Trail Running calendar near Henley-in-Arden 2026-2027

Tackle the Monsal Mash in the Peak District, a challenging 9.5 km fell race with 500 m of climb over technical and fast rough terrain. Advance entry and full kit required, teams of three welcome.

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.

Experience a spooky Halloween trail run through Delamere Forest by head torch. Choose between 10km and Half Marathon distances on a reflected course featuring a festive fancy dress theme and glow in the dark medals.

Trail races at Wendover Woods on 1 November 2026 include marathon, half marathon, 10k and a junior run on hilly, multi terrain forest trails with route maps and a six hour cut off.

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.

A timed six hour lapped trail at Linacre Reservoirs near Chesterfield where participants complete 5 km laps on marked trails. Profits on the day go to Ashgate Hospice and every finisher receives an Ashgate medal.

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.

Experience trail running in the Peak District at this responsible event in Hartington. Enjoy local cheese and crackers at the finish while supporting nature regeneration and trail repair projects in the Derbyshire hills.

Shepshed 7 is a measured two-lap 7 mile race through the private grounds of Garendon Park on Sunday 1 November 2026. The event is chip timed and fully marshalled, with commemorative t-shirts, category prizes and a separate fun run.

Experience a unique 5 mile out and back run through the 422 meter Oxendon Tunnel. Choose between a Thursday night or Friday morning session and enjoy an atmospheric route that requires a head torch to navigate the darkness.

Two days of marathon and half marathon races around Caldecotte Lake in Milton Keynes on 6 and 7 November 2026, with multi-lap clockwise courses, on-course water and toilets, enforced time limits, and bespoke finisher medals.

Experience a night time trail run through the Chiltern Hills at Stonor Park. Choose from three fully marked routes and enjoy a unique atmosphere in an estate home to fallow deer and wallabies.

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 scenic trail run through the Bedfordshire countryside starting from Leighton Buzzard. Choose between a classic half marathon or a metric distance featuring canal towpaths, woods, and rolling hills.

Experience a 16 mile multi terrain personal challenge through the beautiful Leicestershire Wolds. This inclusive event welcomes runners walkers and dogs with legendary home made crumbles waiting at the finish line.

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.

A trail running event at Stonor Park on 7 November 2026 with three routes through the Chilterns. Distances range from 7 km to 22 km, with steep sections and outposts offering snacks and hydration for the longer routes.

Experience a flat trail run through the heart of royal Berkshire with chip timed results and free race photos. Choose between a 10k or Half Marathon distance starting from the scenic Alexandra Gardens in Windsor.

Commemorate Remembrance Day with a flexible timed run along the scenic River Thames. Choose your own distance from 3km to an ultra marathon on a flat loop course with a supportive aid station and unique finisher medals.

Tackle a classic Peak District fell race around the Roaches and Shutlingsloe: 15 miles with over 1100 m of climbing across rugged, scenic terrain. On the day entry is available for £15 and includes a hot meal, perfect for adventurous runner..