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.

Tackle a rugged 6 mile off road cross country at Manor House Farm in Hardwick near Aylesbury on 22 March 2026. Limited to 300 runners, the undulating farm route crosses fields, streams and tracks and finishes with hot drinks and a memento.

Run through the scenic woodland trails near Marlow. Choose from 10k, 6.5k, or a 1k family fun run. The event includes chip timing, a finisher's medal, and on-site facilities.

Frogger Jogger is a timed lap race on the scenic Thames towpath in Walton on Thames where you can run 5.3 km laps to choose distances from 5 km to ultra. Places are limited, enjoy river views and digital race extras.

Canterbury Riverside 10k on Sunday March 22 2026 is a traffic free riverside run along the River Stour from Chartham into Canterbury, finishing at Chartham Village Hall. Limited to around 400 runners for a friendly, fast race day.

Join Zach’s Devil Steps Trail Run on 22 March 2026 to tackle scenic Essex trails and raise funds for Cancer Research. Choose 3.5 or 7.3 mile routes, enjoy a self start format, and secure one of only 120 places for a fun timed charity run.

Experience a 10k night trail run through Salcey Forest, where a head torch is mandatory. Petzl will be on site with demo head torches to test. A separate canicross start is also available for those running with their dog.

The Elephant Challenge is a flexible 6-hour trail run in the award-winning Salcey Forest. Choose your own distance on a 3.5-mile forest loop, suitable for runners and canicross participants. It's a popular event with a format that welcomes..

Join a guided 10km trail run through the historic and scenic Hankley Common. Experience the route as a group, passing film locations and military training grounds, with optional gear testing. A non-alcoholic beer awaits at the finish.

The Bath 50 Ultra Challenge offers a scenic looped route around the historic city on 28 March 2026. Choose from 50 km, 29 km, or 10 km distances, with full support including rest stops and meals. It's open to walkers, joggers, and runners,..

UTMB Index

Event Overview The Run the Wild Half Marathon is a guided trail running event set in the Chiltern Hills, northwest of London. The event offers a half marathon distance (13 miles / 21km), with an ascent of around 300m. The route takes partic..

A 10 hour, 10 lap endurance event at Pippingford Park near Uckfield. Runners choose roughly 3, 4, or 5 mile loops and receive a finishing grade based on their shortest completed loop. Basic camping is available with limited facilities.

Set in Hurn Forest, Intergalactic is a flexible-distance trail run where you choose your challenge from 5K to ultra. Run laps on a well-maintained track, with support from an aid station and a contribution to Forestry England. Start when yo..

A 17.5-mile trail run following the marked boundary of the beautiful Ashridge Estate. The varied off-road course includes a climb to Ivinghoe Beacon. Every finisher receives a gift, and a donation from each entry supports the National Trust..

Two single-loop spring races, a 50k and a half marathon, start and finish in Arundel. The runnable, non-technical routes explore the rolling hills and trails of the South Downs.

UTMB Index

A classic 16-mile cross-country challenge through the Hampshire countryside, starting at the historic Combe Gibbet. The route features hills, trails, and mud before finishing at the Overton Harriers club. Entry includes bus transport to the..

A five mile off road trail at Upcote Farm on 29 March 2026, limited to about 300 places. The route features farm roads, bridleways and forest tracks, with chip timing, medals for all and prize categories for juniors and veterans.

A two lap, traffic free 10 km trail race through Epping Forest near Chingford with multi terrain, undulating sections, chip timing and a finisher medal. Entries are limited and cash prizes are awarded to top finishers.

Take on the Gauntlet Treasure Run along a flat riverside towpath in Walton on Thames, doing laps of a 5.3 km out and back to build any distance from 5k to ultra within seven hours. Limited places and every finisher gets a medal.

Event Overview The Running Tribe Races take place on two types of courses in Chalfont St Peter, Buckinghamshire. Courses 1, 2, and 3 are based at Chalfont Park Sports Club, while Courses 4, 5, and 6 are based at the Chalfont St. Peter Commu..

The Wivenhoe 5 Mile Trail Run follows a reversed version of a classic local route. A head torch and phone are required for this evening event starting from The Black Buoy pub. Finish your run by trading your number for a drink at the bar.