Trail Running calendar near Chessington 2025-2026

The Robertsbridge Midsummer 10k & 5k is a popular community race held annually in East Sussex, returning in 2025. The event features multi-terrain, undulating courses suitable for all abilities, including a junior run. Participants can enjoy a friendly atmosphere with local support, volunteers, and..

The John Clarke Memorial Race will take place in London on Friday 20 June 2025.

The Longbridge 100 Backyard Ultra is an inaugural running event designed for both seasoned and novice runners. This last-man/woman-standing race requires participants to complete a 4.167-mile loop every hour until only one runner remains. The event promises excitement and camaraderie, with support f..

The Cotswold Way Ultra Challenge is a premier endurance event held in the scenic Cotswolds, starting and finishing at Cirencester basecamp. Participants can walk, jog, or run various distances including 100km, 75km, 50km, 25km, and a 10km option. The course features rolling hills, charming villages,..

The Centaur 100 Mile Ultra, hosted by Phoenix Running, is a unique off-road trail event held at Denbies Wine Estate in Dorking, Surrey. Featuring a flat-ish 1-mile loop course through scenic vineyard trails, it offers a challenging yet accessible ultra-distance experience. Runners can choose from mu..

The Phoenix Denbies Marathon & Half Marathon takes place at Denbies Wine Estate in Dorking, Surrey. This unique off-road trail event features a flat-ish, approximately 1-mile loop course through the scenic wine estate trails, with slight inclines and cambers. Runners can choose to complete either a..

Beyond Trails London is a trail running event offering two distances: a 25km trail and a 55km ultra, both taking place in Greater London. The routes follow the Capital Ring footpath, showcasing iconic landmarks such as Eltham Palace, Wimbledon Common, and Richmond Park, alongside hidden trails, park..

Race to the King is an ultramarathon event held at West Dean Gardens, featuring challenging courses along the South Downs Way and Monarch’s Way. Participants can choose from three options: the Coastal 50k, a flat and scenic loop around Chichester Harbour with 500m elevation; the Castle 50k, a more d..

The Oxford Greenbelt 10km is a scenic running event held in Oxfordshire, hosted at Brookes Sport, Oxford (OX2 9AT), home to the Harcourt Hill Parkrun. The 10k course is predominantly off-road and undulating, featuring a section of the Oxford Greenbelt Way, offering picturesque views of the countrysi..

The Woodland Trail is a charity running and walking event held at Berkhamsted Castle, Hertfordshire. Participants can choose between 5- or 10-mile routes that wind through beautiful woodland and countryside, featuring fields, pathways, and some challenging, undulating terrain. The event offers a wel..

The Three Shires Way Ultra & Marathon is a running event taking place on June 21, 2025, through the scenic rural landscapes of Bucks, Beds, and Northants. Participants can choose between a 50-mile ultra or a marathon, both suitable for various experience levels. The routes are well-marked along brid..

P24 - The Longest Attended Day is a unique endurance running event held at Denbies Wine Estate in Dorking, Surrey. Participants run one mile every hour on the hour for 24 consecutive hours, covering a total of 24 miles. The course is an off-road trail through the scenic wine estate, designed to be a..

The Greystones 10K Trail Run, organized by North Cotswolds Rotary in collaboration with Gloucestershire Wildlife Trust and Brio Retirement Living, takes place at Greystones Farm Nature Reserve in Bourton-on-the-Water. This scenic event features a mix of quiet country roads and undulating terrain, ma..

The Hawkhurst 10K & 5K is a community-focused running event held in the heart of Kent at The Moor, Hawkhurst. Featuring 10k and 5k distances alongside a free junior run, the race offers a multi-terrain course that includes fields, trails, and roads with undulating terrain. The event is family-friend..

The Dunstable Downs Half Marathon is a challenging off-road trail race held at the National Trust's Dunstable Downs estate in the Chiltern Hills, UK. Covering 21.2 km with over 450 meters of elevation, the course features rugged chalk ridge trails, ridgeline views, steep climbs, exhilarating descent..

The Alfriston 7km Trail Race is a scenic trail running event held in Alfriston, starting and finishing at The Old Chapel Centre. The course is a fully marked and marshalled 7km loop featuring picturesque views and notable local landmarks. The race is limited to 50 participants, ensuring an intimate..

Midsummer Murder is a challenging trail running event held in the stunning Hambleden Valley near Henley on Thames. Participants can choose between a 10-mile (10.4 miles) or a half marathon (14.3 miles) course, both featuring predominantly off-road terrain with significant elevation gains—426m for th..

The Triffic Trail is an annual running event held in the scenic Trent Country Park, Enfield, London. The race features a 10 km senior trail course that includes woodland paths, grassy fields, hills, and some fast tarmac sections, all within the park's picturesque grounds. The event welcomes a wide r..

The Out Of The Blue Battle 10k & 5k is a captivating twilight running event held at the picturesque Ashburnham Place in East Sussex. Celebrating its 10th anniversary, this race features both 10k and 5k courses that traverse the stunning 220-acre estate. Participants can also join a Junior Run, makin..

The Nonsuch Park Summer Series 2025 is the second of four evening orienteering events organized by MVOC, held in Cheam's Nonsuch Park. It offers a welcoming atmosphere for runners of all abilities, featuring a 60-minute score course using Waikato scoring rules for experienced participants and a simp..