Trail Running calendar near Henley-on-Thames 2025-2026

Winter X is a mid-winter trail-running challenge set in the Meon Valley near Meonstoke, Hampshire. On Sunday 28 December 2025, runners can choose from four distances: 10km, 30km, 50km, or 70km. The route uses well-trodden public trails, inc..

Westfield 7.5km Trail Race is a picturesque off-road loop around Westfield, based at Westfield Community Hall, TN35 4QL. The 7.5km course is mainly trail and fully marked and marshalled, offering superb views and local landmarks. The route..

The Christmas Charity Run at Rathfinny The event takes place on 28 December 2025 at Rathfinny Wine Estate, The Tasting Room, Alfriston, Polegate, BN26 5TU. The run is limited to 75 places and is open to local runners only. Part of the entry..

Plain Crazy (Winter) : overview Plain Crazy (Winter) is a run of 12.5 ish miles held on 28 December 2025. The course is described as hilly, cold, scenic, desolate and windy, and it may have snow. The event supports The Royal British Legion..

Event overview Circuit Running Events Ltd stages the RIVER THAMES RUN on 31 December 2025 at Wraysbury Skiff and Punting Club, Riverside, Egham TW20 0AA. The event is a six-hour timed challenge on a flat, multi-terrain, out-and-back route a..

Start the New Year with Knacker Cracker, a challenging 10K trail around Box Hill featuring five big climbs and stunning views, finishing at Box Hill Fort. Family friendly with a free kids fun run and parking at Denbies Vineyard.

Event overview Circuit Running Events Ltd stages the Rhino Run at Wraysbury Skiff and Punting Club, Riverside, Egham TW20 0AA. The event is a six-hour timed challenge on an out-and-back tarmac path that follows the river and an old railway..

East Hanningfield Trail Marathon is a 95% off-road, circular trail race around the village of Danbury, starting and finishing at East Hanningfield Village Hall. It is described as a narrative race with no marshals or arrows, requiring compe..

Run a scenic 30 mile loop from St Martha's Hill through the Surrey Hills and up Box Hill along the North Downs Way. This guided group ultra, led by an experienced coach, suits runners who regularly run about 22 miles at a steady trail pace.

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..

Enjoy scenic Surrey trails at G3 no 1 on Saturday 10 January 2026 at Newlands Corner. Choose a 10 km or 15 km trail and enjoy a friendly, well run event from G3 Series with entries open until 5 January.

Country to Capital Ultra is a scenic 43 mile point to point from Wendover to Little Venice in London, blending country trails, roads and long canal towpath stretches as an opener to the ultra season. Expect checkpoints, navigation support,..

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..

Event overview The Grim Challenge is a muddy trail running event scheduled for Sunday 11 January 2026 at the Army Tank Training area, Fleet Road, Aldershot. The race has run since 2003 and, after a break in 2020, has attracted more than 1,0..

Event overview The Slothful Run takes place on 12th January 2026 at Pengethley Manor, Ross-on-Wye (what3words: physical.growth.shelf). Participants choose a target distance and must complete it within a seven-hour time limit. Distances on o..

The 7 Deadly Sins 7in7 The event is a seven-day running challenge held from Monday 12 January 2026 to Sunday 18 January 2026 at Pengethley Manor, Ross-on-Wye (what3words: physical.growth.shelf). Each day gives participants a fixed time limi..

The Proud Run The Proud Run takes place on 13 January 2026 and is part of the organiser's 7 Deadly Sins race series. Entrants choose a target distance and must complete it within a seven hour limit. The event is open to walkers and runners;..

Join a guided 10km group trail run across Hankley Common, exploring military history and sweeping heathland views. Expect social pacing, occasional military activity and sunset or headtorch runs with gear trials and a friendly post run drin..

Event overview The Lusty Run takes place on 14 January 2026 at Pengethley Manor, Ross-on-Wye (what3words: physical.growth.shelf). It is part of the organiser’s 7 Deadly Sins race series. Entrants choose a target distance from the options be..

Event overview The Angry Run is part of the 7 Deadly Sins race series and takes place on 15 January 2026 at Pengethley Manor, Ross-on-Wye (what3words: physical.shelf.growth). Entrants choose a target distance and must complete it within a 7..