Trail Running calendar near Kent 2025-2026

The Maverick Original Oxfordshire is a trail running event held at the historic Stonor Park near Henley-on-Thames, Oxfordshire. Set within the Chilterns Area of Outstanding Natural Beauty, the race offers three routes: 22 km (long), 12 km (middle), and 7 km (short), featuring challenging terrain wit..

The Riverside Marathon & Half Marathon, organized by Phoenix Running, takes place in Walton on Thames, Surrey, along the scenic River Thames towpath. This event features UK Athletics certified, accurately measured courses with no elevation gain, making it a flat and fast route ideal for runners seek..

The Surrey Hills Half Marathon is a scenic 13-mile guided trail run starting and finishing in Guildford, Surrey. The course showcases the natural beauty of the Surrey Hills, featuring landmarks such as St Martha's Church and hill, the village of Shere, and panoramic views from Newlands Corner and Ha..

Winter on the Downs is an ultra-running event featuring two single-loop races of 55 miles and 100 miles, set in the scenic trails of East and West Sussex. Starting and finishing in Eastbourne, participants will traverse iconic landscapes, including Beachy Head and the Seven Sisters. The 55-mile rout..

The Sussex Downs Trail Run takes place in the scenic South Downs National Park, starting at Plumpton Racecourse near Lewes, UK. Offering three distances—22km, 12km, and 9km—the event caters to various abilities, including newcomers. The course features a flat 3.5km tree-lined warm-up, followed by a..

The Hurtwood 50K, organized by Freedom Racing, is a popular late-season ultra running event held in the scenic Surrey Hills. This 50-kilometer trail ultra features a fully signed long-distance route with additional race signage, ensuring clear navigation. The course includes an out-and-back section..

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 Mince Pie 10 is a festive 10-mile race held in Peacehaven, East Sussex, organized by Seaford Striders. The multi-terrain course features about six miles of farm tracks and bridleways, with the remaining four miles on quiet roads, including a challenging hill around mile six. Participants can exp..

The Winter Downs 200 is a challenging 200-mile continuous trail run held in South East England, starting and finishing at Juniper Hall, Dorking. Scheduled for December 10-14, 2025, runners have up to 96 hours to complete a giant loop encompassing five major trails: North Downs Way, Vanguard Way, Sou..

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 Let it Stow Half Trail Marathon is a festive-themed 13.1-mile trail race held in Stowmarket, Suffolk, showcasing scenic views of the town and Mid-Suffolk countryside. The course features a mix of woodland, meadows, and quiet country lanes, with well-marked routes including arrows and hi-vis tape..

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 Christmas Canter is a festive running event held at the Suffolk Running Centre in Bury St Edmunds. Offering multiple distance options—5k, 10k, half marathon, full marathon, and ultra—the race features a mass start and a seven-hour cutoff. The course is entirely on road, passing through picturesq..

The Christmas Pudding Dash in Pett, near Hastings, East Sussex, is a festive multi-terrain cross country running event celebrating its 20th year. The main race covers approximately 4.2 miles on an undulating, muddy trail through farmland and woods, offering scenic countryside views. Alongside the 5-..

The Elves 11Ish Trail will take place in Maldon on Sunday 21 December 2025.

The Winter Wanderlust 50km is an ultra-trail race held in Kent, UK, starting at Detling Village Hall and finishing at Wye Village Hall. Covering 50 kilometers with approximately 1,000 meters of elevation gain, the course follows the scenic North Downs Way, featuring rolling hills, vineyards, ancient..

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 edition, the race features a scenic multi-terrain course covering 10 kilometers with 80% off-road paths, including lanes, footpaths, trails, wood..

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 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..