Trail Running calendar near Cirencester 2025-2026

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 through scenic vineyard hills at Denbies Wine Estate in Dorking on 16 May 2026 on a 5.3 km undulating off road loop. Choose as many laps as you like for distances from 5 km up to ultra with flexible start times and limited places.

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.

Run the scenic loop at Hurtwood Park Polo Club in Cranleigh, Surrey with distances from 5 km to ultra on mostly flat off road trails. Multi lap format and a seven hour time limit suit all paces and every finisher gets a memento.

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.

Tackle a scenic 26.2 mile marathon across three laps of Richmond Park, with rolling hills and beautiful parkland views. Chip timing, aid stations, medical cover and a lively finish make this a rewarding London park marathon for seasoned and..

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.

Take on the Rocky at 50 Run Wales, a relaxed 7 hour time challenge at scenic Dare Valley Country Park where you pick your distance from a 3 km minimum up to 50 km. Finishers earn themed medals and enjoy tasty aid station treats.

Run 60 km along the ancient Ridgeway from Ivinghoe Beacon to near Wallingford across chalk ridgelines and rolling downs. With 1000 m ascent, a 10 hour limit and UTMB World Series status, this scenic ultramarathon tests endurance and pace.

Run through Southampton Common on 31 May 2026 amid woodland, lakes and wetlands. Choose half, 10K, 5K or junior distances and enjoy a lively event village with food, freebies and a sustainable focus.

Explore the Surrey Hills on a guided 13 mile trail run from Guildford, passing St Martha's Hill, Shere and the North Downs Way. Run as a friendly group at about 10 minutes per mile with gear trials and evening torch runs.

Tackle the Griffin Challenge, a six hour out and back run along the Griffin Trail from Braybrooke Taproom in Market Harborough. Choose your distance on a mostly flat 3.3 mile loop, then unwind with food and drinks at the Taproom.