Trail Running calendar near Henley-on-Thames 2026-2027
We have found 666 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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A guided 10-mile trail run through the Chilterns along canals, reservoirs and past Britain’s oldest post windmill; includes trail technique coaching and a finisher’s medal for 2026. On-site parking and a 15 minute walk from the station.
A lap-based timed run at Old Warden on a flat 5.3 km course with flexible distances, a 7 hour limit, and a no-medal lower cost option.
A roughly 12 km off road race on 18 October 2026 through bridle paths and the Imber Range, passing close to the Westbury White Horse. Limited to 200 places, the event offers gender and veteran prizes and a bespoke finisher medal.
A 12.5 miles autumn trail race from Keynsham with two stream crossings, water stations, canicross places and a finisher medal for every runner.
Woodland half marathon and 10k at Bedgebury National Pinetum in Kent on 18 October 2026, with traffic-free forest trails, downloadable GPX maps, medals, free photos and limited free parking.
An off road cross country race of about 6 miles across Manor House Farm in Hardwick village with varied terrain and water crossings. Entries are limited to 300 runners and a minimum age of 17 applies.
A *10 km* trail run through the private grounds of Hole Park, a historic estate near Cranbrook, Kent, on 18 October 2026. Entry is priced at £25 and the event includes timed results, finisher medals and official race photography.
Ely Tri Club Runfest on 18 October 2026 offers multiple distances from 10 km to a 66 km ultra. Routes are mostly flat and traffic free with course maps, on-course food and drink, and a few obstacles such as steps and stiles.
Timed multi-lap running at Buchan Country Park in Crawley with lap based distances from 5 km up to ultra, flexible start times and a seven hour time limit. Medal and lower cost no medal entry options are offered.
Seven consecutive offroad race days at Pengethley Manor from 19 to 25 October 2026 with a seven hour time limit each day and distances from 5k to ultra. Each day awards a unique Halloween themed medal and a virtual option is available.
An offroad Halloween race at Pengethley Manor offering 5k, 10k, half marathon, marathon and ultra distances with a seven hour time limit. In-person and virtual entries are available and paid verified finishes receive themed medals.
Part of a Halloween race series at Pengethley Manor, The Scary Scamper offers 5k, 10k, half, marathon and ultra options on a tough off road loop with a seven hour time limit and a virtual option worldwide.
Part of a Halloween series at Pengethley Manor, The Creepy Crawl offers 5k to ultra distances on an offroad, lap-based course with a seven hour time limit. Virtual entries and themed medals are available for paid participants.
A 5k night trail at Dunkertons Park in Cheltenham where runners use head torches to light the course. Open to ages 16 and over, with prizes for top three men and women and on-site refreshments and safety rules.
An offroad event at Pengethley Manor offering 5k, 10k, half, marathon and ultra distances with a seven hour time limit, on-course laps of 2.5k and themed medals; virtual participation and a charity entry option are available.
A Halloween series race at Pengethley Manor with 5k, 10k, half marathon, marathon and ultra options and a seven hour time limit. The offroad course runs inside the manor grounds and includes a hill and vineyard sections.