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.
We have found 387 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.
The CODopoly Triple is a friendly multi day running event in Shropshire where you can run one, two or all three days. Choose 8 mile, half marathon or marathon courses and soak up Ironbridge and south Telford views at The Unicorn Inn.
Run the scenic Hundred Hills 50km at Stonor Park, a tough two loop trail race with about 1200 m of climb. Centurion Running provides aid stations and medical cover, medals and prizes, and a 9 hour finish cut off.
Run through pastoral trails at Hyde Hall Farm for the Moo Marathon experience with distances from 10k to ultra to suit every runner. Expect lap based routes, a bespoke finish medal and cupless aid stations.
Tackle Winter's End on the South Downs Way with a scenic 50 mile ultra or marathon route between Arundel and Winchester or QECP. Expect chalk ridge trails, ancient woodlands and supportive aid stations along the way.
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.
Challenging 11K road and trail race around Bratton, Wiltshire with rewarding hill climbs and panoramic views. Limited to 200 runners, this community fundraiser at Bratton Jubilee Hall offers medals, prizes and a friendly race day atmosphere..
Run the Forest of Dean Spring Half Marathon on Sunday 22 March 2026, a scenic half marathon starting and finishing at the Speech House Hotel along waymarked forest trails with gentle climbs. Organised for charity and supported by the Forest..
Explore flat, well kept trails around Windsor Castle with 10K and half marathon options plus a RunThrough Foundation place. Chip timed racing, free photos and post race food and an event village make it a great day out.
Hardwick X Stream is a gritty off road 6 mile cross country at Manor House Farm with streams, fields and plenty of mud. Limited to 300 runners, this spike friendly race gives a memento to every finisher and offers post race refreshments.
Experience the Petzl Night Trails 10K at Salcey Forest under torchlight, with Petzl demo head torches on site. Enjoy a flat two lap trail, a canicross option and post race hot drinks plus a medal or tree planting token.
Test your endurance at the Elephant Challenge in Salcey Forest, a six hour timed event where you rack up as many 3.5 mile off road loops as you can. Friendly to canicross and rucking, this scenic trail run suits all paces.
Run a guided trail half marathon across the rolling chalk hills and woods of the Chilterns with English Athletics qualified run leaders offering pacing and technique tips. Midrace refreshment, free parking and a finishers medal await.