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.

Trail routes at Bruern Farm Estate on 6 June 2026 include 2.5K, 5K and 5 Mile or 8K with age rules for younger runners; proceeds support the Wychwood Life Centre.

Races in Bath run along the Two Tunnels shared path, passing the Devonshire Tunnel 408 m and Combe Down Tunnel 1,672 m. Distances range from 500 m fun runs to a 50 km ultra with relay and multiple route options.

Water themed trail running on the Isle of Purbeck with four single lap distances from half marathon to 54k. Routes run along coastal cliffs and Purbeck hills and include well stocked aid stations and GPX navigation advice.

A measured 10K from Barnstaple Rugby Club using the Tarka Trail and local pavements, crossing Taw Bridge and Long Bridge and passing Rock Park. The race is chip timed, awards medals and prizes, and offers team entry by individual sign up.

Experience a 10k run through the National Trust Brockhampton Estate. This limited entry event features a hilly course with views and welcomes cani cross participants.

Race for Life at Prospect Park in Reading offers 3k, 5k and a 10k that is two laps of the 5k course. The event is organised by Cancer Research UK, is chip timed and includes fundraising support and a finisher medal.

A Category A fell race of about 18 km with 1200 m ascent around four fan summits between Merthyr and Brecon. The route is clockwise this year and requires map and compass navigation and full fell kit.

A roughly 10.5 km in-person trail run around Troppers Hill, starting and finishing at Commune Cafe in Bristol. The event runs at a party pace, includes a bag drop, and offers coffee afterwards.

A midweek summer evening *10 km* trail race through Moors Valley Country Park & Forest near Ringwood, featuring marked woodland trails, chip timing, aid stations and eco-friendly measures. Canicross options and on-site paid parking are avai..

A point-to-point 15 mile trail race along the Offa's Dyke footpath between Hay-on-Wye and Kington with three water stations, relay options at mid-race handover points, and age-group prizes.

A 100 mile non stop foot race along the South Downs Way from near Winchester to Eastbourne, with 12 aid stations, full medical support and a 30 hour cut off. Mandatory kit, pacing and crew rules apply and qualification is required.

A 50 km non-stop trail race on 13 June 2026 across the South Downs from Matterley Bowl to Queen Elizabeth Country Park. The route gains about 4000 ft, is fully marked, supported by four aid stations and has a nine hour cutoff.

A multi-distance trail event in the Cotswolds on 13-14 June 2026 centered at Cirencester basecamp, offering strong route support, GPS tracking, regular rest stops, medical cover, camping and finishers awards.

A trail running event at Wilkswood Farm near Swanage with 23 km, 13 km and 7 km routes along the Jurassic Coast. The courses include rocky technical sections, outposts on the longer routes and a reusable cup policy.

A community 5k and 10k at Neroche Primary School with chip timing and countryside multi-terrain routes. Proceeds support the Neroche School PFA and a children’s fun run is held for a small donation.

A long-standing Green Events race in Llanwrtyd Wells where runners compete directly with horses over mountainous terrain, timed electronically. The event has enforced cut-offs and an escalating jackpot for any runner who beats the first hor..

A muddy 5k obstacle course at Sandwell Valley Country Park organised by Cancer Research UK, with wave starts, on-course obstacles and a finishers medal. Entry fees and a minimum fundraising target apply; participants must be 13 or older.

An evening trail run at Bodenham Arboretum on 13 June 2026 offering 5 km and 10 km options; mixed-terrain routes, online-only entry with limited places, and funds raised for local charity and scout group support.

A fell race held since 1986 at The Whistle Inn near Garn yr Erw, Blaenavon, with an 8 km/300 m ascent option and a 5/984 ft option. Entries are accepted on the day or online and runners should carry appropriate safety kit.

A backyard ultra at Breakheart Quarry in the Cotswolds where runners repeat a 6706 m loop every hour until one person remains. Camping and on-site facilities are provided; early bird entry is £75.

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