Trail Running calendar near Monmouth 2025-2026

Tackle the Epona 100, a 100 mile ultra with 17,000 ft of climbing across Offa’s Dyke and the Beacons Way. Starting and finishing in Abergavenny, the mostly trail route offers eight aid stations and a 50 hour cutoff.

Tackle a scenic 40 mile Ridgeway walk or run from Avebury to Streatley, crossing the rolling chalk downlands of Wiltshire, Oxfordshire and Berkshire. Limited to 250 entrants, this classic May event blends challenge with stunning countryside..

9 May 2026 in Church Stretton the Apocalypse Ultramarathon offers 10 to 50 mile options across four rugged loops totalling about 50 miles and 10,000 ft of ascent. Single HQ support and on site food keep runners moving but entries are full.

Challenge the Welsh Three Peaks: Snowdon, Cadair Idris and Pen y Fan across about 17 miles of rugged mountain scenery. Join guided events with transport and support or attempt a self organised challenge on public dates in 2026 and 2027.

Run through the Dorset landscape that inspired Thomas Hardy with a challenging trail half marathon or a 5 mile option. Start and finish at Dorchester Rugby Club with on route entertainment and an event village raising funds for local causes..

Join the Dilton Dash on 10 May 2026 at Dilton Marsh for scenic multi terrain 10K, 3K and 1/2K fun runs supporting village causes. Expect stiles and gates, medals for all finishers and prizes for winners.

Join the Scorpion Run on 10 May 2026 at Symonds Yat Rock for a scenic 10k trail through the Forest of Dean and Wye Valley with riverside views. Expect gravel tracks and a tough final 1 km climb to the cafe finish with coffee and hot food.

Join Hairy Legs on 10 May for a rugged cross country across two undulating woodland laps with a few final field challenges. Every entrant gets a t shirt, a free beer or soft drink, a post race BBQ and a prize for best dressed.

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.

Run the OTT Marathon or 10 Mile through the Brecon Beacons from Parkwood Dolygaer on 16 May 2026. Tackle Pen Y Fan and Talybont Reservoir on a looped course with aid stations and finisher goodies including a coaster and buff.

Face the True Grit Trail Marathon on 16 May 2026 in Bridgend, a 26.2 mile adventure across mixed terrain, quarries and the notorious Mount Mayhem. Limited to 50 places, with a marked route, five aid stations and a bespoke finisher medal.

Take on the Compton Downland Challenge on 16 May 2026, choosing a scenic 26.8 mile marathon or a 16 mile route around the Berkshire Downs and ancient Ridgeway. Expect varied, sometimes muddy trails, great aid stations and a hand thrown mug..

Run the Merrell Cannock Chase Challenge on 16 May 2026 at Tackeroo Campsite, Rugeley, with 10 km, half marathon and full marathon trail options. Tackle undulating off road singletrack, enjoy camping and event village perks and grab one of o..

Enjoy scenic trails around Ironbridge Gorge at The Shindig in the Shire, with challenging climbs and great views through Ironbridge and Jackfield. Choose 8, 16 or marathon distances then celebrate with pub food and finisher bling.

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.

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.

Take on the Beer Blazer on 17 May 2026, a multi terrain run along the Jurassic Coast with cliff top views and pebble beach sections. Enjoy race day refreshments and a BBQ while supporting Beer Primary School.

Run 145 miles non stop along the Grand Union Canal from Birmingham to Little Venice on a fully waymarked towpath. Limited to 100 starters with supported or unsupported entries and a 45 hour cutoff, it is a classic long distance challenge.