Trail Running calendar near Chesham 2026-2027

We have found 459 Trailruns within 80 miles of Chesham. See below where and when you can find the races.

Trail runs of 10 km and 10 mile around Angmering Park Estate on 26 April 2026, with canicross options, marshalled courses, water stations and free race photos.

Trail runs through Alice Holt Forest on 26 April 2026 support GUTS, with a Half Marathon, 10k, 5k and a junior run. Routes use a 5k forest loop with multiple laps for longer distances.

Join NOT the London Marathon Run 2026 on Sunday 26 April in Walton on Thames for a flat, certified lap course along the riverside towpath. Choose marathon, half or a 7 hour timed challenge, enjoy flexible starts and a commemorative medal.

A spring trail run of around 10 km through bluebell-carpeted woods in the Chiltern Hills, starting from Tring and led in ability groups by Run Leaders. Facilities include a cafe, toilets and bag storage; dogs allowed with cani-cross kit.

Two point to point routes in the South Downs National Park from East Dean Village Hall, covering either 28 miles or 18 miles with an 11 hour limit and checkpoint support including hot food and vegetarian options.

A multi terrain *5 km* race at Fineshade Wood on 26 April 2026 set in Northamptonshire woodlands. Finishers receive a bespoke medal and a virtual completion option is available.

An 8 km trail loop around Icklesham with over 75% trail surfaces, fully marked and marshalled, prizes for first male and female, a 60-person entry limit and tea and cake at the village hall afterwards.

A family oriented 2.5K and 5K event at Aston Park where every finisher receives a cuddly teddy. The run raises funds for Birmingham Children's Hospital and finishes with a teddy bears picnic.

A six hour lap event at Pooley Country Park near Tamworth where runners complete 3.3 mile laps on mixed grassland and park paths. Distances range from a single 5k lap up to many laps within the time limit.

May 2026

Run a scenic 7 hour timed challenge along the River Thames at Wraysbury on Friday 1 May 2026 and choose your distance from 3 km to ultra. Friendly aid, medals and goody bags make this intimate 300 runner event ideal for PBs or relaxed miles..

A 100 mile point to point trail race along the Thames Path from Richmond to Oxford with a 30 hour limit, marked route, mandatory kit requirements and staged aid stations. Entries for 2026 are full and new applicants join a waiting list.

UTMB Index

A guided 30 mile trail run near Guildford following sections of the North Downs Way and the Greensand Way. The group led by an experienced ultra coach includes climbs such as Leith Hill and finishes back at West Hanger.

A three day running series in West Sussex across East Grinstead, Haywards Heath and Burgess Hill that can be completed as single town races or combined into a full marathon. The event includes mile races, a family fun run and a virtual mara..

Run Silchester offers three scenic trail distances starting from the village playing field. The route takes runners past ancient Roman walls, a historic church, and through woodland. The day includes a village market, food stalls, and music..

Run For Your Life on 2 May 2026 at Parliament Hill, Hampstead Heath offers 10 km, 5 km and a 2 km Fun Run on scenic trails past Kenwood House. Managed starts and medals welcome all while proceeds support Jubilee Hall Trust.

The Hurstbourne 5 is a five mile off road race through the North Wessex Downs. The route starts in Hurstbourne Tarrant and follows the Test Way. This volunteer run event donates all proceeds to local charities.

Explore the Cotswolds trails at the Tempo Trail Races. Choose from five distances including a new 50K ultra option. The event starts and finishes at the Ilmington Sports & Social Club.

The 2026 Rapid Relays offers solo and team trail relays, alongside a Sunrise Run and a downhill time trial. Set on the woodland trails of the Culden Faw Estate, the event features chip timing and a dedicated race village. Camping is availab..

A trail running event on the South Downs from Lancing Manor Leisure Centre on 3 May 2026, offering marathon, half marathon and a 5 mile trail. Entries support Ferring Country Centre and local Sussex charities.

A guided trail run on Box Hill that gains about 1000 m over 12.5 miles, featuring technical climbs, scrambling and varied terrain. Group paced for sustained trail running ability with parking at Stepping Stones Car Park.