Trail Running calendar near Chepstow 2025-2026

Run Exmoor's rugged coast and moorland at Maverick Exmoor X Trail in Lynton on 2 May 2026. Choose from five routes from 5 km to 56 km, enjoy fully marked, timed trails, a finishers medal and stunning Valley of Rocks views.

Discover the Cotswolds with Tempo Trail Races on 3 May 2026, offering scenic trail distances from 10K up to a new 50K and a 100 km ultra. Choose your challenge and soak up friendly club vibes and beautiful countryside.

Join the Rapid Relays at Culden Faw Estate for solo or team relays, 5K and 10K sunrise runs, plus downhill time trial challenges. Chip timed with live splits, scenic woodland trails and free parking make it perfect for teams and supporters.

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 around the Itchen, St Catherine's Hill and the South Downs, offering 14 mile to 50K distances. Timed chip results, fully marked course and a bespoke medal or choose a tree planting instead.

Run through the rolling trails of Harewood Forest in the Muddy Runners spring trail race near Andover. Choose a 5k or 10k for a scenic, undulating course and mark 4 May 2026 in your calendar.

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..

Run scenic off road trails through Collingbourne woods at the Collingbourne Races, with half marathon and 10 km options. Chip timed event with medals and prizes for a memorable trail day.

Explore the scenic Sid Valley Ring on a challenging coastal and woodland course offering 22 km and 13.5 km routes with big climbs, muddy trails and stunning views. Fully marked with aid stations and a solid oak coaster for finishers.

Experience a scenic 50 mile point to point ultra from Taunton to Minehead, starting on flat canal towpaths then rolling coastal trails past marshes, beaches and woodland. Enjoy aid stations, a medal and stunning Westcountry views.

Tackle a rugged 50 miles ultra across West Somerset coast, moorland and woodland with dramatic climbs and the tiny Culbone church. Six aid stations, GPX route and medical cover support a 16 hour cutoff for experienced runners.

The Westcountry Ultra 100 Miler on 9 to 10 May 2026 takes runners along scenic canal, river and coastal trails in Somerset on a challenging 100 mile route with about 9,500 ft of climbing. With a 32 hour cut off, cupless aid and pacers allow..

Experience rugged Exmoor trails from Martinhoe with 10K, half, marathon and ultra routes across moorland, cliffs, woods and river crossings. Fully marked course, timing and finishers medal make it a scenic challenge for all abilities.

Discover Goring Gap Trails near Reading in early May 2026, offering scenic trail challenges from a 6 mile walk with a river boat crossing to 52K and 50 mile ultras. Multi day camping adds a relaxed festival vibe for runners and walkers alik..

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.