Trail Running calendar near Winterbourne Monkton 2025-2026

Join the Westcountry Ultra Hilly 50, a scenic yet testing 50 mile trail ultramarathon near Minehead on 9 May 2026. Coastal views, woodland and moorland, six aid stations and a finisher medal make this a memorable challenge.

Take on the Westcountry Ultra 100 mile point to point across Somerset coastline and countryside, with coastal paths, limestone cliffs and a dark skies reserve. With a 32 hour cut off and 13 aid stations, this scenic but demanding ultramarat..

The Goring Gap Trails event, held in Mapledurham near Reading, offers a variety of running and walking challenges, including a 50-mile ultra, a 52K ultra, and a half marathon, alongside walking options of half marathon, full marathon, and a..

Epona 100 is a bold 100 mile trail race from Abergavenny that links Offa's Dyke, the Cambrian Way and the Beacons Way across roughly 17,000 ft of ascent. Expect rugged trails, aid station support and a generous 50 hour time limit.

Join the Ridgeway 40 on May 9 2026 for a scenic 40 mile walk along the Ridgeway across chalk downland. Limited entries and checkpoint support make this a rewarding challenge for prepared walkers.

Explore Northamptonshire on the Shires and Spires Anti Clockwise Edition, offering 10K up to a 35 mile ultra across scenic roads and trails. Waymarked routes, checkpoints and GPS support make this a great test of stamina and navigation.

Take on the Greenway Challenge in Letchworth Garden City: a self guided 13 mile clockwise run starting and finishing at Standalone Farm. Enjoy marshalled crossings, a wooden medal, and cake at the finish while supporting Headway Herts.

Take on the Midhurst Milers Cocking 10k, a hilly, scenic trail across the South Downs featuring steady climbs and a fast downhill finish. Limited online entries make this a must book for trail lovers chasing views and a rewarding run.

Join the Hardy Half in Dorchester for scenic trail running with a 5 mile option or a challenging half marathon with about 1400 ft of climbing. Finish at Dorchester club where an event village, entertainment and local fundraising await.

Tackle the scenic and challenging North Downs Way 50, a 50 mile trail run from Farnham to Knockholt Pound on 16 May 2026. Expect rolling hills, great trail views, well stocked aid stations and a friendly Centurion Running race atmosphere.

Run or walk the stunning Jurassic Coast from Corfe Castle to Bridport, passing Durdle Door, Lulworth Cove and Chesil Beach. Distances from 10 km to 100 km with full support, camping options and a finisher medal.

On 16 May 2026 choose the OTT Trail Marathon or 10 Mile in the Brecon Beacons, tackling Pen Y Fan and rugged upland trails. Expect epic views, testing climbs and a friendly finishers vibe with a coaster and buff for everyone.

Take on the True Grit Trail Half Marathon on 16 May 2026 for a gritty 13.1 mile test across quarry sections, forestry trails and the scenic Bedford Park. With 50 places available this muddy, wild route rewards finishers with a bespoke medal..

Run the scenic Berkshire Downs at the Compton Downland Challenge on 16 May 2026, with 26.8 mile or 16 mile trail options along the ancient Ridgeway. Expect climbs, muddy paths, aid stations, chip timing and a hearty post race BBQ.

Join the Semington Slog on 16 May 2026 at St Georges School for 10k and 2k routes through the village and along the Kennet and Avon Canal towpath. Family friendly fun with marshalls, refreshments and a Slog Dog for every finisher.

The Reigate Priory Park 10K is a scenic charity fun run held in Priory Park, Reigate, Surrey. The course features a 250-meter start plus four laps on an accurately measured, gently undulating cross-country terrain surrounded by lush greener..

Take on the London to Brighton Ultra on 23 and 24 May 2026, a scenic 100 km trail from Richmond to Brighton with about 1500 m of climb across the North and South Downs. Shorter distances, one and two day formats and camping are available.

Explore the Surrey countryside at The Fox, a trail running festival offering distances from 20K to 62K that all finish in Godalming. Enjoy scenic singletrack, regular aid stations and a friendly atmosphere on Saturday 23 May 2026.

Take on the Grand Union Canal Race, a nonstop 145 mile ultra from Birmingham to Little Venice along scenic towpaths. Limited to 100 starters with a 45 hour limit, it welcomes supported and unsupported runners for a true canal challenge.

Join a scenic 26.2 mile marathon in Richmond Park over three laps of the Tamsin Trail and park perimeter. A 3 mile kids challenge follows, with on course drink stations and medical support for a safe, memorable morning.