Trail Running calendar near Chepstow 2025-2026

We have found 333 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

Join the CODopoly Triple in Shropshire for a weekend of flexible running from The Unicorn Inn, with routes offering views of Ironbridge and south Telford. Pick one to three days and mix 8 mile, Half Marathon or Marathon distances to suit yo..

Join the Nant Yr Arian Silver Trail Races on 14 March 2026 in the scenic Cambrian Mountains, featuring a trail Half Marathon, 10 km and fun youth races for all ages. Organized by Aberystwyth Athletic Club, the community event supports local..

Tackle the Hundred Hills 50 km at Stonor Park on 14 March 2026, two 25 km loops with about 4,000 ft of climb. Mostly trails with full support, hot food and medals at the finish make it a fierce but rewarding ultra.

UTMB Index

Explore dramatic Jurassic Coast paths from Old Harry Rocks to the ruins of Corfe Castle in a scenic trail run with 21, 16.5 and 10.5 km options. Finish under castle ruins then ride a private steam train back to Swanage for a memorable day.

Run the scenic Maverick Hampshire Trail at Matterley Basin near Winchester, tackling undulating South Downs trails past the River Itchen and through woodland on 24 km Half Marathon, 16 km and 5 km routes. Friendly vibe with on site parking.

Explore ancient trees and rolling trails in Wyre Forest on 15 March 2026 with a half marathon or a 7.6 mile Super Seven. Enjoy timed, fully marshalled courses, finishers medals and a friendly forest atmosphere with cafe and on course suppor..

Join the Dashing Dog Charity Run at Dare Valley Country Park for scenic laps and distances from 3 km up to ultra marathon, plus a flexible 7 hour time challenge. Enjoy finisher medals, on course support and fundraising for local dog rehomin..

Finish the season with the final round of the West Glamorgan XC League at Gnoll Park, Neath on 15 March 2026, a testing 5 mile cross country hosted by Neath Harriers. Club only event with no on the day entries, registration opens 2 February..

Join the Pendock Spring Chicken Run on 15 March 2026 for scenic Worcestershire routes with 10K, 5K and a 1K fun run for all ages. Enjoy medals, prizes and help raise funds for the local school.

Experience the South Downs Way at Winter's End on 21 March 2026 with a point to point 50 mile ultramarathon from Arundel to Winchester or pick one of two marathon sections. Rewarding chalk ridge trails, ancient woodlands and well stocked ai..

Tackle the rolling lanes of Bratton in a scenic 11K road and multi terrain run that supports Bratton Jubilee Hall. Limited to 200 entries, this friendly event offers medals for all finishers and a lively village atmosphere.

Take on the Forest of Dean Spring Trails Half Marathon, a scenic way marked trail loop through ancient woodland starting and finishing at the Speech House Hotel. Organised by the local Rotary Club, it is chip timed and supports charity.

Take on the Red Warrior multi terrain races at Margam Country Park on 22 March 2026, with 5K, 10K and 20K routes for solo runners and canicross teams. Expect varied trails, friendly vibes and a great day out for competitors and their dogs a..

Elephant Challenge is a six hour off road lap event at Salcey Forest where runners, walkers and canicross teams cover as many 3.5 mile loops as they like. Expect forest trails, possible mud and distances from 5 km to 80 km plus.

The Way of the Dead is a rugged 50k Dartmoor traverse on 28 March 2026, finishing at Tavistock Stannary Brewing Company. Enter solo or in pairs for a scenic but testing navigational challenge across tors and moorland.

Beyond Bristol offers scenic 25 km and 55 km trail routes that follow the River Avon, pass beneath Clifton Suspension Bridge and climb through Leigh Woods. Fully waymarked with feed stations, chip timing and a finishers medal.

Run past the Royal Crescent and along the River Avon in the Bath 50 Ultra Challenge on Sat 28 March 2026, starting from Bath Racecourse. Choose 50 km, 29 km or 10 km loops with full support, a finisher medal, T shirt and a hot finish meal f..

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Enjoy scenic trail running at Escot Park near Exeter, with rolling climbs, mud and a two lap half marathon or single lap 10K, plus canicross options. Professional timing, medals and refreshments on site make it a fun off road day out.

Intergalactic at Hurn Forest lets you choose any distance from 5K up to ultra on scenic, well maintained forest tracks. Finishers earn medals, there is a seven hour limit, and 20 percent of fees go to Forestry England.

Take on a scenic 32 mile loop from Baggeridge Country Park on 29 March 2026, mostly traffic free and featuring canal towpaths and a compulsory head torch section through the 2.7 km Netherton Tunnel. Enter solo, as a pair or a team of four f..