Trail Running calendar near Henley-on-Thames 2026-2027

A 100 mile trail race from Goring & Streatley using Thames Path and Ridgeway routes in four 25 mile out and back spurs. The event has 16 aid stations, full medical support, a 28 hour cut off and mandatory kit and qualifier requirements.

An annual 25 km and 50 km challenge walk, jog or run through footpaths and tracks in Kent, Surrey and Sussex on 17 October 2026. Entrants receive route files and have checkpoints, food and first aid included.

A guided 10 miles trail run around the Chilterns, following canals and reservoirs and passing Britain’s oldest post windmill. The event includes a run leader, trail technique instruction and a finisher’s medal.

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.

Keynsham Dandy is an off-road race on 18 October 2026 organised by Town and Country Harriers; the roughly 12.5 mile course starts in Keynsham and includes the revived Compton Dando route with a stream, with Race HQ at The New Inn.

Trail races at Bedgebury National Pinetum & Forest on 18 October 2026, offering a half marathon, 10k and junior race on traffic-free woodland trails. Route maps with GPX files are available; entries include a medal, photos and limited free..

An off‑road cross‑country race in Hardwick, Buckinghamshire, covering about 6 miles across varied terrain and water crossings. Entry is limited to 300 runners, with medals and category prizes including team awards.

A 10K trail run through the private grounds of Hole Park in Cranbrook, Kent on 18 October 2026, featuring parkland and woodland sections, timed results, official photography and bespoke finisher medals.

A multi-distance running festival in Palace Green, Ely offering way-marked out-and-back courses from 10k to an ultra with aid stations, timed results and a custom event medal. The ultra includes checkpoints and on-course support.

The Blackdown Hill Challenge on 18 October 2026 is a trail running event from Fernhurst Recreation Ground to the Temple of the Winds, featuring a 866 ft climb and wide views. A shorter adult trail of about 4.5 km is also 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.

Beachy Head Marathon Weekend runs multiple trail distances from a 10k to an ultra near Bede's Prep School in BN20 7XL on 24/10/2026. Runners comment on clear signage, friendly marshals, stocked aid stations and hilly coastal terrain.

A point to point 47 miles ultra along the Thames Path and Ridgeway from Iffley to Henley-on-Thames, mostly on trails, with five aid stations, mandatory kit checks, baggage transfer and live GPS tracking.

A Halloween series event at Pengethley Manor offering 5k, 10k, half, marathon and ultra distances on a tough offroad course with vineyard laps. Entrants have seven hours to finish and virtual participation is available.