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.
We have found 461 Trailruns within 80 miles of Maidenhead. See below where and when you can find the races.
Run a fast, flat race on the scenic Thames Path. Choose from marathon, half marathon, or 10km distances on this out and back route. The event offers stocked checkpoints and medical support along the course.
The Steyning Stinger is a spring trail running event in early March, offering marathon, 30k, and half marathon distances. It is a licensed and UTMB-indexed race with a fully supported course. Participants receive a sustainable medal and fre..
This 10K course explores the Kent countryside, mixing roads and trails along the River Darent. Runners start at Heathside Sports Ground and finish with a bespoke medal. The village hall offers facilities, and marshals guide the way on roads..
Event Overview The Hundred Hills 50km is a 50km trail ultra marathon taking place in the Chiltern countryside. The event starts and finishes at Stonor Park, an 850-year-old estate. Course Details The route consists of two different 25km loo..
A self-navigation trail run from The Museum of Power. Choose from 6.3 or 3.4 mile distances on a mainly off-road route. Runners and walkers are welcome, and entry includes a cafe voucher.
Explore new scenic routes on the North Downs and Greensand Ridge in West Kent. This walking and running event offers three distances with indoor checkpoints providing refreshments. Now in its 49th year, it finishes with hot food at West Hea..
Take on Phoenix Running's Octopus Run on 15 March 2026 at Walton on Thames for a scenic towpath challenge along the River Thames, with distances from 5 km to ultra and flexible start times. Finish your effort and collect a bespoke finishers..
Join Gratitude 25KM 2026 in Broxbourne for a rewarding 25 km run on 21 March 2026. Ticketed entry and a welcoming atmosphere make it ideal for runners looking for a spring challenge.
A multi-distance trail event at Hyde Hall Farm with 10k to ultra options, lap-based heavy half and ultra formats, on-site parking, aid station at the lap point, baggage area and a bespoke or lucky dip finisher medal.
Winter's End is a South Downs trail event offering a 50 mile ultramarathon and two marathon options between Arundel, Queen Elizabeth Country Park and Winchester, with marked courses, aid stations stocked with PH 1000, bag drop and coach tra..
Explore the scenic trails of the Surrey Hills on a guided half marathon. This group run takes you past landmarks like St Martha's Church and along the North Downs Way, with the route changing each time. It's a shared adventure, perfect for..
Discover scenic trails at Stansted House on Saturday 21 March 2026, with options from 9.4 km hikes to 21 km trail runs suitable for all abilities. Finishers receive a metal medal, a finisher's gift and a drink, with timing by UK Running Eve..
An 11K multi terrain run around Bratton on 21 March 2026 with panoramic views, prizes across age categories and medals for finishers. Places are limited to 200 and entries close 14 March 2026 or earlier.
Celebrating its 19th year, this event offers a marathon or a 14-mile route along the scenic North Downs Way. Both courses start in different locations but finish at YMCA East Surrey in Redhill. Support stops, navigational aid, and finish-li..
Run a flat trail half marathon in the scenic setting of Windsor. The course passes by Windsor Castle and offers chip timing. Post race refreshments and photos are included.