Trail Running calendar near Cheltenham 2026-2027

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.

Experience the beauty of the Cotswold Hills starting from the historic Sudeley Castle. Choose from five trail distances ranging from a 7 km short course to a 51 km ultra marathon through picturesque English countryside.

A timed lapped event at Mowsbury Park on 16 May 2026 offering distances from 5 km to ultra with a seven hour time limit, flexible start window and both medal and no medal entry options; places capped at 75.

Experience an obstacle course race through historic site landmarks and riverside trails in Henley on Thames. Choose from distances ranging from 5km to 21km or bring the whole family for the dedicated kids event.

A community running event in the parish of Deddington offering 5k, 10k and 20k routes on Sunday 17 May 2026. The event is open to all and supports local organisations including the Deddington Primary School PTA, Deddington PFSU and Deddingt..

This 10K trail race starts and finishes on Cocklemoor in Langport, taking runners across mixed terrain paths through the Somerset Levels and countryside. It follows UK Athletics rules and is open to participants aged 17 and over.

The Ridge Off Roader is a trail run through the scenic Chiltern Hills. It offers a half marathon and a 10k route, plus a fun 1k for kids. All proceeds support the local school.

Experience a beautiful 10km off-road trail run through the Wiltshire countryside and Barbury Castle. Enjoy a marshalled route along the Ridgeway followed by a BBQ and drinks to support the local Air Ambulance.

The Batch Bash is a short, sharp fell race in Shropshire featuring a 4.8 km course with 305m of climb. It takes place on an evening in May. Entries are available in advance or on the day.

Experience a trail running event through the picturesque Surrey countryside with distances of 20 km, 41 km, and 62 km. Enjoy a fully marked course ending at a central event village in Godalming with full support.

Test your determination on a 26.2 mile trail course through historic ironworks and rugged forest paths in Bridgend. Limited to 60 participants, this event features five fuel stations and a unique medal for all finishers.

A non stop 145 mile ultramarathon from Birmingham to London along the Grand Union Canal Towpath. This iconic event features a flat route with a 45 hour cut off and is open to all runners aged 20 and over.

Experience the landscape of the Shropshire and Mid Wales border with 10 or 16 mile routes for walkers and runners. Enjoy a scenic journey through moorlands and woods finishing on the historic Offa’s Dyke National Trail.

Enjoy a lively 6.5 km hill run on Mynydd Myfyr near Oswestry with mixed terrain and 150 m of climbing, supporting Trefonen Hill Walk Weekend. Entry on the day welcome; scenic views and prizes make it a rewarding spring challenge.

Experience an ultra flat and fast trail run along Taunton's beautiful waterways. Participate in the 10k or half marathon distances and enjoy a scenic riverside course with medals for all finishers.

Run a flexible distance along Winchester's scenic Itchen Way. Choose your laps from 2.62 miles up to an ultra within a 7-hour window, with a famous aid station and a finisher's medal for all.

A chip timed *10k* trail run on 24 May 2026 that starts and finishes at Bredon Cricket Club. The marshalled route climbs to the 299 m summit of Bredon Hill and all finishers receive a medal.

The Crocodile 8 is an 8.8-mile run on mixed terrain around Herefordshire's Tillington and Burghill. It features music on the course, steep climbs, and a lively after-event party. Entry is by advance registration only.

Experience a trail run along the River Thames starting from Marlow Rugby Club. Cross the famous Marlow Bridge and celebrate at the finish with a custom medal and a Rebellion Brewery beer or soft drink.

An off-road race in Dursley on 25 May 2026 covering about 10.31 km with 318 m of climb, visiting Cam Peak, Cam Long Down, Uley Bury and Downham Hill. Entries are limited to 120 and handled via Entry Central.