Trail Running calendar near Cheltenham 2026-2027

We have found 434 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

Join the Dry January 10k at Willen Lake, Milton Keynes on 1 February 2026 to run 5k or 10k in person or virtually while supporting Alcohol Change UK. Enjoy a bespoke medal, charity technical t shirt and a fun lakeside route.

Sun 1 Feb 2026 in Stafford, the Cannock Chase Trig Points is a 27 km fell race that requires navigation on an unmarked route. Pre entry only, SI timing used, FRA kit required and free refreshments at the cricket club.

Join WRNL 12 in Corfe Mullen for a 60 minute street and park score orienteering event based around the Dorset Soldier pub. SI timing, free parking and pub food on site. Juniors enter free; bring high visibility clothing and a torch.

Guided 10 km trail run around the Devil's Punchbowl in Hindhead, with summer sunset runs and headtorch group night runs in darker months. Social pace, great views and the chance to try trail gear.

The Pilgrim Challenge will take place in Farnham from Saturday 7 February 2026 to Sunday 8 February 2026. You can run 66 miles.

The Westonbirt Arboretum Winter Night Race is a unique running event set in the stunning National Arboretum, featuring over 2,500 tree species. Participants can choose between 5km and 10km routes, which offer a beautiful and varied landscap..

Drama Llama Run on the Thames towpath offers timed laps on a flat 5.3 km out and back course with a seven hour limit and a flexible start window. Pick 5 km to ultra and enjoy race support, same day results and a finisher medal.

Discover The Brails on Saturday 7 February with four colour orienteering courses catering from beginners to experienced navigators across scenic estate land near Hungerford and Marlborough. Entries are online only so book early and come pre..

A short fell race from Cleeton St Mary covering 4.1 km and 229 m ascent, run on an unmarked course where map-and-compass navigation and Full Kit are required; pre-entry and on-the-day entry options are available.

Enjoy a winter run through Westonbirt Arboretum's stunning tree collections on solid underfoot trail style paths. Distances of 5 km and 10 km suit all paces. Tickets are sold out.

Explore the trails of Cannock Chase on 8 February 2026 with 20, 15, 10 and 5 mile options on an undulating, scenic course with some hills. Enjoy a bespoke medal, free photos, prizes and on site parking.

Run a scenic 10 mile loop through North Milton Keynes parklands, riverside paths and woodland, featuring the quirky Cattle Creep tunnel under the Grand Union Canal. Dog friendly and chip timed with marshals and a finish medal for all finish..

Join the Irchy Park 5k canicross at Irchester Country Park on Sunday 8 February 2026 for a fun woodland run with your dog over grass, dirt and packed tracks. Trophies, medals and dog treats await all finishers.

Muddy Woody 2026: The Wye Valley Brewery Muddy Woody returns on 8 February at a new Aconbury Court Farm course. About 6 miles of forest and single track with runnable hills, chip timing and a free bespoke Muddy T shirt for finishers. Junio..

Take on the Wiltshire 10, a scenic 10 mile road race from Melksham to historic Lacock and back, with medals for all finishers and age category prizes. Entries capped at 300, book before 1 February 2026 as no entries on race day.

Run through ancient woodlands and farmland at One in the Woods Henley, with a half marathon, 10k and a 1k Little Sprinters at Culden Faw Estate. Enjoy chip timing, a finisher medal, on course water and a lively event village.

A Shropshire fell race of about 18 km and 1300 m ascent across trail and open fell, run under FRA rules with full kit required. Entries open 4 January and close 6 February 2026.

Take in scenic reservoir trails at Carsington Water with options for a 10K or a half marathon on undulating routes that include looped and out and back sections. Enjoy a themed medal, on course support and post race goodies.

Celebrate Valentine's Day with riverside laps along the scenic Thames at Xcel SPORTS HUB. Choose 5k to ultra, run as many laps as you like within a one hour start window and 7 hour limit, and earn a bespoke finisher medal.

Run a flat, traffic free 10k on the National Cycle Network from Calne to Stanley near Chippenham, chip timed and well marshalled on an out and back multi terrain course. A 1 mile fun run for under 17s and limited entries make this a friendl..