Trail Running calendar near High Wycombe 2026-2027

We have found 634 Trailruns within 80 miles of High Wycombe. See below where and when you can find the races.

Looped races at Chalfont Park and Chalfont St Peter let runners choose distances from a 7K loop to multi lap ultras. Aid station, clear course marking, crew support and medical cover are provided.

A countryside walking event from Blackmore Village Hall offering 26 miles as a figure of 8 and an 18 miles option, with checkpoints, food at controls and a finish meal. Part of the Essex and Herts Triple Challenge.

A Halloween themed night time run at Irchester Country Park on 30 October 2026 offering 5k and 2k family runs, finishers medals, Halloween treats, free event photos and prizes for top 3 men and women in the 5k.

Chiltern Ridge Winter 50K is a single loop trail race from Berkhamsted covering 50 km with 800 m ascent, a fully marked route, three aid stations and a nine hour limit.

A Halloween themed *6.66 km* trail run in Chelmsford on 31 October 2026 with GPX/Strava route support, fancy dress prizes and a brewery finish offering a medal, drink and crisps.

Night laps by head torch through Alice Holt Forest with three route lengths, one refuel outpost per lap, free parking and a metal finisher medal.

Evening Halloween trail run at Hogmoor with kids 3.3K, adult 6.6K or 10K options, a canicross race, spooky features and medals for finishers.

A timed, lap-based run along the Itchen Way in Winchester with 2.62 mile loops, a seven hour limit, flexible start times, an aid station with vegan options, and a bespoke finisher's medal.

November 2026

Coastal trail running on West Wittering Beach with 15.3k, 10k and 5k routes across sandy flats and short trails, chip timing, water stations and a finisher medal. Canicross is accommodated and the course is clearly signposted.

Forest trail races at Wendover Woods on 1 November 2026 include marathon, half marathon, 10k and a junior run over a multi-lap 10 km course with varied, hilly terrain and on-site facilities for spectators.

A 10 mile off road trail in Stonehouse near Stroud on 1 November 2026, starting with about one mile uphill followed by nine miles of undulating muddy trails. Canicross runners are welcome and there is a 2 hour 30 minute cutoff.

A 7 hour time challenge in the Northampton Washlands with flexible distances from 3 km to 50 km, medals, distance pins, goody bags and aid stations.

An after dark multi terrain 10 km and 5 km event in Leigh on Sea with chip timing, mandatory headtorches and sustainably sourced finishers medals.

Night and dawn five mile runs in Market Harborough that pass through the 422 m Oxendon Tunnel. Headtorch required, entries are £23 single or £40 for both, and all finishers receive interlinking medals.

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.

Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.

Trail runs from Goodwood Racecourse into the South Downs National Park with three distance choices and canicross options. The course mixes forest tracks, bridleways and single-track trails with coastal and downland views on clear days.

Night trail running at Stonor Park on 7 November 2026 with three marked routes of 7 km, 13 km and 17 km across Chiltern Hills estate trails. Runners should carry a head torch, bring a refillable cup and note one outpost on the middle and lo..

A winter obstacle race in Brentwood, Essex featuring muddy courses across farmland, woodland and lakes. Distances range from about 6 km to 24 km with dozens to hundreds of natural and man made obstacles and chip timing for participants.

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.

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