Trail Running calendar near Cotswold District 2026-2027

Windsor 50 on 18 April 2026 offers 50 km, 25 km and 10 km looped trail routes from Windsor Racecourse through Great Park, Runnymede and the Thames Path with regular rest stops, medical support and GPS tracking.

Experience the landscape of the Shropshire Hills through a series of trail runs and walks ranging from 10 km to 80 km. Enjoy local food and historical landmarks while supporting educational charity programs.

A 50K trail ultra across the Chiltern Hills from Berkhamsted Castle to Hampden Meadow via Ashridge, Ivinghoe Beacon, Coombe Hill and Whiteleaf Hill. Fully marked route with three checkpoints and a nine hour time limit.

Experience a guided 18 mile adventure across the Malvern Hills ridge and surrounding woodlands. This social group run features over 1300m of elevation and stunning panoramic views at a non competitive pace.

Experience the rugged beauty of Brecon Beacons National Park with a choice of 10, 20, or 40 mile trail races. Navigate mountain ridges and forest paths in this supported event starting from Gilestone Farm.

Experience the rolling hills and lowland heath of the South Downs National Park with five trail distances ranging from 12km to 110km. All races start and finish at a vibrant event village on the historic Cowdray Estate.

Experience an endurance event through the Black Mountains and the Blaenavon World Heritage Site. Choose between three distances and tackle historic mountain climbs and scenic canal paths starting from Abergavenny.

Test your endurance at Delapre Abbey with this Backyard Ultra format. Run 6.7 km loops every hour as a solo competitor, in a pair, or as part of a fixed eight loop challenge until only one runner remains.

Enjoy a flat riverside run along the Thames with a flexible timed format. Choose your own distance from 5km to an ultra marathon on a scenic 5.3km out and back loop.

Test your endurance at Congo Stream with a four hour multi lap challenge. Run solo or in a team through wooded trails and historic trenches on a scenic three kilometer loop with a dedicated lap for kids.

Experience a scenic 35 mile ultra marathon from Merthyr Tydfil to Barry Island. Following the National Cycle Route 8 to the coast, this four yearly event offers a unique journey through the landscapes of South Wales.

Martley Madness is a 10-mile trail and country lane race through the Worcestershire countryside. The undulating route features woodland, Rodge Hill, and part of the Worcestershire Way. All finishers get a medal and celebratory cake at the f..

Experience the scenic forest trails of Cannock Chase with a half marathon 10k or 5k race. Enjoy chip timed results and a unique themed medal while running through one of England’s most historic natural landscapes.

Experience a timed run through the Chiltern countryside and the exclusive Wormsley Estate. This event offers mixed terrain courses over multiple distances starting from Ibstone Common to support a local primary school.

Test your endurance on a flat but demanding loop along the Thames and historic canals. Choose from 100, 150, or 250 mile distances with full GPS tracking and checkpoint support.

Explore the scenic Cotswold countryside south of Bath with this supported trail event featuring four routes ranging from 12.5 to 26.5 miles for both walkers and runners.

Experience a self-navigation ultramarathon through the beautiful Mendip Hills. Choose between the 50 mile or 50 km off-road courses starting from the Mendip Activity Centre for a challenging trail running experience.

Experience the beauty of Shropshire on a 10 or 22 mile course climbing Abdon Burf and Wenlock Edge. Enjoy a well supported route with homemade cakes and refreshments starting from the historic Holdgate Church.

Run your own distance on a 7-hour timed course through Parc Taf Bargoed in South Wales. Choose from 5k to ultra on a flexible, scenic loop starting from Trelewis. Walkers and runners are welcome with staggered starts and full event support.

Follow the scenic Monmouthshire and Brecon Canal on this supported 40 mile point to point journey from Malpas to Brecon Basin. Enjoy a flat towpath route through the heart of the Welsh countryside with a 15 hour time limit.