Trail Running calendar near Chepstow 2025-2026
We have found 273 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
We have found 273 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
The Cider Challenge Solo is a 12-hour trail-running event held on a privately owned farm in Dorset (Myncen Farm, Minchington, Blandford Forum, DT11 8DH). Designed for solo runners, with the option to enter as part of a team, participants have 12 hours to run or walk as many laps as they can. The und..
Rabbit Run Wales is a series of stunning trail races staged on the private Merthyr Mawr Estate on the South Wales coast, inside the Merthyr Mawr Warren National Nature Reserve, a wildlife haven. The event offers a 12K route through diverse trails, with hills, valleys, a river crossing and an exhilar..
Gower Peninsula Ultra Challenge takes place on the Gower Peninsula in South Wales, Britain’s first Area of Outstanding Natural Beauty. Distances include 100km, 50km, a marathon (42km), 25km and 10km. The route is a figure‑of‑eight, with western and eastern loops that reveal the peninsula’s beaches,..
Dawn Two Dusk takes place at Bridgend Miniature Railway in Bridgend, South Wales (Fountain Road, Aberkenfig, Tondu CF32 9BZ). The event offers three 10-mile routes that participants complete as many times as possible within a 12-hour period, starting at dusk and finishing at dawn. The mixed-terrain..
The event comprises three point-to-point ultramarathon distances along the Wales Coast Path, all finishing at the Norwegian Church, Cardiff Bay. Distances offered: 100 miles from Rhossili Bay to Cardiff Bay 50 miles from Kenfig Sands to Cardiff Bay 30 miles from Dunraven Bay to Cardiff Bay Entry..
The Bell Plod is a friendly, relaxed trail run/walk organised by Running Events Devon, held at Myncen Farm in Minchington, Blandford Forum, Dorset. The one-lap course runs on a privately owned farm, by permission of the owner, weaving through fields, grass, wildflowers, crops and dusty tracks for an..
ON TOUR - The Bumble Plod is a relaxed, family-friendly trail event organized by Running Events Devon. It takes place at Myncen Farm, Minchington, Blandford Forum, Dorset. The course is a single lap through privately owned farmland, including fields, grass, wildflowers, crops, and dusty tracks, desi..
Apple Plod 10K.ish, organized by Running Events Devon, is a 10-kilometre trail race set on a privately owned farm at Myncen Farm, Minchington, Blandford Forum, Dorset. The undulating, two-lap course runs through fields, grass, wildflowers, crops and dusty tracks, offering a relaxed, fun trail atmosp..
South West Coast 50 Ultra Challenge, part of the Ultra Challenge Series, follows the South West Coast Path with the Exmoor ascent. This 50 km loop (also offered as 25 km and 10 km) starts and finishes at Dunster Basecamp, with camping options and festival-style hospitality. The route includes the Mi..
Beacons Way Ultra 100km is an endurance mountain ultramarathon across the Beacons Way in the Brecon Beacons National Park, Wales. The 100km course (62 miles) begins at Llangynidr New Village Hall and finishes at Llangadog RFC, featuring around 3178m of ascent. Runners navigate six checkpoints at Tal..
Beacons Way Ultra 100 Mile is a rugged ultra race across the Brecon Beacons National Park in Wales. Starting from Abergavenny Castle, the route follows the Beacons Way for about 100 miles with around 6,143 metres of ascent and 250 entrants. Runners tackle ten checkpoints, iconic peaks including Pen-..
Ultra X Wales is a multi-day trail ultramarathon set in the Brecon Beacons, starting just north of Abergavenny and weaving through the Black Mountains to the east. The 2026 event offers six distances: 110km in a single stage, 110km across two days, plus 60km, 50km, 25km, and 12km options. Runners ta..
Pen Y Fan Challenge is a trail race organized by OTT Events Limited set in the Brecon Beacons, featuring Pen Y Fan, the highest peak in South Wales (LD3 8NL). Runners choose between 5 miles or 13 miles, both routes signed and marshalled and including a summit finish. The entry includes a medal, buff..
The Railway Ultra is a multi-distance running event organized by How Hard Can It Be Events. The course runs along the banks of the River Severn between Ironbridge and Bridgnorth, on a disused railway line that yields scenic river views and hints of the area’s industrial heritage. Runners choose from..
The EDDUM 2026 is a 50-mile trail challenge around the Epynt Way, staged by Pegasus Ultra Running. The route loops around the Sennybridge Training Area, one of the UK’s largest military training zones, tracing the boundary of the Epynt Way through Wales’ largely untouched countryside. Expect dramati..
The MTC Thames Challenge is a four-day multiday ultra running event scheduled for 6-9 August 2026. The full route follows the Thames Path from the river source in the Cotswolds to the Thames Barrier, a total of 184 miles. The event is split into four stages, each run as its own ultra race: 57 mile..
The MTC Cotswold Ultra takes place on 6 August 2026. The race distance is 57 miles with approximately 370 m ascent and 474 m descent. The event starts at Kemble Station and finishes at Travelodge Oxford Abingdon Road. Entry is advertised at £90 for an individual solo entry; deposits and payments ar..
The MTC Oxford Ultra is a point-to-point ultramarathon held on 7 August 2026. The course distance is 49 miles with total ascent of 293 m and total descent of 328 m. The race starts at Travelodge, Abingdon Road, Oxford, and finishes at the Catherine Wheel, Hart Street, Henley-on-Thames. Individual e..
The MTC Windsor Ultra is a point-to-point ultramarathon of 47 miles held on 8 August 2026. The route has a total ascent of 155 m and total descent of 182 m. Entry for an individual is listed at £90. All finishers receive a bespoke Windsor Ultra medal and one of a bespoke technical t-shirt, mug or h..
Ramsbury Gold 10km is a multi-terrain running event held near Ramsbury in Wiltshire. The race starts and finishes at Ramsbury Brewery, Stockclose Farm, Aldbourne, within the Ramsbury Estate countryside. Participants can choose the standard 10km or a Canicross 10km option, both on a scenic Wiltshire..