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 winter ultra around Bristol's Community Forest Path offering 45 or 30 mile anti clockwise routes. Self navigated with GPX support and pacers, timed checkpoints, cup free aid stations and bespoke finisher medal and technical tee.

The Imber Ultra is an annual trail run of just over 33 miles organised by Avon Valley Runners and the Rotary Club of Westbury, with route details, checkpoints, results and photos provided by the organisers.

A coastal mixed terrain event at Milford on Sea with an out and back 5.3 km lap. Runners pick their distance from 5K to ultra with aid stations, toilets, and a medal for anyone completing at least one lap.

Trail races from Larmer Tree Gardens take runners around the Rushmore Estate with distances from a fun mile to a marathon. Courses pass chalk valleys and woodlands and include multiple feed stations and event medals.

A night-time trail 10k at Coombe Abbey Park that requires a head torch and features woodland, meadow and field terrain. Petzl demo torches are expected, drinks in biodegradable cups are provided and dogs are not permitted.

A coastal trail run from Swanage seafront to Corfe Castle offering three distances, firm chalk and sandy trails, on-course support, and a private vintage train return priced at £9 per person.

A 32 mile ultra from Powis Estate in Welshpool to Caffi Wylfa in Chirk, featuring a mix of flat fast sections and undulating footpaths, aid stations near 11 and 21 miles, finishers plates and prizes for top male and female finishers.

A women only trail run at Culden Faw Estate on 14 March 2027 offering 3k, 6.5k and 13k routes with chip timing, medals and on site music and refreshments. The 3k is family friendly with provisions for young children.

A volunteer organised spring trail race around Seaton with a near 20 mile coastal and inland course plus a 9 mile Cub option. The weekend includes junior races, wooden finisher medals and steps to reduce single use waste.

A 50km trail ultramarathon through the Chilterns centered at Stonor Park, run as two 25km loops with 4000 ft of climb, five aid stations and full medical support. The event has a nine hour finish limit and medals for all finishers.

Looped trail event from Bath Racecourse offering 50 km, 29 km and 10 km routes through Bath. The event features signed routes with GPS tracking, covered rest stops, medical and massage support, and categories for walkers and competitive run..

A 50k east to west Dartmoor traverse organised by Wild Running with solo and pairs entries, live GPS tracking and up to three checkpoints. The route covers moorland and villages, has 1327 m of ascent and a 10 hour cut off.

Point to point trail races on the South Downs Way offering a 50 mile ultra, a 50 km ultra and a marathon with marked routes, aid stations, coach transfers and an option to plant a tree instead of taking a medal.

Trail races around Escot Park offer a single-lap 10K (about 10.5 km) and a two-lap half marathon, both off-road with climbs and mud; canicross categories are available and medals are awarded to all finishers.

Trail running at Matterley Basin in the South Downs National Park with three route options across chalk downland, woodland and ridgelines. Courses are fully marked, timed and supported with outposts, parking and a finishers medal.

A 32 mile loop around the Black Country on 21 March 2027 at Baggeridge Country Park near Dudley. The route is mostly traffic free with tunnels and three staffed checkpoints, and can be run solo, as a pair or a team of four.

A measured half marathon through way marked forest trails in the Forest of Dean, starting and finishing at the Speech House Hotel. The Rotary Club organises the race, proceeds go to charity, and the event serves as a national championship q..

A coastal mixed terrain run in Exmouth on 21 March 2027 offering 5 km and 10 km routes across beach, seafront and cliff trails. The event supports the Sideshore Project and offers medal or no medal entry plus charity places.

A David Bowie themed trail event at Hurn Forest with a 5.3 km out and back lap and distance choices from 5K to ultra-marathon. Clubhouse facilities, an aid station with snacks, bag drop and a Bowie inspired finisher medal are provided.

Three marathons in three days along the Jurassic Coast from Charmouth to Shell Bay via Portland, with checkpoints, medical cover, on course food, transport and a supplied GPS tracker. Entry includes a t shirt, finisher medal and free HQ par..

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