Trail Running calendar near Winterbourne Monkton 2025-2026

Tackle the Midwinter Mortimer Trail on 27 December 2025, a scenic mixed surface challenge from Ludlow Castle to Kington through forests, limestone tops and ridges. Choose the 30 mile Ultra or the Croft 15 for a memorable winter adventure.

Winter X near Meonstoke on 28 Dec offers 10, 30, 50 and 70 km trail routes along the South Downs Way. Enjoy marked courses, checkpoints, chip timing, an event tee and post run food.

Take on Plain Crazy Winter, a 12.5 mile road and trail challenge on 29 December with hilly, scenic and wintry terrain and a bespoke finisher medal. The race supports the Royal British Legion and entries are limited, so book early.

Finish the year with the River Thames Run, a six hour timed challenge along a flat, scenic out and back route beside the Thames. Choose a 3.28 mile lap, 5k, 10k or go further up to ultramarathon distance while enjoying club facilities.

Kick off the year with Knacker Cracker, a tough 10K trail on Box Hill in Surrey that climbs to Box Hill Fort across steep, scenic tracks. A free Nipper Knacker kids run happens alongside.

Rhino Run in Wraysbury at Wraysbury Skiff and Punting Club is a 6-hour timed running event organized by Circuit Running. The course is an out-and-back with each lap about 3.28 miles. Runners can complete from 5k up to an ultra within the ti..

Take part in Bodenham Bound at Bodenham Arboretum near Kidderminster in January, choosing 5 km or 10 km trail routes. Tackle muddy hills and wintery trails, earn a finisher medal and donut, and support Kemp Hospice and Harkaway Scouts.

Scenic 43 mile ultramarathon from Wendover to Little Venice, London, blending country trails, towpath and roads. Kick off the organiser's Grand Slam series and finish by the Little Venice canal basin for a memorable city welcome.

Event overview Wild Running stages a night trail event at Denbies Wine Estate, Dorking, in the Surrey Hills. The course runs across muddy, rolling hills through the Denbies Estate and is marked for night navigation. Distances offered includ..

Join the G3 trail run series in the Surrey Hills around Newlands Corner with races on 10 Jan, 31 Jan and 28 Feb 2026. Choose 10 km or 15 km courses across scenic, technical trails and save with three race bundle options.

Guided 30 mile trail ultra from St Martha's Hill along the North Downs Way, over Box Hill and past Denbies, led by an experienced coach. Welcoming new ultra runners who can manage 22 mile training and hold about 10 min/mile.

The Northampton 10K is a well-organized running event held at Northampton Racecourse Park, featuring a 2.2 km start followed by three laps around the racecourse. The course is accurately measured and takes place on pathway terrain, offering..

Explore scenic off road trails around Farley Mount near Winchester with 12 km and 21 km options, chip timing and a finisher medal. Start and finish at Sparsholt College with great parking and welcoming race day support.

Take part in Festive 5 on 11 Jan 2026, a 5 mile off road run along the River Avon through Fladbury and Lower Moor. Organised by Friends of Fladbury, this fundraiser offers free cake, spot prizes and supports local community projects.

Warm up your winter with the Winter Hot Chocolate Series, three friendly cross country races around Bramshill Plantation based at St Neot's School. Enjoy chip timing, themed medals and hot chocolate treats, plus a fun 1 mile kids race.

Join guided recce runs of the East Devon Round Ultra in early 2026, including the new 25km Quarter route. Free for entrants or a small £3 donation for others, led by Ruby Red Running guides with groups adjusted by ability and pace.

Enjoy scenic off road laps around Pengethley Manor and its vineyards, with a cheeky hill and rolling ups and downs. Choose distances from 5k to ultra, walk or run at your pace within a seven hour limit and earn a finisher medal.

Take on the 7 Deadly Sins 7in7, a seven day challenge at Pengethley Manor in Ross on Wye from 12 to 18 January 2026. Run or walk varied distances each day on a hilly 2.5 km off road lap and collect a unique medal daily.

The Proud Run at Pengethley Manor on January 13 invites runners and walkers to tackle laps through vineyards and a testing hill, choosing distances from 5 km to ultra. Off road, scenic and inclusive, entrants must finish within seven hours.

Explore Hankley Common on a guided 10km trail run that passes a World War Two Atlantic Wall replica and scenic heathland. Run with a qualified coach, test trail kit along the way and enjoy a social finish at the car park.