Trail Running calendar near Chepstow 2025-2026

We have found 311 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

Join the Hallow 12 Parish Challenge on Saturday 11 July 2026 for circular off road walks and runs through 12 charming local parishes. Choose distances from 10 to 40 miles with waymarked routes, checkpoints and a hot meal at the finish.

Enjoy scenic trails through the Shropshire Hills at The Piece of Cake Trail Run in Carding Mill Valley, with 10K, half and full marathon options. Post run treats and a cake competition add a sweet finish to this countryside challenge.

Explore the stunning Black Mountains with distances from a half marathon to 50 miles across mostly trail terrain. Self navigation with GPX, trackers and full aid makes this a bold yet well supported trail challenge.

Run the Ridgeway to the Avebury Standing Stones in Race to the Stones, with 50 km and 100 km options including a two day format. Scenic trails, marked course, pitstops and full support make this a bucket list ultramarathon.

The 24 Cider Challenge is a 24-hour solo running or walking event held at Myncen Farm in Blandford Forum, Dorset. Set on a privately owned farm, the course features undulating trails through fields, grass, wildflowers, crops, and dusty trac..

The Cider 5K.ish is a one-lap, 5-kilometre trail run/walk set on Myncen Farm in Minchington, near Blandford Forum, Dorset. The undulating course takes you across fields, grass, wildflowers, crops and dusty tracks on private farmland with pe..

The Cider Challenge Solo is a 12-hour trail-running event held on a privately owned farm in Dorset (Myncen Farm, Minchington, Blandford Forum, DT11 8DH). Designed for solo runners, with the option to enter as part of a team, participants ha..

Tackle the 12 hour Dusk To Dawn challenge at Bridgend Miniature Railway on 18 July 2026, running as many 10 mile loops as you can across mixed terrain and forested hills. Expect night markings, on course support, and a true endurance test.

Enjoy the Dragon Coastal Races on 18 to 19 July 2026, three scenic coastal ultras along the Wales Coast Path finishing at Norwegian Church, Cardiff Bay. Expect beaches, dunes and lighthouse views plus live GPS tracking and full support.

Rabbit Run Wales stages scenic coastal trail races on Merthyr Mawr Estate, from a punchy 12K over hills, valleys and the Big Dipper sand dune to a 40K that adds the dramatic Glamorgan Heritage Coast. Family Bunny races and a Toddler Dash ma..

Run the Gower Peninsula Ultra Challenge from Penrice Castle with distances from 10 km to a 100 km figure of eight route highlighting wild coastal scenery and big climbs. Fully supported with rest stops, tracking, and finisher goodies.

The Bell Plod is a friendly, relaxed trail run/walk organised by Running Events Devon, held at Myncen Farm in Minchington, Blandford Forum, Dorset. The one-lap course runs on a privately owned farm, by permission of the owner, weaving throu..

ON TOUR - The Bumble Plod is a relaxed, family-friendly trail event organized by Running Events Devon. It takes place at Myncen Farm, Minchington, Blandford Forum, Dorset. The course is a single lap through privately owned farmland, includi..

Event overview The Apple Plod 10K.ish is a trail running event on Sunday, 19 July 2026, organised by Running Events Devon. The race distance is 10K and is described as undulating trail on a two-lap course. Participants may run or walk; ther..

Experience the Wye Valley Tunnel Run, racing through the atmospheric Tidenham Tunnel and scenic riverside and old railway paths. Distances suit everyone from a Colourbust family fun run to a full marathon, with trail charm and big event ene..

Run or walk as far as you like in the 7 hour Ooops I Ran It Again event at scenic Dare Valley Country Park, from 3 km to ultra distances. Finishers earn themed medals and distance pins, with aid stations, vegan snacks and free parking, and..

Run the epic 100 mile Beacons Way Ultra across the Brecon Beacons with over 6,000 m of ascent. Self navigation and mountain experience are required and the race uses strict checkpoints plus live GPS tracking.

Take on the South West Coast 50 Ultra Challenge around Dunster, a scenic 50 km loop along the Minehead section of the South West Coast Path across Exmoor with about 1600 m of climb. Enjoy staffed aid stops, camping, GPS tracking and post ra..

Tackle 100 km across the Brecon Beacons on an epic route taking in Pen y Fan and the Carmarthen Fans with roughly 3178 m of ascent. A rugged self navigation ultra with just 250 places and a 24 hour cut off.

Ultra X Wales takes runners into the wild Brecon Beacons and Black Mountains for a scenic multi day trail event on 25 to 26 July 2026. Distances from 12 km to 110 km suit all endurance levels and select races carry UTMB Index status.

UTMB Index