Trail Running calendar near Chepstow 2026-2027

A series of mountain trail races across the Black Mountains and Brecon Beacons offering four distances from 21 miles to 100 miles. Routes combine marked sections, GPS navigation and staffed checkpoints with mountain safety cover.

Haldon Halloween Twilight Run is held 30 October 2026 at Haldon Forest Park near Exeter, offering 2.5 km, 5 km and 10 km options. The event uses app based timing, includes free race photography and awards for top finishers.

Pilgrim 6 on 31 October 2026 is a 32 km, 1800 m fell event on Pen y Fan with three summit ascents via six different routes; it has classic and 16 kg weighted categories, unmarked navigation, and marshalled control points.

A roughly 35.9-mile off-road ultra from Maiden Newton across West Dorset hillforts, with about 1,300 m ascent, six aid stations serving water and cake, GPX navigation and on-route timing points.

A ten mile off road trail run in Stonehouse on 1st November 2026 featuring an uphill opening on Horsemarling Lane, muddy undulating trails, a finisher medal, and a 2 hours 30 minutes cutoff; canicross runners are welcome.

An eight-day running series in Telford from 1 to 8 November 2026 where each day is a separate race. Runners may enter any combination of days and choose from 8 miles, 16 miles, a metric marathon or a full 26.2 mile marathon.

A series of self navigated coastal ultra events on the South West Coast Path in November 2026, from 38 km to 110 mile, with GPS tracking and route features through North Devon and Exmoor.

Coastal trail running at Oxwich Bay (Gower AONB) on 7 November 2026, with four distances from 10K to 34.2 miles across cliffs, dunes and woodland. Finishes earn points toward the Endurancelife 26-27 season leaderboard.

Night trail running at Stonor Park with three route distances and one outpost on the middle and long routes. Participants must use a headtorch, bring a reusable cup, and note that headphones are not permitted.

Three trail races in November around Talybont on Usk and the Brecon Beacons, from a 13 mile half to a 49 mile ultra, all on mixed terrain with substantial ascent.

Experience a twilight trail run through the historic landscape of Cranborne Chase. This 10 km off road course navigates through woods and parks starting from the grounds of Eastbury House.

Experience a 30 mile ultra marathon through the heart of the Brecon Beacons featuring the summit of Pen y Fan. This trail event offers technical terrain and scenic reservoir views with a strict 200 runner limit.

Trail runs of 22 km, 13 km and 7 km through Stonor Park and the Chilterns. Routes include steep sections and varying outpost support; runners are asked to use reusable cups and avoid headphones.

A night-time trail run around Winchester using sections of the South Downs Way, Pilgrims Trail and Itchen Way. Two marked distances are offered with mandatory headtorches, on site registration and a bag drop.

Multi distance coastal ultras along the South West Coast Path in November 2026, run as self navigation with GPS tracking. Routes cross Exmoor National Park and include significant elevation and varied coastal terrain.

Experience an evening off road run through the tracks and trails of The Wyre Forest. This ten kilometer event features a two lap course in the dark where torches are required and canicross runners are welcome.

Trail running from Roundhill Campsite through the New Forest National Park on wide, hard-packed paths that pass ponies, horses, donkeys and deer. Two route distances are offered; the half marathon has 183 m of elevation gain.

Challenge yourself at Trail Revolution Margam on 14 November 2026 at Margam Country Park, choosing from 5k, 10k or half marathon routes through scenic woodland trails. Fully marked and chip timed with medals, photos and on course support.

Off road 5 km and 10 km races around the Bath Skyline in November, with night and day options, a kids 500 m and a canicross wave. Mixed trails, muddy sections and marked routes with a large two sided medal for finishers.

A winter night trail running series in Somerset across four events from November 2026 to March 2027. Each event offers 5 km and 10 km routes, with single race entries or full series bookings and bespoke wooden finisher medals available.