Trail Running calendar near Chepstow 2026-2027

Take on Haldon Night at Haldon Forest Park on 17 January 2026 with single loop night trails from 1K to 10K including canicross. Bring a head torch to follow reflective markers and enjoy chip timing, medals and post race food.

The Greedy Run on Saturday 17 January 2026 at Pengethley Manor near Ross on Wye offers 5k to ultra distances on an off road course that loops through vineyards and climbs a punchy hill each lap. Virtual entries and medals are available.

Three gravel trail routes through New Forest woodland from 6 km to 22 km. The event is sold out and provides marked courses, outposts on the longer routes and a plastic free water policy requiring reusable cups.

Run under starlit skies in the Dark Skies Series, a winter night trail series across Somerset offering three events with 5km or 10km routes. Enter single races or the full series and order a bespoke wooden finisher medal.

A muddy off road trail race of about 9.6 miles through fields, woodland, a stream and along a riverbank in Thornbury. Finishers receive a metal medal and a bespoke buff; entries were via Full on Sport and the event is sold out for 2026.

Run through vineyards and rolling laps at Pengethley Manor, choosing distances from 5k to ultra with a seven hour overall time limit. Finishers earn medals and a January virtual option is available.

Join the Axmouth Challenge on 18 January 2026 for scenic village runs with distances to suit every runner. Finishers enjoy complimentary refreshments while funds raised support the village hall.

Tackle scenic mixed terrain around Cosmeston Lakes in the CF64 Winter Race, a 6.4 mile off road challenge through woodland, meadows and trails. Join fellow runners on Sunday 18 January 2026 for a spirited winter test of fitness.

Join the West Glamorgan XC League Round 3 at Margam Park, Port Talbot on 18 January 2026 for a 5 mile cross country challenge hosted by Run4All Neath. Pre registration is required and race numbers will be issued by club to team captains onl..

Micheldever Forest SCOA League is an orienteering event on Sunday 18 January with courses from 2.1 km to 9.4 km on a 1:10,000 map, parking on gravel forest tracks and EMIT eCards in use.

Explore Amesbury by torchlight in a lively 60 minute score orienteering event with 24 controls, based at the New Inn. Pre entry is required, so bring lights and hi viz clothing, and juniors under 16 must be accompanied.

Take on The Holly Challenge on 24 January 2026 in Lightmoor Nature Reserve with distances from 5K to marathon and just 50 places available. Enjoy a scenic lane route, full support and a finisher medal.

Join the Blackdown Beast, a social self guided run across the Blackdown Hills from Dunkeswell on 24 January 2026 with 10 and 16 mile options. Enjoy scenic trails and refreshment stops while helping Macmillan Cancer Support.

Spice Up Your Run Wales on 24 January 2026 at Dare Valley Country Park is a fun themed 7 hour time challenge where runners choose distances from 3km up to ultra, with optional fancy dress. Enjoy scenic trails, on course aid, and a Spice Gir..

The Stonehenge Stomp is a not timed walking event around Stonehenge with marked routes of 5 km, 10 km, 20 km, 30 km and 40 km and marshalled checkpoints. Fifty percent of proceeds support Salisbury Hospice Charity and entries are online onl..

Choose a half marathon or 10K through Moors Valley woodlands with muddy trails, steep climbs and chances to spot deer and birds of prey. Finishers get a wooden medal and the course is fully supported and timed.

Tackle muddy trails and steep climbs at the May Hill Massacre, a scenic cross country run around May Hill in Gloucestershire. Choose a 7 to 8 mile route or the longer 14 to 15 mile Mayhem loop, with a canicross option and limited entries.

Run scenic trails across the Shropshire Hills and Long Mynd at The Icing on the Cake on 31 Jan 2026 with marathon, half and 10k options. Finish by the National Trust tea rooms and join the cake competition for a sweet post race treat.

Starburster is a twilight 5 or 10 mile run through Hurn Forest on 31 January, with out and back laps on firm forest trails beneath sunset skies. Head torches are required and 20% of entry fees support Forestry England for trail care.

Oxford Town v Gown is an inter-club orienteering event in Oxford organised by OUOC and TVOC, featuring a roughly 6 km course with artificial barriers and team entries as Town, Gown or N A.