Chesham
Trail Running Calendar near Chesham 2026-2027
Explore the top trail runs near Chesham for 2026-2027! We've gathered 201 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
A three day, 84 miles ultra along the Ridgeway from Buckinghamshire to Wiltshire with overnight stops, accommodation and food options.
A flexible Friday running event on a flat 5.3 km out and back course along the Thames offering distances from 5 km to ultra, timed over a seven hour limit with bespoke finishers medals.
Walking and running event from Barton-le-Clay Village Hall with 12, 18 and 26 mile routes through undulating countryside and checkpoints on each route.
Timed multi-lap run on a flat Thames towpath in Walton on Thames with distances from 5 km to ultra, a seven hour limit, flexible one hour start window and finishers medal options.
Half day 6 miles 10 km trail run in the Chiltern Hills with a private Tring Brewery tour, tasting and a bottle or a pint included.
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.