Trail Running calendar near Naseby 2025-2026

Tackle a scenic 40 mile Ridgeway walk or run from Avebury to Streatley, crossing the rolling chalk downlands of Wiltshire, Oxfordshire and Berkshire. Limited to 250 entrants, this classic May event blends challenge with stunning countryside..

9 May 2026 in Church Stretton the Apocalypse Ultramarathon offers 10 to 50 mile options across four rugged loops totalling about 50 miles and 10,000 ft of ascent. Single HQ support and on site food keep runners moving but entries are full.

Take on The Tour of Bradwell The Other Half, a challenging fell race in the Peak District starting and finishing at Bradwell Sports Club. Expect a long high ground route with big climbs and a lively mass start atmosphere.

Run the Cressbrook Crawl in the Peak District on Sat 9 May 2026, a scenic fell race of 10.5 km with 400 m climb around Cressbrook. Pre entry only via Fabian 4 from The Cressbrook Club, open to runners aged 16 and over.

Run beside the Thames at Runnymede for the Magna Carta Summer with 10 km, half and full marathon options that pass historic riverside landmarks. All finishers receive a bespoke Magna Carta medal.

Join the 30th Halstead & Essex Marathon on scenic low traffic roads through rolling hills, woods and farmland. Limited to 500 runners, this club organised race offers a classic country marathon and a prize for course records.

Shires and Spires is a circular run based in Naseby with distances from 10K to ultra, mixing country trails and roads. Routes change direction each year and have GPS tracking, voice navigation, aid stations and a medal for all finishers.

Run the Zig Zag Marathon or Half Marathon on 10 May 2026 from Suffolk Running Centre in Bury St Edmunds along scenic, mildly undulating roads. Limited to 300 runners, with aid stations, a seven hour cut off and memorable finisher medals.

Run the 13 mile Greenway Challenge in Letchworth Garden City on 10 May 2026, a self guided loop from Standalone Farm along the scenic Garden City Greenway. Receive maps and GPX, enjoy cake and a wooden finisher medal while supporting GRIT c..

Challenge yourself at the Chilterns 30, a 30 km trail across scenic Chiltern Hills with rolling woodland trails, ridgelines and village paths. Guided groups, well stocked checkpoints and a finisher medal with a Trees not Tees certificate ma..

Join Black to the Trails at Dunstable Downs and Whipsnade for a welcoming day of trail running with 1K, 5K, 10K and Scotch Bonnet 10K options. Celebrate diversity with music, food, family fun and finishers medals on scenic chalk downland.

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.

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.

Take on the classic Shining Tor fell race in the Peak District on 13 May 2026, a scenic 9.4 km challenge with 311 m of climb. Expect rough trails, great views and a friendly fell running atmosphere for adults of all abilities.

Join the Dinton 5km and 10km Summer Series at scenic Dinton Pastures for four monthly, flat off road laps from May to August. Family friendly with a 2 km kids race, medals, water and post race treats including an ice cream van.

Join the Hayfield May Queen fell race on Fri 15 May 2026 for a lively village run as part of the May Queen celebrations and the 3 Days in May series. Entry is on the day, with all proceeds supporting the May Queen charities.

Trent Valley Ultra 50k on 16 May 2026 starts and finishes at Milestone Brewery in Cromwell, sending runners through scenic Nottinghamshire villages. Finishers get tap room access, food, entertainment and a commemorative pint glass.

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..

Run the Merrell Cannock Chase Challenge on 16 May 2026 at Tackeroo Campsite, Rugeley, with 10 km, half marathon and full marathon trail options. Tackle undulating off road singletrack, enjoy camping and event village perks and grab one of o..

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.