Trail Running calendar near Chepstow 2026-2027

Stockland Scamper on 18 October 2026 is a friendly trail event near Honiton in East Devon with river crossings, muddy lanes and hilly farmland. Choose 3 km, 5 km or 10 km then relax with village cakes and community atmosphere.

Town and Country Harriers is a friendly Bristol based off road club that meets most Thursdays, usually starting and finishing at a local pub. Trails range from city paths to the Mendips and Cotswolds and all who can run 4 to 5 miles are wel..

Halloween 7in7 at Pengethley Manor, Ross on Wye offers seven consecutive days of off road laps through vineyards and a hill, with distances from 5k to ultra. Walk or run any day or go virtual and collect seven themed medals.

Join the Witches Whisk at Pengethley Manor for a spooky Halloween trail across 2.5 km laps through vineyards and rolling offroad terrain. Pick 5k to ultra distances, ideal for runners or walkers after a fun seasonal challenge.

Celebrate Halloween at Pengethley Manor with the Scary Scamper, an offroad multi lap course winding through vineyards and hill sections on the manor grounds. Distances from 5k to ultra welcome runners and walkers with a 7 hour time limit.

The Creepy Crawl is an offroad run through Pengethley Manor's vineyards with a hill each lap, offering distances from 5k to ultra and open to all. Pick your distance, finish within 7 hours and earn an onsite or virtual medal.

Join the Ghostly Gallop at Pengethley Manor on 22 October 2026 for a spooky offroad challenge through vineyards and rolling hills. Choose distances from 5k to ultra with in person or virtual entries and Halloween themed medals.

Join the Petrified Pootle, a Halloween off road run at Pengethley Manor offering distances from 5k to ultra for walkers and runners. Tackle hilly vineyard trails, soak up the spooky vibe and earn a finisher medal or run virtually.

Thames Trail Ultra on 24 October 2026 is a scenic 47 mile point to point run from Iffley near Oxford to Henley on Thames along the Thames Path and Ridgeway. Riverside trails, checkpoint support and live GPS tracking make for a classic autum..

Join the Spooky Sprint at Pengethley Manor, Ross on Wye on 24 October 2026 for a tough offroad Halloween race through two vineyards. Choose on course or virtual options from 5k up to ultra and enjoy a scenic, challenging looped course.

Join the Halloween Zombie Shuffle at Pengethley Manor on 25 October 2026 for off road fun through vineyards and hills. Choose a 5k to ultra, walk or run on a looped course with a 7 hour time limit and a virtual entry option.

A series of linear mountain trail races across the Brecon Beacons and Black Mountains, offering four distances from 21 miles to 100 miles, marked checkpoints, GPS navigation requirements and drop bag options.

Tackle the Dorset Hillfort Ultra, a scenic 35.9 mile off road route linking ancient hillforts and coastal viewpoints across Dorset. Expect rugged turf and tracks, plentiful aid stations and stunning views over Lyme Bay and Portland Bill.

Tackle the Apocalypse Run, a rugged 10 mile trail through Stonehouse with a stiff opening climb and muddy, undulating terrain. Canicross runners welcome and all finishers get a medal for braving the off road challenge.

Run the November Nightmare in Telford from 1 to 8 November 2026 a unique eight day challenge where you can enter any single day or tackle them all. Daily courses of 8, 16 or 26.2 miles pass through Ironbridge and earn a medal each day.

A multi-distance coastal ultra weekend in November 2026 following the South West Coast Path, with GPS tracking and transport to starts. Routes range from 38 km to 110 miles and cross North Devon coastline and Exmoor National Park.

Run the rugged Oxwich Bay coastline in the Gower Area of Outstanding Natural Beauty with distances from 10K to Ultra. Beach, moor and rock terrain make for a scenic but testing day with on course aid and finishers medals.

A night trail run at Stonor Park near Henley-on-Thames with three route distances from 7 km to 17 km. Middle and long routes have one outpost each; bring a headtorch and a reusable cup; headphones are not permitted.

Three waymarked trail routes from Stonor Park through the Chilterns AONB, featuring steep sections, wildlife sightings, on-course outposts and event amenities including free parking, timing, results and a finisher medal.

Three trail races around Talybont on Usk on 7 November 2026, including a 49 mile ultra with an out and back to Pen y Fan. Routes combine trail, mountain, canal and road terrain with notable elevation.