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.

Winter Green Man Ultra offers 45 mile and 30 mile anti clockwise loops around Bristol's Community Forest Path with staffed checkpoints, navigation support and finishers' medals.

Trail races at Hinton Admiral Estate in the New Forest offering 21.4k, 15.1k and 10k routes with chip timing, on-course refreshments and finisher medals.

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 measured *10 km* charity run in Weymouth organised by MCC Promotions. The mostly flat road course runs from Bowleaze Green toward Pleasure Pier and includes on day registration, race facilities and prizes.

A 10 km night trail at Coombe Abbey Park on 9 March 2027, run after dark with a mandatory head torch; on-course water, parking and an option for a tree-planting token instead of a medal.

Six hour trail event at Coombe Abbey Park on a new winter route with a 3.3 mile lap; run as many laps as you like and choose a medal or a tree token.

A coastal trail run from Swanage seafront to Corfe Castle with 21k, 16.5k and 10.5k options plus a vintage train return.

A 32 miles ultramarathon from Powis Estate in Welshpool to Caffi Wylfa in Chirk on 13 March 2027, with aid stations, finishers plate, and a minimum age of 20.

Six hour trail event at Symonds Yat with 5.25 km loops, 160 m ascent per loop, technical terrain and medals awarded by completed loops.

Women only trail runs at Culden Faw Estate, Henley on Thames, on 14 March 2027 with 3 km, 6.5 km and 13 km options, chip timing and finisher medals.

Mixed terrain spring races in Seaton with a near 20 mile Grizzly and a 9 mile Cub, volunteer run and attracting about 2,000 entrants annually.

Flat canal races from Tiverton on the Grand Western Canal with Marathon, Half, 10k and a March-only 20 mile option; cupless event with finisher medals.

The The CODopoly Triple will take place in Coalport on Friday 19 March 2027. You can run between 8 and 26 miles.

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.

A supported 50 km, 29 km or 10 km loop event from Bath Racecourse with rest stops, GPS route tracking and options for walkers, joggers and runners.

The Way of the Dead (a Dartmoor Traverse East to West) will take place in Devon on Saturday 20 March 2027. You can run 50 kilometers.

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.

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