Trail Running calendar near Chepstow 2026-2027

A mixed-terrain out-and-back event on the Milford on Sea coastal path with 5.3 km laps, coastal views and options from 5K up to ultra-marathon. Facilities include aid tables, on-course toilets and medals for lap finishers.

Trail races from Larmer Tree Gardens take runners around the Rushmore Estate with distances from a fun mile to a marathon. Courses pass chalk valleys and woodlands and include multiple feed stations and event medals.

Trail races from 21.0 km to 10.5 km along the Swanage seafront and Jurassic Coast, finishing beneath Corfe Castle. A private vintage train returns runners to Swanage and train tickets are available for £9.

Celebrate International Women’s Day with an all female trail run at the beautiful Culden Faw Estate. Choose from three distances featuring rolling hills and woodland paths in an inclusive environment.

A 50 km trail ultra in the Chilterns starting and finishing at Stonor Park on 20 March 2027. The marked course has 4000 ft of climb, five aid stations, full medical support and a nine hour cut off.

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.

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.

The Thames Ring Series will take place in Goring on Wednesday 21 April 2027. You can run between 100 and 250 miles.

The The Drop - Winchester will take place in Winchester on Sunday 25 April 2027. You can run between 6 and 15 miles.