Trail Running calendar near Cheltenham 2026-2027

We have found 518 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

A timed Friday event on a flat 5.3 km out-and-back course along the river Thames, with lap-based distances from 5 km to ultra and a £10 Run for a Tenner entry benefiting Rays of Sunshine.

Test your endurance at this 50km multi terrain ultramarathon in Maidenhead. Complete the signed course before the official end of daylight to earn your finishers medal and mementoes.

The Ridgeway Challenge The Ridgeway Challenge is an 86-mile (139 km) point-to-point trail running race. It follows the entire length of the Ridgeway National Trail, a historic path used for over 5,000 years. The route runs from Ivinghoe Bea..

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Bounce, climb, and slide through the UK's largest inflatable obstacle course in Bristol. Choose your distance from 2.5K to 15K and tackle dozens of fun obstacles. It's an untimed event perfect for friends and families, with music zones and..

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

Explore the scenic trails of the Surrey Hills on a guided half marathon. The route changes each time but always features iconic spots like St Martha's Hill. Choose from weekend runs or a special summer evening adventure.

Choose your distance at this flexible 6 hour event outside Market Harborough. Run as many 3.3 mile laps as you like on a flat scenic course along the Griffin Trail with a taproom finish.

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.

A timed riverside event on a 5.3 km out and back Thames course where runners choose how many laps to complete within a seven hour limit. Ten pound entry supports the Rays of Sunshine charity and a double sided medal is awarded.

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..

A new 75 miles trail ultra across the National Forest Way from Alrewas to Beacon Hill, with six staffed checkpoints, mandatory safety kit, medical cover by TrailMed and a team relay option where each runner covers over 20 miles.

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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.