Trail Running calendar near Cheltenham 2026-2027

We have found 517 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

A classic fell race near Machen featuring a 7km course with 365m of ascent. Entry is on the day only for runners over 18. The route demands proper footwear and may require mandatory weather gear.

September 2026

Experience a scenic run along the River Thames starting from the iconic Temple Island Meadows. Choose from a half marathon, 10k, or junior race featuring undulating trails and professional chip timing.

Experience a 30 mile ultra marathon along the scenic ridge tops of the Rhymney Valley Ridgeway Walk in South East Wales with no time limits and full course support.

Test your endurance at a looped off road running event featuring 6, 12, and 24 hour challenges. Enjoy a community atmosphere with on site camping and options for solo runners or relay teams on a flat farm based course.

Experience trail running through the Shropshire Hills and The Long Mynd with a choice of 10k, half marathon, or marathon distances starting from the scenic Carding Mill Valley.

Enjoy a scenic trail run through the Staffordshire countryside starting and finishing at a canal side pub. This charity event features a 10k route followed by evening food and music.

Experience a unique run through the National Arboretum on solid forest paths. With distances from 1 mile to a half marathon, this event offers a scenic and flat course for runners of all ages.

Enjoy a flat and fast riverside run along the Thames in Walton on Thames. This social event offers marathon and half marathon distances on a scenic towpath with chip timing and finisher medals for all participants.

A long-distance walking and running event crossing Wales over a 45 mile linear route to be completed within 18 hours, presented as a weekend package with accommodation, coach transport, refreshment stops and route maps.

Experience a flat multi terrain course along the banks of the River Wye. This festival of running offers chip timed 10k and 5k races plus a family fun run and Canicross options for everyone to enjoy.

Join the Carnival Chase on 6 Sep in Warminster Town Park for 10K, 3K and a 1.2K family, wheelchair and buggy fun run. Enjoy a scenic country lane course by the boating lake, medals for all and a lively event village.

Take on the Stretton Skyline, a scenic yet demanding 30.5 km fell race around Church Stretton with 1357 m of climb and panoramic Shropshire Hills views. Pre entry only, finishers enjoy a tasty goody bag.

A timed, lap-based Friday run along the Thames with flexible rock up and run starts; the £10 affiliated entry is donated to Rays of Sunshine and participants receive a double-sided charity medal.

Run as far as you like at Alice in Runderland, a timed multi lap event at Parc Taf Bargoed with flexible start times and on course support. Choose from one lap up to marathon and earn a bespoke finisher medal.

Explore the scenic Shropshire Hills with 12, 18, or 26 mile routes starting from Wistanstow. This historical challenge walk offers full support and a hot meal at the finish for both walkers and runners.

Experience the scenic beauty of Surrey at The Farnham Pilgrim Marathon. This event features a 26.2 mile route starting from The Sands Recreation Ground and offers participants spectacular views throughout the course.

Experience a scenic trail run through the beautiful Hertfordshire countryside starting in the village of Sandridge. This event features a 10k route near the historic city of St Albans with a finish at the local primary school.

Experience a traffic free trail run through the historic Holdenby House estate with distances ranging from 10km to 50km. Enjoy rolling Northamptonshire views and woodland paths on this private country estate.

Join an annual fun run at Barton Abbey in Oxfordshire featuring 10k and 5k courses on undulating on and off road terrain. Enjoy a family friendly event with a flexible fun run to support the Steeple Barton Church.

The Bradenham Blast is a scenic 10km trail race through the Chilterns. The hilly course features beech woodlands and a final 3km downhill stretch. It offers finisher medals, photography, and prizes for top runners and teams.