Trail Running calendar near Upper Woolhampton 2025-2026

We have found 386 Trailruns within 80 miles of Upper Woolhampton. See below where and when you can find the races.

The Hurtwood 50K, organized by Freedom Racing, is a renowned trail ultra event set in the picturesque Surrey Hills. This long-distance race features a fully marked route with additional signage, ensuring participants can navigate easily. The event includes regular checkpoints offering food and drink..

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The ATW Grafham Water - Trail & Canicross is a scenic 10-mile trail running event set around the picturesque Grafham Water in Cambridgeshire. Participants will enjoy a route that begins on the iconic dam and winds through beautiful trails, including a Woodland Nature Reserve and Sanctuary Bay. The e..

The New Forest Xmas Trails is a festive trail running event hosted by BigFeat Events, set in the picturesque New Forest National Park. Participants can choose from four distances: 15K, 30K, Marathon, and 50K, all on challenging yet runnable off-road courses. The event begins at Holmesly Campsite, of..

The Winter Downs 200 is a challenging 200-mile continuous trail run held in South East England, starting and finishing at Juniper Hall in Dorking. Scheduled for December 10-14, 2025, the race forms a large loop incorporating five major trails: North Downs Way, Vanguard Way, South Downs Way, Wayfarer..

The Salcey Forest Christmas 10K, 5K, and Junior Fun Run is a festive trail running event held in Salcey Forest, Northamptonshire. Set amidst beautiful, tree-lined woodland trails, the course features mixed terrain that is virtually flat but can be muddy, making it suitable for both novice and experi..

The Mince Pi Run - Races of 2 Decimal Places is a unique running event held at Shalford Park, Guildford, featuring distances from 3.14 to 31.4 miles, corresponding to 1 to 10 laps of a scenic, mostly flat off-road course with a few hills. There is also a Pi marathon option and a 1-mile fun run shape..

The The Chelmsford Brew Co 12k's of Christmas will take place in Chelmsford on Saturday 20 December 2025. You can run 12 kilometers.

The Winter Wanderlust 50km is an exhilarating ultra-trail race set against the stunning winter landscape of Kent. Participants will embark on a scenic journey from Detling to Wye, traversing the North Downs Way, with a mix of challenging climbs and breathtaking views. The event features well-stocked..

The Slow and Dirty is a festive-themed 19-kilometer trail race held in Sturminster Newton, Dorset, following a level, hard-surfaced route along a former railway line known historically as the "Slow and Dirty" due to its slow trains. The course offers scenic views along the River Stour valley, passin..

The Festive Friston Forest Night Trail Run is a 5-mile self-navigated night trail run held in the scenic countryside of Friston Forest and downlands near Litlington, East Sussex. Participants follow a Strava GPX route, aided by a written narrative and a tail runner for support. The event starts and..

The Winter Woolly 10km is a popular trail running event held annually on December 24th at Elstree School in Upper Woolhampton, Berkshire. Now in its sixth year, the race features a scenic multi-terrain course covering 10 kilometers with 80% off-road paths, including lanes, footpaths, trails, woodlan..

The Die Hard Christmas Marathon and Half Marathon is a festive running event taking place on December 24, 2025, at Caldecotte Lake in Milton Keynes. Participants can choose between a full marathon, consisting of 7.5 scenic laps, or a half marathon with 3.5 laps. The event features a supportive atmos..

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..

January 2026

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, set in the scenic surroundings of Box Hill and Denbies Vineyard, offers a unique experience for runners, including a k..

The East Hanningfield Trail Marathon is a challenging off-road race held around the village of Danbury, starting and finishing at East Hanningfield Village Hall. The 26.2-mile circular course is approximately 95% off-road, featuring diverse terrain and navigated using written instructions rather tha..

Dark Skies Surrey Hills is an exhilarating night trail running event set in the picturesque Surrey Hills, featuring races of 10 miles, 10K, 5K, as well as Canix and children's races for ages 3-11. Participants navigate through enchanting woodlands under the stars, illuminated by headlamps, making fo..

The Country to Capital Ultra is a renowned 43-mile ultra marathon starting in Wendover and finishing at Little Venice, London. As the official opener of the UK ultra running season, it attracts runners worldwide to tackle a scenic and challenging course that includes Buckinghamshire countryside, cro..

The Fitstuff G3 Series No.1 is a trail running event held at Newlands Corner, Drove Road, Guildford, Surrey. Participants can choose between 10km and 15km distances, with options to enter multiple races as part of bundled packages. The event features a scenic trail course starting from Newlands Corn..

The Northampton 10K is a well-organized running event held at Northampton Racecourse Park, featuring a 2.2 km start followed by three laps around the racecourse. The course is accurately measured and takes place on pathway terrain, offering water stations and first aid support. Participants receive..

The Ashdown Forest 10 & 5 Mile Series is an eco-friendly trail running event held at Pippingford Park Manor in East Sussex. This two-race series offers runners the choice of 10-mile or 5-mile distances across undulating, multi-terrain courses set within the scenic Ashdown Forest. The event emphasize..