Trail Running calendar near Cheltenham 2025-2026

We have found 387 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

Run 60 km along the ancient Ridgeway from Ivinghoe Beacon to near Wallingford across chalk ridgelines and rolling downs. With 1000 m ascent, a 10 hour limit and UTMB World Series status, this scenic ultramarathon tests endurance and pace.

Run through Southampton Common on 31 May 2026 amid woodland, lakes and wetlands. Choose half, 10K, 5K or junior distances and enjoy a lively event village with food, freebies and a sustainable focus.

June 2026

Join a guided 13 mile trail run around Guildford's Surrey Hills, visiting St Martha's Hill, Shere and the North Downs Way. Enjoy a friendly group pace, kit support and optional post run refreshments.

Join the Griffin Challenge at Braybrooke Taproom on 3 June 2026, a six hour looped event on the Griffin Trail where runners, walkers and hikers do as many laps as they like. Celebrate after with coffee, pastries and a cold beer.

Event overview The event takes place on Friday, 05 June 2026 as a 7 hour timed challenge. Participants may run any distance they choose within the time limit. The minimum distance to be an official finisher is 3 km. The normal lap length is..

Run 40 mile along the Wales Coast Path from Porthcawl to Penarth, enjoying golden beaches, cliffs, Ogmore Castle and stepping stones. Staffed checkpoints, medals and no time limit make this a relaxed coastal challenge.

Join the Divorce Day Defib Fundraiser, a "best dressed" race where fancy dress is encouraged as you tackle scenic laps across Ironbridge and the Silkin Way. Pick 8, 16 or marathon distances starting from The Unicorn Inn.

The National Forest Way Ultra will take place in Burton upon Trent on Saturday 6 June 2026.

UTMB Index

Run the Brecon Beacons at Midnight Mountain Marathon on June 6, 2026, starting in daylight and finishing under the stars, so some may need a torch. Take part in Marathon, Half Marathon or Bergen pack races and earn a medal and a mug of tea.

Run through two lit railway tunnels beneath Bath on routes from short fun runs to ultra distances. Starts and finishes at family friendly Brickfields Park and each entry supports Sustrans, making it a memorable community day out.

A lively fell race on Coombe Hill near Wendover on 7 June 2026, tackling 7 km with 220 m of climb and rewarding hilltop views. Entry on the day, modest fees and a pint included make this a friendly, competitive outing for juniors and teams.

Join the Gnosall 10K for a challenging 11.2 km undulating multi terrain route along canal towpath, woodland and boardwalk, with chip timing and a technical tee for all finishers. Bring the family for a fun run with medals, bouncy castle and..

Tackle 15 miles of the historic Offa's Dyke path around Hay on Wye in a scenic and challenging trail race. Friendly atmosphere and relay option make it perfect for solo runners or teams seeking a memorable summer run.

Tackle 100 miles of rolling chalk ridgeline in the iconic South Downs Way 100 on 13 June 2026, starting at Matterley Bowl. Fully marked route, stunning coastal and countryside views, and full aid support make this a classic ultra challenge.

Tackle the scenic South Downs Way 50 km on 13 June 2026, a fully supported trail across the chalk ridge. Part of the World Trail Majors Short Series, it features four aid stations and a 9 hour cut off.

Take on the Cotswold Way Ultra Challenge from 13 to 14 June 2026, based in Cirencester, with routes from 10 km up to a 100 km loop through classic Cotswold trails. Fully supported with campsites, catering and a finisher medal and tee.

Run the dramatic Cheddar Gorge on trails across the Mendip Hills, from a fun 1k up to a full marathon, with cliff top views, meadows and rugged rock underfoot. Finishers of 6km and longer earn a two sided event medal.

Tackle scenic but hilly forest trails at the Wendover Woods Half Marathon and 10k on 14 June 2026, with a friendly junior run and on the day entries if available. Spectators can enjoy a cafe, forest walks and family activities.

Run across the iconic chalklands of Watership Down at the Hampshire Hoppit. Choose marathon, half marathon or 10K single loop trail courses and toast your finish with a real ale.

Take in Hertfordshire countryside from 3 Brewers Brewery on scenic, undulating off road trails with 10km or 5km options. Finishers get a medal and a pint, with live jazz, food and fundraising for local charity Earthworks.