Trail Running calendar near Chepstow 2026-2027

The Big Cheese is an off road fell race in Cheddar, Somerset, covering 15 miles across the Mendip Hills with over 2,000 ft of climb. Take on a fully marked course and enjoy a finisher's medal plus tea and cake at the end.

Tackle the Kymin Dash, a 7 mile road and trail race from Monmouth that climbs to the Round House for panoramic views before descending through fields and bluebell filled woodland. Enjoy a lively finish at Monmouth School Sports Club with Ki..

A 200 mile trail ultramarathon across South Wales, the Wild Horse South Wales 200 follows Offa’s Dyke, the Beacons Way and the Wales Coast Path, starting in Chepstow and finishing at Worm’s Head with aid stations and volunteer support along..

A 47 mile ultra from Barmouth to Llanidloes that follows National Cycle Route 8 and forms Day 3 of the six day CYMRUN series. Entrant numbers are limited and a 4 mph minimum average pace is enforced.

A single-day ultra of about 40 miles along National Cycle Route 8 from Glasbury to Merthyr Tydfil. It is Day 5 of the Mount to Coast CYMRUN, limited to 40 competitors, with mandatory kit requirements and time cut-offs based on a 4 mph minim..

A multi-distance trail festival on 18 April 2026 in the Shropshire Hills, raising funds for Grow Cook Learn. Routes range from a 10 km off road run to an 80 km event, with on-route food, safety support and trackers for longer races.

A guided 18 mile trail run across the Malvern Hills meeting at North Quarry Car Park in Great Malvern on Saturday 18 April 2026. The route visits ridge summits with over 1300 m of ascent and returns via hillside and woodland trails.

Trail running from Gilestone Farm through the Brecon Beacons with marked 10, 20 and 40 mile routes, well stocked checkpoints and mandatory kit checks; the 40 mile follows the 20 mile route in reverse.

Cymoedd Sir Fynwy is a challenging long-distance event exploring the Black Mountains and Blaenavon's World Heritage landscape. Participants can choose from 50, 30, or 20-mile routes starting in Abergavenny. It features significant climbs an..

A one day ultra from Merthyr Tydfil to Barry Island following National Cycle Route 8. The published route is 34.8 miles, it is Day 6 of the CYMRUN series, limited to 20 entries plus 20 CYMRUN competitors, with mandatory kit and GPX for entr..

A roughly 10 mile trail and country lane race in Worcestershire with chip timing, bespoke finisher medals, and midcourse water. The event is based at Sport Martley Leisure Centre with parking at The Chantry School.

Run the Thames Ring Series along scenic river and canal towpaths with three distances: TR250 full loop, TR150 and TR100 sections. Choose your challenge and enjoy riverside trails, checkpoint support and GPS tracking across this adventure.

A countryside walking and running event around Bath on 25 April 2026 with four distances from 12.5 to 26.5 miles, public footpaths and checkpoints offering food and drinks.

Two self navigation ultramarathons around the Mendip Hills on 25 April 2026, based at Mendip Activity Centre. Distances of 50 miles and 50 kilometres include aid stations, GPS tracking and prize categories.

Two scenic routes start from Holdgate Church in Shropshire, climbing to Abdon Burf and returning via the Jack Mytton Way, with the long route reaching Wenlock Edge. The Marches LDWA organises the walk and proceeds support Holdgate and Eaton..

A 40 mile point to point run along the Monmouthshire & Brecon Canal from Malpas to Brecon Basin on 25 April 2026, with three fully supported checkpoints and a 15 hour time limit for a community-led canal journey.

A multi terrain seven mile race around Kilmington with woodland, field and road sections, plus a 3 km option and a 1 km fun run for children. The event includes registration, parking, refreshments and a water station, and is held under ARC..

The Garmin UK Trail Running Festival returns to St Giles House in Dorset in 2026. It features a full spectrum of trail distances, from a marathon to junior races, supporting local community projects. The event is designed so all runners sha..

A blindfolded navigation challenge near Winchester where participants are dropped at unknown locations and must find their own way back on foot. Options cover six, ten or fifteen mile drops and devices are surrendered at registration.

A one-day circular long-distance event on 26 April 2026 around Coventry, roughly 40 miles (41.4 miles in 2026). Open to walkers, runners and relay teams of up to six, with five checkpoints and a hot meal at the finish.