Trail Running calendar near Chepstow 2026-2027

We have found 353 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

Event Information The Beacons Way Ultra 100 Mile is a 100-mile ultramarathon with 6143m of total ascent. It takes place in the Brecon Beacons National Park (Bannau Brycheiniog) on Saturday, July 25, 2026. Route and Course The race starts at..

The Railway Ultra follows a disused railway line along the River Severn between Ironbridge and Bridgnorth. Runners can choose from five distances, from 9 miles up to 37 miles. The flat, scenic route features industrial heritage and includes..

Ultra X Wales offers a multi-day trail running weekend in the Brecon Beacons with six distances, from a 12 km run to a challenging 110 km ultra. The event features fully stocked aid stations and is a UTMB Index Race. Runners under 23 can pa..

UTMB Index

Choose your own distance challenge in a 7-hour window at Dare Valley Country Park. Run scenic laps on well-maintained paths, with Britney-themed fun. Everyone finishing 3 km or more gets a themed medal, a goody bag, and ice cream.

A basecamp trail event on 25 July 2026 around Dunster and Exmoor offering 50 km, 25 km and 10 km routes with covered rest stops, medical teams, camping and GPS tracking.

UTMB Index

Choose between a 5-mile or 13-mile trail run to the summit of Pen Y Fan, South Wales' highest peak. The entry includes a medal, buff, and chip timing, but participants must carry specific compulsory kit. The event takes place on a Sunday in..

August 2026

The EDDUM is a 50-mile ultra marathon following the Epynt Way trail loop around the Sennybridge Training Area in Wales. With significant elevation gain and fully stocked checkpoints, it offers a demanding trail adventure through an historic..

The MTC Thames Challenge is a four-day, 184-mile ultra marathon along England's longest river path. Participants cover the route in four stages, from the source to the Thames Gate. Accommodation, meals, and kit transfer are included.

The MTC Windsor Ultra is a 47-mile point-to-point race along the Thames Path. Runners travel from Henley to Kingston, passing landmarks like Windsor Castle. All finishers receive a bespoke medal and event apparel.

Two trail distances along the Mendip Way on 8 August 2026, finishing at Uphill Sands Beach. The routes feature woodlands, hilltop views and coastal terrain with aid stations and a cupless policy.

The Brecon Beacons 51k trail run starts in Talybont-on-Usk on 8 August 2026. The route heads into the hills for panoramic views across the Brecon Beacons countryside.

UTMB Index

The Ramsbury Gold 10km is a trail run through the beautiful Ramsbury Estate, starting and finishing at the brewery. The off-road course is Canicross-friendly and includes a medal and a free drink. Entries are open to runners aged 16 and ove..

A night trail run at Fyne Court Estate offering 5 km and 10 km routes through parkland and woods. Optional wooden finisher medals are available and online entries close eight days before the event with medal purchases requiring earlier entr..

A multi-distance running event in Bath that routes through two long, lit railway tunnels and finishes at Brickfields Park; proceeds partly support Sustrans and ticketing for this edition is sold out.

The Southampton Running Festival returns to the scenic Southampton Common in August 2026. Choose from a 5K, 10K, Half Marathon, or a Junior Race on a looped course through woodland and parkland. Enjoy a vibrant event village and post race g..

Join the Crook Peak Cake Race in Axbridge on Wed 19 Aug 2026 for a spirited 3 mile fell challenge across stunning Somerset hills, finishing with cake and community cheer. On the day entry available for runners aged 14 and up.

Tackle a 45 or 30 mile ultra run on a loop around Bristol. Starting from Aston Park School, the event offers two challenging distances. Registration closes on 21 August 2026.

The Beast of Llangattock is a Welsh trail running event with four distances, from 10 km to a 32-mile ultra. Routes showcase panoramic mountain views, open moorland, and historic trails. The event features well-stocked checkpoints, mandatory..

Run your chosen distance on the scenic paths of Dare Valley Country Park. This 7-hour time challenge offers distances from 3km to ultra, with a unique cupcake medal for all finishers. Enjoy a bake-off themed aid station and post-run goody b..

A point to point mixed terrain run from Mayflower Park, Southampton, following The Old Way with a short river boat crossing, historic landmarks, sticker-collecting race bibs and options for coach transport and alternative eco medals.