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
Community 5 km fun run at The Forest Centre in Marston Moretaine raising funds for Mind BLMK, with a children s Dasher Dash and festive extras.
December 2026
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.
A Christmas timed run along the Thames in Walton on Thames with lap-based distances from a 5.3 km loop up to ultra and medal or no medal entry options.
Essex Vets XC Championships in Epping Forest on 12 December 2026 features a single 8km course with veteran races and an £8 entry fee.
A festive, informal two-lap Second Sunday 5 on 13 December 2026 at Richardson Evans Memorial Fields, Putney Vale.
Join a festive Christmas run along the flat Jubilee River. Choose your own distance in this 6-hour timed event on a scenic towpath. All finishers receive a bespoke festive medal.
A lapped running event in Bedfordshire on 20 December 2026 offering distances from 5 km to ultra on a 5.3 km loop with a six hour time limit.
A lakeside Christmas event in Milton Keynes offering marathon and half marathon options with 7½ and 3½ clockwise laps of Caldecotte Lake. Finishers receive a bespoke medal and the event is held under 100 Marathon Club rules.
A seven hour Time Challenge on a signed Thames riverside loop where participants choose their distance and select a past event medal on finishing.
A looped trail event in Crystal Palace Park where runners complete 2.65 km laps within a 7 hour time limit. Distances range from 5 km to ultra and all participants receive a finishers' medal.
A low key multi-lap half and full marathon along the River Thames in Walton on Thames on 28 December 2026. The UKA certified flat towpath course awards medals to all finishers and has limited places.
January 2027
Guided morning 10 km trail run through Chilterns hills and woodlands with Run Leaders, bag drop, cafe facilities and a cani cross option.