Trail Running calendar near Maidenhead 2026-2027

We have found 461 Trailruns within 80 miles of Maidenhead. See below where and when you can find the races.

Walk or run the 40 mile A Coventry Way Challenge through the countryside around Coventry. The event offers full support with checkpoints, a hot meal at the finish, and the option to participate solo or in a relay team.

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.

Run for a cause through the forest trails of Alice Holt Forest. This charity event supports bowel cancer research with distances from a Junior Run to a Half Marathon. Participants receive a bespoke medal and enjoy a supportive, community at..

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.

This event offers 28 or 18-mile routes through the South Downs National Park. It's open to both walkers and runners, with an 11-hour time limit and checkpoints offering refreshments. The fee includes a hot meal and certificate for all finis..

Race 1 of the Northants 5K Series moves to a new venue for 2026: the scenic, multi-terrain paths of Fineshade Wood. All finishers earn a unique series medal, with an option to complete the distance virtually. The family-friendly event welco..

An 8km looped trail run with over 75% of the route on scenic paths around Icklesham. The fully marked course starts and finishes at the village hall, where tea, cake, and prizes await. The event is limited to 60 participants.

Explore the historic trails of the Vale of Pewsey and Marlborough Downs. This circular event offers four distances, from 10 to 35 miles, with refreshments along the way. It finishes back at the Pewsey Scout Hut with a light meal for all par..

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..

Isle of Wight Ultra Challenge The Isle of Wight Ultra Challenge is a trek and trail running event on the island's coastal path. The main event takes place over the weekend of 2–3 May 2026. Participants can walk, jog, or run. Multiple distan..

Event Overview The Thames Path 100 (TP100) is a 100-mile point-to-point continuous trail race. The course follows the Thames Path from Richmond in south-west London to the city centre of Oxford. This is the 15th annual edition of the race...

UTMB Index

Join the 30-mile Greensand Way Ultra Run on 2 May 2026, starting from Guildford. This guided trail run on the North Downs and Greensand Ways is perfect for those new to ultra running, with coaching and scenic Surrey hills. Registration is £..

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.

Join a day of trail running at the Culden Faw Estate, featuring team relays, sunrise 5K/10K runs, and a downhill time trial. The course mixes gentle hills with a long descent through woodland tracks. Set up a base camp and enjoy chip timed..

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.