Trail Running calendar near Chepstow 2026-2027

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.

Join the DirtRun Dudmaston 10k on 1 Feb 2026 for a scenic off road 10 km through Comer Woods at Dudmaston Estate. Enjoy a finisher medal and goodie, with category prizes including real ale for top performers.

The fourth race of the West Glamorgan XC League takes place on 1 February 2026 at scenic Kenfig Nature Reserve. Tackle 4.2 miles of classic cross country terrain with Cornelly Striders hosting; entries are limited so sign up from 19 January..

Join Haldon 5K & 10K on Sunday 1 February 2026 at Haldon Forest Park for scenic trail routes of 2.5 km, 5 km and 10 km. All finishers receive medals, there are awards and free race photos, and canicross is welcome with no cut off time.

Join WRNL 12 in Corfe Mullen for a 60 minute street and park score orienteering event based around the Dorset Soldier pub. SI timing, free parking and pub food on site. Juniors enter free; bring high visibility clothing and a torch.

The Westonbirt Arboretum Winter Night Race is a unique running event set in the stunning National Arboretum, featuring over 2,500 tree species. Participants can choose between 5km and 10km routes, which offer a beautiful and varied landscap..

Discover The Brails on Saturday 7 February with four colour orienteering courses catering from beginners to experienced navigators across scenic estate land near Hungerford and Marlborough. Entries are online only so book early and come pre..

A short fell race from Cleeton St Mary covering 4.1 km and 229 m ascent, run on an unmarked course where map-and-compass navigation and Full Kit are required; pre-entry and on-the-day entry options are available.

Enjoy a winter run through Westonbirt Arboretum's stunning tree collections on solid underfoot trail style paths. Distances of 5 km and 10 km suit all paces. Tickets are sold out.

Run the Portland Coastal Ultra Trail Marathon on 8 February 2026 around the island on the South West Coast Path, with marathon, half marathon and 10k entries. Enjoy dramatic coastal views, checkpoint support and chip timing on a self naviga..

Tackle 27 km of scenic Sidmouth trails as you navigate four trig points in order, choosing your own route between them. This challenging loop finishes at The Watersports Hub and raises funds for Cardiac Risk in the Young.

Muddy Woody 2026: The Wye Valley Brewery Muddy Woody returns on 8 February at a new Aconbury Court Farm course. About 6 miles of forest and single track with runnable hills, chip timing and a free bespoke Muddy T shirt for finishers. Junio..

A 10 mile run on 08 Feb 2026 that starts and finishes at King George V Playing Field in Melksham and routes via the village of Lacock. Prizes and medals are awarded, entry restricted to ages 16 and over; the event is closed.

Run through ancient woodlands and farmland at One in the Woods Henley, with a half marathon, 10k and a 1k Little Sprinters at Culden Faw Estate. Enjoy chip timing, a finisher medal, on course water and a lively event village.

A Shropshire fell race of about 18 km and 1300 m ascent across trail and open fell, run under FRA rules with full kit required. Entries open 4 January and close 6 February 2026.

Run or walk the Purbeck Hill Challenge from Knoll Beach Studland, enjoying the Purbeck Hills and Jurassic Coast with optional orienteering sections. Multiple distances, solo or pairs, self supported and limited to 100 entries.

The Love Run on 14 February 2026 at Pengethley Manor offers 5k to ultra options on a tough offroad loop with a seven hour completion limit and virtual entries plus a choice of full or split medals.