Trail Running calendar near Isle of Wight 2026-2027

Choose from three scenic routes ranging from 25 km to 50 km through the Chilterns and the Stonor valley starting in Marlow. This supported challenge includes snacks, a meal, and a commemorative badge for entries.

A flexible 6-hour timed run along the flat Jubilee River towpath. Run one 5.24-mile lap or see how many you can complete. The scenic route passes through countryside with views towards Windsor Castle.

Tackle iconic Box Hill on a trail running challenge in Surrey. Choose from 50k, 31k, or 21k distances on a clearly marked course with marshal support. Finish in the event village to collect your medal and post race goodies.

Explore the Chiltern Hills on this guided trail half marathon. Runners are grouped by ability and led by qualified Run Leaders, with a refreshment point and finisher's medal included. The event starts near Tring Station, just northwest of L..

Choose a scenic 10k or shorter 5k through the Chiltern Hills around Frieth, combining woodland paths and country roads. Expect rolling climbs and panoramic views for a rewarding, hilly challenge for road and trail runners.

The Titsey Trail 10k is a community running event held on Sunday, 11th October 2026. Organized by runners for runners, it raises funds for a variety of local charities.

The FOOBS Trail and Fun Runs return in October. Choose from a chip timed 10K, 6K, or a family friendly 2K fun run through the countryside near Old Basing. The event supports local schools through community fundraising.

Take on an ultra-distance trail run along the dramatic Jurassic Coast. Choose between a 102 km or 54 km route exploring the Isle of Purbeck, with fully marked courses and support outposts. The event is based at Burnbake Forest Lodges in Cor..

Experience a unique 100 mile trail race through Oxfordshire featuring four 25 mile spurs along the Thames Path and Ridgeway. This fast course offers a flat route with full medical support and 16 aid stations.

Event Overview The Gatliff Marathon is an annual challenge event offering walkers, joggers, and runners a choice of 25 km or 50 km distances. It takes place on rural footpaths and tracks in the Kent, Surrey, and Sussex countryside. The even..

Roughly 12K trail run on bridle paths and the Imber Range near the Westbury White Horse on 18 October 2026. Limited to 200 places so book early for a bespoke finisher medal and category prizes.

A trail event near Honiton on 18 October 2026 offering 10 km, 5 km and 3 km courses across muddy, hilly farmland with village hall race HQ, on site refreshments and route maps.

Keynsham Dandy is an off-road race on Sunday 18 October 2026 around Keynsham. The roughly 12.5 mile course starts at The New Inn and includes the revived Compton Dando route with a stream feature.

A trail race weekend at Bede's Prep School near Beachy Head offering Ultra, Marathon, Half Marathon and 10k distances. Runners note scenic views, steep hills, clear signage and strong marshal support.

A 47-mile point-to-point ultra along the Thames Path from Iffley to Henley-on-Thames. The course mixes riverside trails with road sections and is a UTMB index race. Support includes five aid stations, GPS tracking, and a baggage transfer.

A 5 mile timed, self-navigated night trail on 30 October 2026, run mostly through forest and downland. Fancy dress is encouraged with trophies and a post-run dessert for winners, and a tail runner will sweep the course.

Run a night trail through Alice Holt Forest on a 5 km loop system. Choose your distance from 5 km, 10 km, or 15 km on wide gravel tracks lit by head torches. After the run, warm up by a fire pit with some food.

A trail ultramarathon of about 36 miles around Maiden Newton, Dorset, with roughly 1,300 m of ascent, mostly off road and served by six aid stations. Navigation files and mandatory basic self-sufficiency kit are required.

Trail races in Wendover Woods, Buckinghamshire offer marathon, half marathon, 10k and a junior 1k on hilly forest trails with mixed terrain, onsite facilities and event medals and photos; there is a six hour cutoff.

Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.