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 Starburster at sunset in Hurn Forest from St Leonards cricket club, with 5 and 10 mile options that glow under twilight. Bring a head or chest torch and trail shoes are recommended, and 20% of fees support Forestry England.

February 2026

Event overview DirtRun Dudmaston 10k takes place on 1 February 2026 at Comer Woods, part of Dudmaston Estate. The event uses an off-road route around tracks and trails in Comer Woods and covers 10 km. All finishers receive a medal and finis..

A challenging 14.5 mile fell race across the Charnwood Hills with 515 m of climb, rough underfoot and trails through Bradgate and Beacon Hill country parks. Pre entry only, teams welcome and volunteers earn a guaranteed 2027 entry.

Join a guided 10km trail run around the Devil's Punchbowl in Hindhead, enjoying rolling hills and a scenic pause with great views. This friendly group paced run is led by an experienced guide and runs at sunset or by headtorch in winter.

Run the Pilgrim Challenge along the North Downs Way from Farnham to Canterbury, passing historic countryside and charming villages. Choose 33 miles in one day or 66 miles over two days with overnight support, checkpoints and full event serv..

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..

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.

Take on scenic, undulating trails through Cannock Chase Forest with options from 5 Mile to 20 Mile to suit every trail runner. Enjoy a welcoming race day vibe, bespoke medals and free photos for finishers.

Enjoy a scenic 10 mile route through parkland, riverside paths and woods in North Milton Keynes, including the quirky Cattle Creep tunnel. Canicross friendly, one lap with on the day race pack pickup and finish line goodies.

Take on a 5k canicross at Irchester Country Park, winding through woodland trails with expert guidance on hand. Finishers get medals, trophies and dog treats in a friendly, supportive atmosphere.

Take on the Muddy Woody, a runnable 6 miles of forestry and single track with steep climbs and fast descents at a new Aconbury Court Farm venue on 8 February 2026. Expect chip timing, a bespoke Muddy T shirt and hot drinks after the race.

Take on the Wiltshire 10, a scenic 10 mile road race from Melksham through historic Lacock and back on 8 February 2026. With only 300 places, medals for all and prizes in age categories, it is perfect for fast times or a winter tune up.

Tackle scenic bridleways and ancient woodland trails at The One in the Woods, Henley, with a half marathon, 10k and family Little Sprinters 1k. Enjoy a lively event village and a finisher medal to celebrate your run.

XTERRA Matterley brings off road duathlons and scenic trail runs to Matterley Basin, Hampshire on Feb 14 and 15 2026. Routes from 7K to a 21K half plus duathlon options, with a kids bike run for family fun.

Run around scenic Carsington Water with a choice of half marathon or 10K along undulating reservoir trails. Kilometre markers, a themed medal and post race goodies await at this friendly RunThrough event.

Explore the Severn banks on the Winter Railway Ultra, a scenic multi distance trail along a disused railway through Ironbridge to Bridgnorth. Choose from 9 to 37 miles and soak up industrial heritage on this unique February run.

Join the Magna Carta Winter run on 21 February 2026 from Wraysbury Skiff & Punting Club, Egham, with 10K, half marathon and marathon options along scenic River Thames out and back routes. Well marked course, GPX files and a finisher medal.

Run Bath's Two Tunnels, passing through Devonshire and Combe Down tunnels, with distances from 500 m up to 50 km plus relays. Support Sustrans and enjoy unique underground scenery and a lively festival atmosphere.

Ironwood Challenge is a scenic six mile trail through ancient woodland and hilly fields above Long Ashton, with mixed terrain and famously muddy sections. Chip timed, the race offers post run cake and supports Wellspring Counselling.

Take on a scenic off road 9.5 km two lap course around Kinver Edge and the famous Rock Houses in Stourbridge. Open to runners 14 and over, the event promises finish goodies, a medal and prizes for top male and female finishers.