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

We have found 587 Trailruns within 80 miles of Henley-on-Thames. See below where and when you can find the races.

A women only trail event at Denbies Wine Estate in Surrey on 5 July 2026 offering 50K, 25K, 10K and a kids race. No cut offs and options for in person or virtual participation, with profits supporting the SheRACES mission.

Trail races of 5 or 10 miles through forest tracks and lakeside paths at Moors Valley Country Park on 5 July 2026. The event includes chip timing, feed stations, medical support, and on-site parking.

Marston Madness is a 6-hour endurance challenge on a scenic 5k loop. Run solo or with friends to see how many laps you can complete, with professional chip timing tracking your progress in a supportive atmosphere.

Experience a 6 mile trail run through the Bromsgrove countryside featuring woodland paths and rolling hills. Starting at Sanders Park, this off road adventure offers a scenic route with medals for all finishers.

Enjoy a guided 10km group trail run through the beautiful Thursley National Nature Reserve. This flat course features a famous boardwalk and is led by an experienced guide at a steady social pace.

Experience a multi terrain 5k run through the ancient woodland of Fermyn Woods Country Park near Corby. This chipped event welcomes runners of all abilities aged 11 and over with bespoke medals for all finishers.

A 6-hour timed run along the flat Jubilee River in Slough on July 9, 2026. Participants complete laps of 5.24 miles, choosing their own distance. Every finisher gets a medal.

Enjoy a sunset run through the beautiful woodlands and meadows of Coombe Abbey Park. This two lap trail race offers a firm course and a friendly atmosphere for a perfect Friday evening activity.

Enjoy a flexible midweek 7 hour time challenge along the scenic River Thames. Run any distance from 3km to an ultra marathon on a flat signed course with a great aid station and finishers medal.

Phoenix Fridays offers a flexible Friday run with a "rock up and go" start. Choose your distance on a flat, timed 5.3km loop along the Thames towpath. All finishers can pick from a selection of signature medals.

Experience a varied multi terrain race through the woods and fields of Wiltshire. Runners can choose between a 6 mile course and a 2 km junior race with local refreshments provided at the finish.

This 57-mile point-to-point ultramarathon follows the River Severn from Worcester to Stonehouse. Runners pass through several towns on a comparatively flat course. All finishers receive a bespoke medal and head visor.

Test your endurance in this 24 hour multi terrain event through the London area as a solo runner or in teams. Enjoy free camping and full site facilities while completing as many 5.75 mile laps as possible.

Follow Britains oldest trail through 5000 years of history on the Ridgeway. Choose between 50km or 100km distances and finish at the iconic Avebury Standing Stones with full medical and snack support.

UTMB Index

Experience an obstacle course featuring large scale inflatables in Southampton. Participants can choose between three different distances for a unique physical experience on this bouncy course.

Explore twelve local parishes through the Worcester countryside on circular off road routes ranging from 10 to 40 miles. Walk or run this waymarked event featuring regular checkpoints and a hot meal at the finish.

Explore the ancient woodlands and chalky ridges of the Chiltern Hills with five trail distances ranging from 8km to a 50km ultra. Enjoy a plastic free racing experience starting from the historic market town of Princes Risborough.

UTMB Index

This unique 50 km coastal trail run in Dorset features a fun challenge: try to finish before the runner designated as "the Ferry." The scenic out-and-back course passes landmarks like Old Harry Rocks and Corfe Castle. All participants recei..

Enjoy a flexible timed running event along the flat River Thames towpath. Choose your distance from 5km to an ultra marathon and earn a bespoke spinning medal on this fast riverside course.

Join a social guided trail run through the scenic Chiltern Hills led by expert instructors. This non competitive 10k event features technique coaching and group runs for all abilities starting from Aldbury.