Trail Running calendar near Winchcombe 2026-2027

Shires and Spires at Naseby Village Hall on 10 May 2026 offers five circular distances from 10K to a 35 mile ultra across scenic trails and country lanes. GPS files, checkpoints and live tracking provide support for casual runners and ultra..

Take on the Greenway Challenge on 10 May 2026 in Letchworth Garden City, a scenic self guided 13 mile loop around the Garden City Greenway. Enjoy a wooden finisher medal, post run treats and help raise funds for GRIT.

Join the Dilton Dash at Dilton Marsh for a scenic multi terrain 10K, 3K and half kilometre fun run, with medals for all finishers and prizes for top runners. Friendly small field event with refreshments and water stations.

Run the Chilterns 30, a scenic 30 km trail around Tring with rolling hills and about 500 m of ascent through woods and ridgelines. Limited to 50 places, the well supported event includes guides, checkpoints and a finisher medal.

Tackle the scenic 10 km Scorpion Run at Symonds Yat Rock in the Forest of Dean with winding trails and a final climb to the finish. Enjoy undulating gravel tracks, riverside views and a cafe at the start and finish for post run treats.

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.

Enjoy a scenic one lap 10k through bluebell woods, undulating hills and open common in Surrey at Hampton Estate and Puttenham Common. Chip timed with bespoke 2026 medals, a friendly finish village and superb views.

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.

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.

Run 50 miles along the scenic North Downs Way from Farnham to Knockholt Pound, with rolling climbs and mostly trail underfoot. This classic ultra offers six aid stations and a tough but rewarding test for experienced runners.

Take on the OTT Trail Marathon or 10 mile race through the Brecon Beacons on 16 May 2026, featuring climbs over Pen Y Fan and sweeping reservoir views. A rugged looped trail challenge with scenic rewards and event buffs and coasters for fin..

True Grit Trail Marathon is a rugged 26.2 mile trail through quarry, hills and forestry including the Hill of Doom and Mount Mayhem. Limited to 50 runners, the marked course has feed stations and a finisher medal for a gritty challenge.

Take on the Compton Downland Challenge on 16 May 2026, choosing the marathon or a scenic 16 mile route across the Berkshire Downs and Ridgeway. Expect rolling trails, countryside views, on course aid and a hand thrown mug at the finish.

Run the undulating off road trails of Cannock Chase AONB at the Merrell Cannock Chase Challenge on 16 May 2026. Choose 10K, half, full or a pairs relay on a spectator friendly figure of eight course with water stations and camping.

Enjoy scenic running around Ironbridge Gorge from The Unicorn Inn, with 8, 16 or 26.2 mile options passing Ironbridge, Jackfield and the Silkin Way. The path based course has some climbs, clear markings and pub refreshments at the finish.

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..

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 from Tudor Sudeley Castle through the rolling Cotswold Hills on scenic trails and historic paths. Distances from 7 km to 50k welcome all abilities and the event is dog friendly.

Tackle a scenic 26.2 mile loop from Alstonefield through the White Peak with limestone dales and steep climbs. This friendly community event welcomes walkers and runners and raises funds for local causes, with homemade food at the finish.

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.