Trail Running calendar near High Wycombe 2025-2026

We have found 345 Trailruns within 80 miles of High Wycombe. See below where and when you can find the races.

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.

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..

January 2026

Start the new year on trails with the Knacker Cracker 10K around Box Hill, a scenic but challenging course that finishes at Box Hill Fort. There is a Nipper Knacker fun run for kids and a Knicker Knacker ladies prize adds extra fun.

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 is a 43 mile point to point ultra marathon from Wendover to Little Venice in London, weaving trails, roads and long canal towpaths. Expect varied terrain, electronic tracking, a scenic canal finish and medals and prizes f..

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..

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..

The The Maverick New Forest Gravel will take place in Burley on Saturday 17 January 2026. You can run between 6 and 22 kilometers.

Windmill Way Wander in Bury St Edmunds on 17 Jan 2026 offers road races from 5k to ultra through rolling Suffolk lanes and pretty villages. Limited to 300 runners, enjoy aid stations, parking and a bespoke finisher medal.

Arundel & SDW Winter Trails 2026 is a double gold-rated trail event along the South Downs, finishing in Arundel. Runners choose between a marathon along the South Downs Way from Heyshott to Arundel (featuring river runs, rolling fields, and..

Join the Crocodile Challenge at Ryton Pools on 23 January 2026 for a six hour looped event where runners, walkers and canicross teams complete as many 3.3 mile laps as they wish. Flat friendly course, charity places and eco tree tokens.

Event overview The Windsor Trail Run takes place on Sunday 25 January 2026 at Alexandra Gardens, Alma Road, Windsor SL4 3HU. The event is staged near Windsor Castle and runs on flat trail terrain through the gardens. Entry fees listed range..

Event The Ashdown Forest 10 & 5 Mile Series is the second race in a two-race, eco-friendly trail series held at Pippingford Park in Ashdown Forest. The race follows hard packed trails and paths with hilly sections. The event continued a..

Run the Wildwood Trail Series at Moors Valley Country Park Dorset with a two lap half marathon or a single lap 10K through scenic woodland trails. Expect muddy sections and hills, chip timing, photos and dog friendly canicross places.

Event overview The Stonehenge Stomp is organised by the City of Salisbury Athletics & Running Club. The 36th Stomp will take place on Sunday 25 January 2026. The event is a walking event that also welcomes runners; it is not a race. Rou..