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.

Martley Madness is a 10-mile trail and country lane race through the Worcestershire countryside. The undulating route features woodland, Rodge Hill, and part of the Worcestershire Way. All finishers get a medal and celebratory cake at the f..

Experience the scenic forest trails of Cannock Chase with a half marathon 10k or 5k race. Enjoy chip timed results and a unique themed medal while running through one of England’s most historic natural landscapes.

Experience a timed run through the Chiltern countryside and the exclusive Wormsley Estate. This event offers mixed terrain courses over multiple distances starting from Ibstone Common to support a local primary school.

Test your endurance on a flat but demanding loop along the Thames and historic canals. Choose from 100, 150, or 250 mile distances with full GPS tracking and checkpoint support.

A countryside walking and running event around Bath on 25 April 2026 with four distances from 12.5 to 26.5 miles, public footpaths and checkpoints offering food and drinks.

Experience a self-navigation ultramarathon through the beautiful Mendip Hills. Choose between the 50 mile or 50 km off-road courses starting from the Mendip Activity Centre for a challenging trail running experience.

UTMB Index

Experience the beauty of Shropshire on a 10 or 22 mile course climbing Abdon Burf and Wenlock Edge. Enjoy a well supported route with homemade cakes and refreshments starting from the historic Holdgate Church.

Run your own distance on a 7-hour timed course through Parc Taf Bargoed in South Wales. Choose from 5k to ultra on a flexible, scenic loop starting from Trelewis. Walkers and runners are welcome with staggered starts and full event support.

Follow the scenic Monmouthshire and Brecon Canal on this supported 40 mile point to point journey from Malpas to Brecon Basin. Enjoy a flat towpath route through the heart of the Welsh countryside with a 15 hour time limit.

Experience a unique 5k obstacle course in St Albans featuring large scale inflatable hurdles. This event offers a bouncy and active day out in Hertfordshire for participants of various interests.

Run your own marathon on The Itchen Way in Winchester. This flexible 7-hour event lets you decide your distance on the day, from a short lap to an ultra, with medals for all finishers. Start any time before 1 PM and enjoy a stocked aid stat..

Experience a scenic 13 mile offroad race across the ridge of the Malvern Hills. This hilly trail event features a friendly atmosphere with no cut off times and well stocked aid stations for all runners.

UTMB Index

Experience a diverse range of multi terrain races including a full marathon half marathon and 10K. This festival offers distances for all levels plus dog friendly runs and a vibrant colour fun run.

A blindfolded navigation challenge near Winchester where participants are dropped at unknown locations and must find their own way back on foot. Options cover six, ten or fifteen mile drops and devices are surrendered at registration.

Complete a 41.4 mile circular route around Coventry through the scenic Warwickshire countryside. This annual event welcomes solo runners, walkers, and relay teams for an off road challenge with full checkpoint support.

Run a scenic out and back marathon or half marathon along a historic former railway line in the Derbyshire countryside with a traffic free trail.

Test your endurance at Eastnor Castle with solo or relay backyard challenges on a mud free four mile loop. Enjoy a scenic parkland course with on site camping and refreshment stations in the heart of Herefordshire.

Enjoy a flexible 7 hour time challenge at Dare Valley Country Park with distances ranging from 3km to ultra marathon. Run or walk through scenic countryside on well maintained paths and celebrate with a themed medal and ice cream.

Run for a cause through the forest trails of Alice Holt Forest. This charity event supports bowel cancer research with distances from a Junior Run to a Half Marathon. Participants receive a bespoke medal and enjoy a supportive, community at..

Join NOT the London Marathon Run 2026 on Sunday 26 April in Walton on Thames for a flat, certified lap course along the riverside towpath. Choose marathon, half or a 7 hour timed challenge, enjoy flexible starts and a commemorative medal.