High Wycombe
Trail Running Calendar near High Wycombe 2026-2027
Explore the top trail runs near High Wycombe for 2026-2027! We've gathered 221 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
Mud, marshes and hills feature on a single 10 km lap at Spider Hill with a shorter 5 km option and on-site parking accessed via Bourley Road.
Seven hour time challenge on a signed riverside loop in Staines offering distances from 3 km to ultra, themed medals, goody bags and the book's author as guest.
A Half Marathon and a 10k on Wimbledon Common in London supporting Beder, with a trail marked course, course marshals and an event village offering food, drink and partner goodies.
A 10 km road and riverside run starting and finishing at Kingston Hawker Centre, using chip timing and offering a finisher medal, refreshments and baggage drop. The event supports Kingston Hospital Charity and notes nearby train and local parking o..
A charity Friday run in Walton on Thames where the £10 entry fee is donated to Rays of Sunshine. Flexible rock up and run format on a flat 5.3 km riverside lap with a finishers' medal for all participants.
A riverside marathon and half marathon along the River Thames on an accurately measured UKA certified course. Multiple laps on a flat towpath route with medals for all finishers and virtual entries.
A community silent disco run at Rose Hill Community Centre on 28 November 2026 with a group warm up, headphones for music, glow items, post-run music, raffle and on-site refreshments.
Join the Christmas Advent Run on Sunday 29 November in Walton on Thames for a festive riverside run. Tackle timed laps to suit you and enjoy optional medal and chocolate advent calendar plus a prize draw.
A community charity run in Campbell Park, Milton Keynes offering 1.5k, 5k, 10k and half marathon options with chip timing, medals, refreshments and a fancy dress element to support Movember and men's health.
A 7 hour Time Challenge along the River Thames offering flexible lap based distances from 3 km up to ultra distances. Finishers receive a themed medal, a goody bag with a vegan option and on route aid stations.
Trail runs of 10km, 10 mile and Half Marathon through muddy woodland and estate roads at Mapledurham Estate on 29 November 2026, with an event village and finish refreshments.
December 2026
Trail 5K and 10K at Tewinbury, Hertfordshire, on undulating dirt, grass and woodland trails with marshals, chip timing and an aid station.
A trail half marathon around Hughenden Manor and nearby woodlands, 21.1 km with marked navigation, aid stations and uneven terrain.
Timed Thames towpath run where participants choose lap distances on a 5.3 km out and back course and entry supports Rays of Sunshine Children's Charity.
Saturn Running's 7 hour Time Challenge in Staines upon Thames offers distances from 5 km to ultra along the River Thames, with a finisher medal and a bobble hat.
Christmas trail event in Aldbury supporting the Hospice of St Francis with a 4 km family walk and an 8 km guided run, mince pie and fancy dress prize.
10 km trail championship at Wendover Woods on 6 December 2026, for qualified runners, marked route with chip timing and about 295 m of ascent.
A festive family fundraising run at Frimley Lodge Park with 5K and fun run options, festive items and an Event Village supporting local NHS hospitals.