Trail Running calendar near Henley-on-Thames 2026-2027
We have found 675 Trailruns within 80 miles of Henley-on-Thames. See below where and when you can find the races.
0 – 100∞ km
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Scenic 30 mile ultra along the River Stort and Lee navigation, run as a 15 mile out and back on mostly grassy trail and graded footpaths. Trophies for the first three men and the first three women and medals for all finishers.
Wight Lines is a mixed-terrain coastal run at Milford on Sea with views of the Isle of Wight and Sturt Pond Nature Reserve. Runners choose distances from 5K to ultra, complete 5.3 km laps, and receive a medal for one lap or more.
The Zombie Shuffle at Pengethley Manor offers 5k, 10k, half marathon, marathon and ultra options on a tough offroad course with a seven hour time limit. Virtual entries are available worldwide with medal options for paid entrants.
Pumpkin Plod at Ferry Meadows is a multi-hour lap event on a 5.3 km mixed-surface loop where runners complete as many laps as they choose. Aid is provided each lap and finishers receive an event medal.
Experience a timed anti clockwise loop around Canvey Island featuring sea wall paths and coastal trails. This self supported adventure includes a unique pub check point and follows the scenic King Charles III England Coast Path.
A five mile night trail run at The Plough and Harrow in Litlington on 30 October 2026, self navigated via GPX with a tail runner, timed results, Halloween fancy dress prizes and an age limit of 18 plus.
Single-loop 50K trail race in the Chilterns starting and finishing at Berkhamsted Cricket Club on 31 October 2026. The route uses The Ridgeway and Chiltern Way, has three aid stations, full marking and a nine hour time limit.
Experience a festive 6.66 km Halloween trail run starting and finishing at a local brewery in Chelmsford. Participants enjoy a costume focused event with medals and drinks for finishers in a social atmosphere.
A timed, lap-based run along the Itchen Way in Winchester with 2.62 mile loops, a seven hour limit, flexible start times, an aid station with vegan options, and a bespoke finisher's medal.
November 2026
Forest trail races at Wendover Woods on 1 November 2026 include marathon, half marathon, 10k and a junior run over a multi-lap 10 km course with varied, hilly terrain and on-site facilities for spectators.
A ten mile off road trail run in Stonehouse on 1st November 2026 featuring an uphill opening on Horsemarling Lane, muddy undulating trails, a finisher medal, and a 2 hours 30 minutes cutoff; canicross runners are welcome.
A 5 mile out and back Night and Dawn run in November that takes runners through the 422 metre Oxendon Tunnel with mood lighting. Entries are available for one or both races and finishers receive a medal.
Two days of marathon and half marathon races around Caldecotte Lake in Milton Keynes on 6 and 7 November 2026, with multi-lap clockwise courses, on-course water and toilets, enforced time limits, and bespoke finisher medals.
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.