Trail Running calendar near Henley-on-Thames 2025-2026

We have found 376 Trailruns within 80 miles of Henley-on-Thames. See below where and when you can find the races.

The Plough and Harroween 5 Mile Night Trail Run is a unique running event scheduled for October 31, 2025. Participants are encouraged to don Halloween-themed fancy dress, with prizes for the best costumes and penalties for those who do not participate. The self-navigated course, primarily set in the..

November 2025

The Chiltern Ridge Winter 50K is an exciting trail running event set to take place on November 1, 2025. This race features a specially designed looped course that showcases the stunning landscapes of the Chilterns, including woodland trails and scenic views. Participants will navigate a marked route..

The Guided Run - Petersfield 10k will take place in Petersfield on Saturday 1 November 2025. You can run 10 kilometers.

The Wendover Woods Marathon, Half Marathon, and 10k is a scenic trail running event set in the picturesque Chiltern Hills, taking place in November. Participants can enjoy the stunning autumnal landscape while navigating a challenging, undulating course. The marathon consists of four laps, the half ..

Tunnel Vision is a unique running event in Market Harborough, featuring both a Night Run and a Dawn Run. Participants can choose to run a 5-mile out-and-back course that includes the atmospheric Oxendon Tunnel, which is illuminated for the occasion. The event caters to both experienced athletes and ..

The Druid's Challenge is a three-day ultra marathon event covering 134 kilometers (83 miles) along the historic Ridgeway in the UK. Participants will traverse beautiful hills and countryside, experiencing ancient landscapes and monuments. The event includes overnight accommodation, meals, and suppor..

Enigma Fireworks is a running event taking place on November 7th and 8th, 2025, at Caldecotte Lake in Milton Keynes. The event features both a marathon and a half marathon on each day, with participants completing scenic laps around the lake. Runners can expect a supportive environment with race bri..

The South Downs Trail Run is an exciting running event set in the picturesque South Downs National Park, starting from Goodwood. Participants can choose from three distances: 21km, 19km, and 12km, catering to various skill levels. The route features a mix of forest tracks, bridleways, and scenic tra..

The One by the Canal is a scenic trail running event that takes participants on a beautiful journey along the Grand Union Canal, starting in Cowley and finishing in Watford. This half marathon offers runners a chance to enjoy the natural surroundings while challenging themselves on an intricate cour..

The Dirt Half Challenge is a renowned half marathon trail race held in Leighton Buzzard, Bedfordshire. This award-winning event features a stunning course that begins in the historic town and includes a scenic route through Tiddenfoot Waterside Park, the Grand Union Canal towpath, and Rushmere Count..

The New Forest Central Trail Run is a scenic trail running event held in the picturesque New Forest National Park, renowned for its natural beauty. Starting from Roundhill Campsite, participants can choose from three distances: 22km, 17km, and 10km, all featuring well-maintained gravel paths that me..

The Centurion Wendover Woods 50 is a challenging 50-mile trail race set in the scenic Wendover Woods, featuring five 10-mile loops. The course combines enjoyable wide trails with steep ascents and descents, providing a rigorous test for participants. Runners will benefit from nine well-stocked aid s..

The Bath Skyline event features a fun and challenging 10km off-road running series set against the stunning backdrop of Bath's iconic skyline. Participants can choose between day and night races, with routes that include a mix of solid stone paths, woodland trails, and open meadows, offering breatht..

The Broadway Marathon & Half will take place in Broadway on Sunday 16 November 2025. You can run 26 miles.

UTMB Index

The Rugged Radnage 10K Run is a challenging mixed terrain race set in the picturesque Chiltern Hills near Radnage. Participants will navigate a course that includes roads, trails, and footpaths, featuring both ascents and descents. The event also offers a 5K option, which covers half of the 10K rout..

The Devil's Punchbowl 10k is a guided trail running event set in the scenic Devil's Punchbowl area in Hindhead, Surrey. This unique 10km run combines stunning natural beauty with a fun and challenging experience, perfect for both novice and experienced trail runners. Participants can enjoy breathtak..

The Kingston 10k is an exciting running event that takes place in Kingston, starting and finishing at the Kingston Hawker Centre. Participants will enjoy a scenic route through the streets of Kingston and along the river towpath. The event promotes community spirit and supports the Kingston Hospital..

The New Forest Stinger is an annual trail running event organized by the Totton Running Club, featuring a scenic 10-mile route through the beautiful New Forest. The race is designed to comply with Forestry regulations, ensuring participants run on approved trails. Each entry includes an exclusive me..

The Riverside Marathon & Half Marathon is a scenic running event taking place along the River Thames, featuring both marathon and half marathon distances. Participants can choose to complete either 4 laps for the half marathon or 8 laps for the marathon. The course is UKA certified and offers a flat..

The Serpent Trail Ultra Run is a 30-mile trail running event that showcases the scenic beauty of the Serpent Trail and the Sussex Border Path, starting and finishing in Haslemere, Surrey. This event is designed for both seasoned runners and those new to ultra running, providing a supportive group ex..