Trail Running calendar near Bledlow Ridge 2026-2027

Celebrate the holiday season with a scenic trail run through Wendover Woods in the heart of the Chiltern Hills. Choose from three different distances with medals and festive treats for all finishers in this December event.

Celebrate Christmas Eve with the Die Hard Christmas races around scenic Caldecotte Lake in Milton Keynes, with marathon and half marathon options. Enjoy lakeside laps, friendly race support and a bespoke finisher medal.

Celebrate Christmas Day with a flexible 7 hour time challenge along the scenic River Thames in Egham. Run any distance from 3km to an ultra marathon and enjoy a unique themed aid station and finishers medal.

Experience a scenic 10 km trail run through the vineyards of the Rathfinny Wine Estate. Support a local cancer charity while enjoying hilly routes and beautiful views of the South Downs National Park.

Winter X is a mid-winter trail-running event in the Meon Valley offering 10, 30, 50 and 70 km on marked public trails with checkpoints and post-event food. Entries for 2025 are closed; a provisional date for 2026 is 28 December 2026.

Winter Runderland in Walton on Thames is a timed lap event on a 5.3 km riverside towpath course. Runners may select distances from 5 km up to ultra, and a lower-cost no-medal entry option is available.

Trail races at Wenchford Picnic Site offering a 7 mile course with seven named hills and a 14 mile double lap option. Terrain can be muddy and wet and canicross waves are available.

Experience a historic trail race at Box Hill featuring significant elevation and panoramic views of the North Downs. This event offers a 10 km course on rough tracks with dedicated categories for men, women, and children.

Join the Penshurst Village Cross Country Run on Sunday 3 January 2027 for challenging 5 mile and canicross races over scenic local trails and open ground. Enjoy a friendly village atmosphere and a great day out for runners and their dogs.

Experience an iconic 43 mile ultra marathon journeying from the Buckinghamshire countryside to the heart of London. This season opener features scenic trails and historic canal paths with full GPS tracking and checkpoint support.

The Doughnut Dash is a flexible-distance run along a flat Thames riverside trail. Participants can run from a single lap to ultra marathon distances while enjoying doughnuts. All finishers receive a custom, neon-colored medal.

Experience the Hampshire countryside with a trail run starting from Sparsholt College. Choose between two distances featuring scenic views of Farley Mount and receive a finisher medal and goodies at the finish line.

Participate in The Slothful Run with distances ranging from 5k to a full marathon. This UKA affiliated event offers both in person and virtual entry options for runners worldwide.

The 7 Deadly Sins 7in7 is a seven-day off-road running challenge in Ross-on-Wye. You can run a chosen distance each day over a tough vineyard course within a 7-hour window. A virtual option also lets you earn unique themed medals by running..

The Proud Run offers a choice of distances on a tough, off-road looped course at Pengethley Manor, with a generous seven-hour time limit. It's part of a themed race series and is open to both in-person and virtual participants. All finisher..

Part of the 7 Deadly Sins series, The Lusty Run offers five distance choices on a tough off-road loop at Pengethley Manor. You have seven hours to complete your chosen race, or you can run virtually anytime in January. Free parking and refr..

The Angry Run is part of the "7 Deadly Sins" series, offering a flexible challenge. Choose your target distance from 5k to Ultra, all with a generous 7-hour time limit to complete a tough, off-road course at Pengethley Manor. A virtual run..

The Gluttonous Run is part of the 7 Deadly Sins series, held at Pengethley Manor. Runners choose their distance, from 5k to ultra, on a tough off-road course with a seven-hour time limit. A virtual run option is available throughout January..

The Greedy Run offers a choice of distances on a tough off-road course at Pengethley Manor, with a 7-hour time limit. It's part of a themed series with a virtual option available throughout January. Unique medals are awarded for paid entrie..

Choose your distance from 5k to Ultra on this scenic road course near Bury St Edmunds. Enjoy a rolling route through historic villages with aid stations and a bespoke finisher medal.