Trail Running calendar near Chepstow 2025-2026

The Portland Pig Backyard Ultra is an ultramarathon event held at Grove Farm Estate, Portland, Dorset. In this unique race format, participants run a 4.167-mile (6,706 meters) loop every hour, starting on the hour, continuing until only one..

Join the East Devon Round, a friendly trail running festival over the first May bank holiday at Offwell. Choose from challenging ultra routes or shorter trail runs, enjoy camping, communal meals, live tracking and a relaxed mini event for a..

Tackle stunning Shropshire hills in the May the Fourth be with you race, choosing half or full marathon over 13.1 mile laps. Entries capped at 200 with a virtual option during May 4 week. Aid stations and finisher medals provided.

Join Run Silchester on 2 May 2026 for 2.5, 5 and 7 mile trail runs around the Roman wall, ancient woodland and a 12th century church. Family friendly festival atmosphere with stalls, music and proceeds supporting local community causes.

Experience a 30 mile ultra across wild central Wales, starting and finishing in Llanidloes and taking in Clywedog Reservoir and the source of the River Severn. Staffed checkpoints and no overall time limit make it a welcoming adventure.

Explore the Malvern Hills Ultra from Abberley Village Hall with multiple distance options along the scenic Worcestershire Way. Enjoy sweeping views, timed support from 'Time Lords', and a bespoke finisher medal and tech shirt.

Rasus y Bannau is a tough trail in the Brecon Beacons with marathon and ultra options up to 100K across scenic ridges. Expect marked routes, checkpoints and mountain safety on May 2 and 3 2026.

Run a scenic woodland course at Culden Faw Estate on 3 May 2026 with solo, pair and team relays plus timed 5K, 10K and the Henley Downhill Time Trial. Expect gentle undulations, a climb before 3 km and a long downhill finish with chip timin..

Hit the Cotswolds trails with Tempo Trail Races on Sunday 3 May 2026, featuring distances from 10K up to a 100K ultra. Pick your challenge or try the new 50K option for a weekend of scenic, adventurous running.

The Bluebell Bash is a trail running event in Manswood, Wimborne, UK, organized by Tri-Counties Trail Running. It offers three distances—half marathon (13.1 miles), 10K, and 5K—with full accessibility for canicross. Runners traverse scenic..

BigWayRound Winchester is a scenic trail run from 14 miles to a 50K ultramarathon across the South Downs and along the River Itchen, with chip timing and self seeded waves. Choose a finisher medal or plant a tree to celebrate your finish.

Enjoy spring trails at Harewood Forest in Hampshire with Muddy Runners, choosing from 5 km or 10 km routes across undulating woodland tracks. A friendly, scenic race perfect for trail newcomers and regulars alike.

The Sheinton Steeplchase is a 5.3 km cross-country race held near Sheinton Church by Cressage in the West Midlands. Featuring a total ascent of 100 meters, it offers a challenging yet accessible course that is not a traditional fell race bu..

The Collingbourne Races, held at Crawlboys Farm in Ludgershall, offer a scenic off-road running experience through the beautiful Collingbourne woods. Featuring a half marathon and a 10km race, the course includes bridle paths, woodland trac..

Take on the Westcountry Ultra Flat, a 50 mile point to point ultramarathon on 9 May 2026 from Taunton to Minehead. Enjoy a pancake flat first half followed by scenic coastal climbs, rocky beaches and unforgettable views to the finish.

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.

Take on the Tenacious Ten Hour Endurance Challenge, a timed mountain loop at Mynydd Troed in Powys with steep climbs, technical downhills and scenic trails. Solo, pair or four person teams aim to log as many laps in 10 hours.