Trail Running calendar near Chepstow 2026-2027

We have found 459 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

A looped trail event from Bath Racecourse with 50 km, 29 km and 10 km route options through Bath and nearby countryside, staffed rest stops, GPS tracking, medical support, and a finisher medal and T shirt.

A 50k east to west Dartmoor traverse starting at Trenchford Reservoir and finishing near Tavistock, using live GPS tracking and three checkpoints. Solo and pairs entries allowed with a 10 hour cut off.

Trail races on the South Downs Way on 20 March 2027 with 50 mile, 50 km and marathon options, marked courses, aid stations and coach transport between finish and start.

Trail races around Escot Park offer a single-lap 10K (about 10.5 km) and a two-lap half marathon, both off-road with climbs and mud; canicross categories are available and medals are awarded to all finishers.

A 32 mile loop from Baggeridge Country Park near Dudley on 21 March 2027. The mostly traffic free route uses disused railway lines and canal towpaths, includes three checkpoints and a mandatory head torch section through the 2.7 km Netherto..

Trail event in Hurn Forest offering distances from 5K up to ultra marathon on a 5.3 km out and back lap. Aid and drinks are available at lap start and finish and 20% of entry fees go to Forestry England.

A spring half marathon through way marked forest trails around Speech House Hotel with timed chip bibs, three water stations and medical cover; organised by the Rotary Club with proceeds to charity and selected for national trail championsh..

A two-lap, multi terrain 10 km trail race around Mortimer village that starts and finishes on Mortimer Fairground. The route runs through local woodlands and includes a separate canicross start plus chip timing and downloadable photos.

April 2027

Riverside mixed terrain half marathon, 10K and junior race on 10 April 2027 at Remenham Farm in Henley on Thames. Marked kilometres, lap formats vary by distance, and entries include a themed medal and chip timing.

Beach races at Pendine Sands on 11 April 2027 offering 5k, 10k and Half Marathon on a firm, measured out and back sand course. All finishers receive a bespoke medal and trophies are awarded to category winners.

A trail running event using a heritage steam train between Minehead and Bishops Lydeard, offering 11 km, 11 mile and marathon options. Routes include the Quantock Hills ridgeline and sections of the Steam Coast Trail and England Coast Path.

A city-centre trail event offering a 55 km ultra and a 25 km trail run through riverside paths, woodland and parts of the old Bristol and Bath Railway. Public parking is nearby and public transport is recommended.

Guided 18 miles trail run across the Malvern Hills on Saturday 17 April 2027, visiting ridge summits with over 1300 m of ascent. Led by an experienced guide at a social group pace, with an alcohol free beer possible afterwards.

May 2027

Multiple trail race distances in the Stroud area using towpaths, disused railway tracks and Cotswold hills, with a route that ascends to Selsley Common for wide valley views. Water, marshals and first aid are provided on course.

Part of the inaugural Welsh Festival Of Running, the 100 Mile Challenge at Dare Valley Country Park gives runners 34 hours to cover 100 miles on a 5 mile loop. Entries are available for individuals and teams, with a timed 34 hour option.

A trail running event on 29 May 2027 that follows the Heart of Wales Line between Llandrindod Wells and Craven Arms, with way-marked routes and three distance options of 48, 24 and 16 miles.

July 2027

Experience a unique point to point race along scenic canal towpaths from Wolverhampton to Birmingham. Run through the historic Coseley Tunnel and enjoy water stations hosted on traditional canal barges before finishing in Brindley Place.

Beacons Way Ultra offers both 100 km and 100 mile races in the United Kingdom on 24 and 25 July 2027, part of the Ultra Great Britain series with live online GPS tracking.

September 2027

On 4 September 2027 at Remenham Farm, Henley-on-Thames, a mixed-terrain half marathon, 10K and junior race follow a riverbank trail with kilometre markers, chip timing and on-course marshals for guidance.

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