Trail Running calendar near Stroud 2025-2026

Join Hairy Legs on 10 May for a rugged cross country across two undulating woodland laps with a few final field challenges. Every entrant gets a t shirt, a free beer or soft drink, a post race BBQ and a prize for best dressed.

The Woodland Woggle 10k will take place in Farnham on Sunday 10 May 2026. You can run 10 kilometers.

Take on the Caradoc Classic, a scenic 3.5 miles fell race from Church Stretton climbing about 268 m. Part of the local Summer Series, this friendly community event includes junior races and on the day entries.

The Dinton 5km & 10km Summer Series will take place in Hurst on Thursday 14 May 2026. You can run between 5 and 10 kilometers.

Run the North Downs Way 50, a 50 mile trail ultra from Farnham to Knockholt Pound. About 5,600 ft of climb, mostly trails, with aid stations and a 13 hour cutoff for experienced runners seeking a scenic, demanding challenge.

Run or walk the iconic Jurassic Coast in Dorset on 16 and 17 May 2026, from Corfe Castle to Bridport via Lulworth Cove, Durdle Door and Chesil Beach. Distances from 10 km to 100 km, with single day or two day options and Weymouth camping.

Challenge yourself on the OTT Marathon and 10 Mile Race through the stunning Brecon Beacons on 16 May 2026. Both start and finish at Parkwood Dolygaer on scenic but testing looped routes with mountain climbs and great views.

Take on the True Grit Trail Marathon, a 26.2 mile mixed terrain challenge through Bedford Park and the Celtic Trail near Bridgend on 16 May 2026. Expect steep climbs, technical underfoot sections, five feed points, a finisher medal and just..

Take on the Compton Downland Challenge on 16 May 2026, choosing a scenic 26.8 mile marathon or a 16 mile route around the Berkshire Downs and ancient Ridgeway. Expect varied, sometimes muddy trails, great aid stations and a hand thrown mug..

Tackle scenic rolling trails on Cannock Chase at the Merrell Cannock Chase Challenge, with 10 km, half marathon, marathon and a two person relay. Limited to 500 runners, the course rewards singletrack, ridge views and muddy fun.

Enjoy scenic trails around Ironbridge Gorge at The Shindig in the Shire, with challenging climbs and great views through Ironbridge and Jackfield. Choose 8, 16 or marathon distances then celebrate with pub food and finisher bling.

Join the Semington Slog on 16 May 2026 for a scenic 10K or family 2K around the village, canal towpath and leafy lanes. A friendly community fundraiser at St Georges School with marshalled routes, children’s activities and tasty food, plus..

Take on the Maverick Cotswolds Trail at Sudeley Castle and enjoy rolling trails, charming villages and historic views. Routes from 7 km to 50k, fully marked and timed with outposts and a finisher medal to celebrate your run.

Run the Shropshire Historic 50K from Telford Town Park to The Quarry Park in Shrewsbury on 16 May 2026, via Ironbridge, Buildwas Abbey and Wroxeter Roman City. Officially measured with chip timing, nutrition stations and free photos.

Join the Deddington Four Farms Challenge on Sunday 17 May 2026 for 5k and 10k routes around the picturesque parish of Deddington. Open to experienced runners, fun runners and families, it is a friendly event supporting local charities.

The Fox invites trail runners to Surrey on 23 May 2026 with 20K, 41K and 62K routes starting from local villages. Courses are well marked with regular aid stations and a shared finish in Godalming.

Run 145 miles non stop along the Grand Union Canal from Birmingham to Little Venice on a fully waymarked towpath. Limited to 100 starters with supported or unsupported entries and a 45 hour cutoff, it is a classic long distance challenge.

Join the Rebellion 10km on Monday 25 May at Riverwoods, Marlow, for a scenic trail along the Thames including a crossing of Marlow Bridge. Finishers receive a medal, a Rebellion beer or non alcoholic alternative and a branded pint cup.

Run the Beat the Sunset 50 km ultra in Maidenhead, a scenic single lap mostly off road along the Thames Path and Jubilee River. Expect checkpoints, live timing and a finisher medal as you chase the sunset.

Run the full 86 mile Ridgeway from Ivinghoe Beacon to Avebury Stones across sweeping chalk downland with a 28 hour time limit. Aid stations and navigation support make this a classic long distance trail challenge.