Trail Running calendar near Chepstow 2026-2027

We have found 404 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

Celebrate 50 years of Rocky with a flexible time challenge at Dare Valley Country Park. Run anything from 3km to an ultra marathon on scenic paths and earn a themed medal and goody bag.

The Ridgeway Chase is a 60 km ultramarathon along the historic Ridgeway National Trail, starting at Ivinghoe Beacon and finishing near Wallingford. Held alongside a longer challenge, it offers runners scenic ridgeline views across the Chilt..

Join the Manta Ray Run at Parc Taf Bargoed for a timed, multi lap event with flexible rock up and run starts and distances from 5 km to ultra. Enjoy scenic trails, cake at the finish and digital results.

Experience a 50 mile ultra marathon along the Telford T50 pathway featuring historic sites like Ironbridge and the heights of the Wrekin with full checkpoint support.

The Southampton Running Festival will take place in Bishop's Waltham on Sunday 31 May 2026. You can run between 5 and 21 kilometers.

Race along the Somerset shoreline in this scenic 7 mile coastal event. Run across sandy beaches and coastal paths while chasing the West Somerset steam train on a flat multi surface course.

June 2026

Join this two lap 10km trail race at Kinver Edge featuring local tracks with plenty of elevation changes. This event supports canicross runners and offers a no frills racing experience in a scenic outdoor setting.

Experience a 40 mile ultra marathon along the stunning Wales Coast Path from Porthcawl to Penarth. This supported journey features dramatic cliffs, ancient castles, and scenic coastal trails with no strict time limits.

Run the Divorce Day Defib Fundraiser this June with 8 mile, 16 mile or marathon routes along the Silkin Way, crossing the iconic Ironbridge. Expect varied trails, fancy dress and a welcoming community as you raise funds for a life saving de..

Trail races in the Brecon Beacons on June 6 2026, offering marathon and half marathon options plus weighted bergen editions. Runners move from daylight into night and may need a torch.

Test your limits at this 24 hour trail relay in Wasing Park. Run as a solo athlete or in teams of up to 12 people on a scenic 8km loop through historic woodland.

Test your limits at Chilton Manor Farm with a 4.16 mile trail loop every hour. Enjoy exclusive access to private Hampshire trails and a supported camping village until only one runner remains.

Experience a premier 85 mile ultra endurance event along the coastline. This June 2026 race offers a significant physical challenge for long distance runners looking to test their limits on a point to point course.

Explore the Mendip Hills through trail running or rucking with weighted backpacks. Choose between 8km and 14km distances in competitive Pro or relaxed Open categories with provided equipment and finisher medals.

Test your endurance at MacTuffX Sutton Coldfield with 400m and 800m interval repetitions. Choose between solo entries, doubles, or relay teams for this intense fitness event designed for participants aged 18 and over.

Experience a unique run through the longest underground railway tunnels in the UK. With distances ranging from 500m to 50km, this event offers flat tunnel paths and scenic routes across the historic city of Bath.

Experience a coastal trail run starting and finishing on the sands of Knoll Beach in Dorset. Choose from four distances between a half marathon and a 54km ultra following the scenic rugged coastline of the Isle of Purbeck.

Experience a unique seaside running adventure starting from Bournemouth Pier. Choose between 5K or 10K distances and test your stamina across golden sands and coastal groynes for a memorable morning race.

The Care For Kids Barnstaple 10K is a flat, fast off-road race starting from the Rugby Club. The scenic route uses the Tarka Trail and passes through Rock Park. It's a chip-timed event with prizes, a finisher's medal, and a shirt for early..

Experience a 10k run through the National Trust Brockhampton Estate. This limited entry event features a hilly course with views and welcomes cani cross participants.