 2026 with 10 mile, 5 km and 3 km routes across muddy, hilly countryside. Village Hall is race HQ with parking, toilets and on-site medical support.

Run a flat, traffic free 10k on the National Cycle Network from Calne to Stanley near Chippenham, chip timed and well marshalled on an out and back multi terrain course. A 1 mile fun run for under 17s and limited entries make this a friendl..

Run Brimscombe's canal towpath at the Back to the 80s timed event, choosing any mix of 2.62 mile laps to make 5k to ultra distances. Enjoy a relaxed one hour start window, seven hour limit and a bespoke finisher medal to mark your effort.

A multi distance running event along the River Severn between Ironbridge and Bridgnorth on 21 February 2026. Distances range from 9 miles to 37 miles with 9.4 mile laps and aid stations every 4.7 miles.

A set of city-centre races in Bath that run through two long lit tunnels under the city, with distances from Colourburst fun runs up to a 50 km ultra. Brickfields Park is the hub and the event supports Sustrans with a donation per runner.

A 9.5km off road race at Kinver Edge and The Rock Houses on 22 February 2026, run as two laps around local trails. Limited to 100 runners, entry fee £18; medals for all and prizes for the top three in each gender.

Take on the Sorbrook Slog on 22 February 2026, a lively 7 mile multi terrain race through footpaths, fields and gullies around Sorbrook and Sluvad in Cwmbran. Enjoy marshals on course, post race tea and cake and a finishers goodie bag.