Trail Running calendar near Chepstow 2026-2027

We have found 487 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

A summer evening event in Corsham with an adult multi-terrain 10 km race and a 2 km junior race; licensed and insured, with fundraising for local charities.

A two evening 10K in Exeter on a new flat, officially measured road course with pacer trains for a range of target times. Finishers receive a medal and the event features chip timing and full course marshals.

A point to point 57 mile ultra along the Severn Way from Worcester to Stonehouse, passing Upton-on-Severn, Tewkesbury and Gloucester. Four checkpoints offer vegan and gluten free options, finishers receive a bespoke medal and a head visor.

Self-navigated trail event on 11 July 2026 in the Black Mountains offering 13 to 50 mile routes with GPX tracks, checkpoints, chip timing, medical cover and mandatory kit requirements.

Follow Britains oldest trail through 5000 years of history on the Ridgeway. Choose between 50km or 100km distances and finish at the iconic Avebury Standing Stones with full medical and snack support.

A family friendly inflatable obstacle run in Southampton on Saturday 11th July 2026, offering 2.5k, 5k, 10k and 15k options with giant inflatables, five music zones, a finisher's medal and on-site food and water stations.

A circular outdoor challenge from Hallow with five waymarked routes through 12 local parishes, distances from 10 to 40 miles. Entry includes checkpoint refreshments and a hot meal at the finish.

Trail event at Carding Mill Valley offering 10K, half marathon and marathon routes across the Shropshire Hills and Long Mynd, with marked trails, aid stations and a medal included.

A scenic off-road 10 km through the Otter Valley plus a short fun run around Tipton St John playing field. Routes follow riverside tracks, public footpaths and the old Sidmouth railway line, with camping available.

A timed, multi lap run at Parc Taf Bargoed using a 5.3 km out and back lap. Distances range from 5 km to ultra with a seven hour limit and a medal or no medal entry option.

A 50 km trail race from Studland Beach along the Purbeck Way that passes coastal landmarks like Old Harry Rocks and Corfe Castle. One runner is appointed the Ferry who starts at the back and competitors aim to finish ahead of them.

A teams event at The Packhorse in South Stoke on 11 July 2026 where three person teams in compulsory fancy dress collect and carry a full cider barrel from Upper Midford back to the pub. Prizes include fastest time, best fancy dress and tea..

A near entirely off road 17 mile run and walk along the Little Dart River from Rackenford to Bridge Reeve, Chulmleigh, within the North Devon UNESCO Biosphere. The route is marked and offers feed stations, marshals and one day access to pri..

A charity Pretty Muddy 5k at Cofton Park on 11 July 2026 with a grass, partly hilly obstacle course. Participants must be 13 or older and receive a fundraising pack, back sign and a finisher medal.

A 5.8 km fell race to the summit of Pen y Fan near Brecon with 588 m of ascent, part of the South Wales Series and the 2026 UKA Fell Running Championship; entries are limited and minimum age is over 16.

Ludlow10 on Sunday 12 July 2026 offers 5k, 10k and half marathon routes through town roads, local woods and trails. Post race hospitality continues into the day.

A fund raising multi lap running event on 12 July 2026 at Old Elizabethans Cricket Club, Worcester, supporting stroke services. Multiple race formats including a solo marathon, relays and a kids Wild Mile.

A *10 km* trail race around Stoke Park in Stapleton, Bristol on 16 July 2026, organised by Town and Country Harriers. Half of entry proceeds go to a local charity and prize categories include Open, Female and age groups.

A 24 hour team running and walking challenge on private farmland near Blandford Forum, Dorset. Teams of 2 to 4 cover laps on fields, grass and tracks with camping available over the weekend.

A one lap trail run at Myncen Farm on 17 July 2026, the Cider 5K.ish takes place across fields and farm tracks with a 90 minute cutoff, limited entry and weekend camping and challenge options.

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