Trail Running Calendar South East (England) 2025-2026

The High Weald Challenge is a scenic outdoor event held at Stonegate Village Hall in the picturesque countryside around Burwash and Robertsbridge, UK. Participants can choose from three new routes of 30, 22, or 16 miles, all starting and finishing at Stonegate. The courses feature beautiful rural la..

The Serpent Trail is a scenic trail running event held in the South Downs National Park, Hampshire, UK, known for its breathtaking and unique countryside. It offers five distances: 100km, 75km, 50km, 20km, and 10km, catering to a range of runners and walkers. The courses feature mostly flat terrain..

The Chiltern Ridge Half Marathon is a challenging and scenic trail running event held in Buckinghamshire along The Ridgeway National Trail. Starting and finishing in Wendover, the 21.1 km (half marathon) course features an undulating forest loop through Whiteleaf Hill Nature Reserve, with a total el..

The Bewl 15 Mile & 5 Mile is a scenic and challenging trail running event held at Bewl Water in Sussex, organized by Wadhurst Runners. Celebrating its 25th anniversary, the race features multi-terrain routes including quiet country lanes and lakeside paths, offering stunning views and a vibrant comm..

Race to the Stones is the UK's largest ultramarathon, held along the ancient Ridgeway trail from Lewknor to the 5,000-year-old Avebury Standing Stones, a UNESCO World Heritage site. Covering 100 kilometers with 1,340 meters of elevation, the event offers a non-stop challenge or a two-day option with..

The Mote Park Summer Series is an orienteering event held at Mote Park, Maidstone, featuring two 60-minute score courses: a Long Score for experienced orienteers with 25 checkpoints and an Odd/Even switching system, and a Short Score designed for beginners and families with 25 controls to visit in a..

The North Downs 50 Ultra Challenge is a premier endurance event held in the Surrey Hills, starting and finishing at the Guildford basecamp. Participants can walk, jog, or run on looped routes of 50km, 25km, or 10km, featuring scenic trails along the North Downs Way with stunning southern views. The..

The Thackray Williams Sevenoaks 7 is a celebrated 7-mile trail race held annually in the scenic Knole Park, Sevenoaks, Kent. Marking its 30th edition in 2025, the course features challenging hills, multi-terrain paths, and picturesque woodland trails, offering an exhilarating experience for runners..

The Surrey Hills 10km is a guided trail run set in the picturesque Surrey Hills Area of Natural Beauty near Guildford, UK. The 10km route starts with a climb up St Martha's Hill, offering panoramic views from the hilltop church, then continues to Newlands Corner with stunning vistas over Surrey’s ro..

The Hughenden Valley Half Marathon is a scenic trail running event held at the National Trust's Hughenden Manor and surrounding woodlands in the UK. Covering 21.1 km with over 450 meters of elevation, the course features woodland trails and challenging hills, offering a mix of ups and downs without..

The Maverick X Series Chilterns 2025 is a trail running event held at the historic Stonor Park estate near Henley-on-Thames, Oxfordshire. Set within the Chilterns Area of Outstanding Natural Beauty, the race offers four challenging routes ranging from 12 km to an ultra 52 km, featuring significant e..

The Pewsey Vale Ultra is an exciting new running event featuring a challenging 125km loop through the picturesque Wiltshire countryside, following the Pewsey Vale Circular walk route. Participants will experience a total ascent of 1902m, with the course well-marked and supported by checkpoints every..

The Humanity Direct Chiltern Challenge is a one-day ultra running event held in the scenic Chiltern Hills, starting and finishing at Princes Risborough School in the South East of England. Participants can choose from three distances: 10km, 25km, or 50km, with ascent gains ranging from 258 to 871 me..

The FREE Backyard Ultra Taster Session is a casual, guided group run held at Vigo Rugby Club in Meopham, UK. Participants can experience the Backyard Ultra format by running one or both of the official Day Yard and Night Yard loops, each 4.1 miles long, used in the Kent Backyard Ultra Series. Runner..

The Hughenden Valley 10K is a popular trail running event held around the National Trust's Hughenden Manor estate near High Wycombe. The 10-kilometer course features a hilly terrain with over 195 meters of elevation gain, winding through beautiful woodland and rural trails in Hughenden Valley. The r..

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 through stunning, undulating forest trails with picturesque scenery. The event emphasizes sustaina..

Bright Skies Surrey Hills is a daytime trail running event held at Denbies Wine Estate in Dorking, UK. It offers marathon, half marathon, and 10K distances, including canicross races, plus 1K and 2K kids’ races for ages 3-12. The course features an undulating route through Surrey’s rolling, muddy hi..

BigHeat Trails (FIRE) is the third event in the Classic Element Trail Series, held at Rother College in Midhurst, Surrey. Inspired by the element of fire, this trail running event offers two challenging single-lap distances: a marathon and a 16-mile run. The course features winding dusty tracks, sun..

The Valley Park Tour of the Woods is a 10 km trail race held in the scenic Valley Park Woodlands in Chandler's Ford, Hampshire. Organized by Chandler's Ford Swifts Running Club, the race is uniquely divided into five stages ranging from 500 meters to 3 km, with recovery breaks between each that do n..

The Surrey Slog, also known as the Holmbury Hill Challenge, is a challenging trail running event held in the scenic Surrey Hills near Peaslake. The race features a hilly, undulating multi-loop cross-country course primarily on tracks around Holmbury Hill, with well-marked routes and marshalled key p..