Trail Running calendar near Chiltern Hills 2025-2026

The Winter Woolly 10km is a popular trail running event held on December 24th at the picturesque Elstree School in Upper Woolhampton, Berkshire. This multi-terrain course offers participants a scenic experience through the beautiful countryside, featuring lanes, footpaths, trails, and woodlands, wit..

The Plain Crazy Winter 12.5 Mile run is a challenging event set in scenic and potentially snowy conditions, taking place on December 28, 2025. Participants can expect a hilly course that tests their endurance, with a 3.5-hour cut-off time. The event supports The Royal British Legion Poppy Appeal and..

The Knacker Cracker is renowned as "Britain's toughest 10k," featuring a challenging course that includes significant elevation changes, with a total ascent of 473 meters. The race takes place at Denbies Vineyard in Dorking, with a new route introduced in 2025 that avoids ecologically sensitive area..

The Country to Capital Ultra Marathon is a renowned 43-mile race that marks the beginning of the ultra running season. Set in the picturesque Buckinghamshire countryside, the course takes participants through diverse terrains, including trails and canal towpaths, culminating near the Little Venice c..

ZigZag's "WTF - Where's The Finish?" is a unique running event taking place at Brandon Country Park in Suffolk. Participants can choose between a 6-hour or 4-hour race, covering a 5.3k multi-terrain loop through scenic forest paths. This event caters to runners of all levels, from beginners aiming f..

The Greener Earth Trail Series at Pippingford Park features two eco-friendly trail races designed to provide an exhilarating running experience while minimizing environmental impact. Set in the picturesque Ashdown Forest, participants can choose between a 5-mile or 10-mile course, with the second ra..