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

We have found 582 Trailruns within 80 miles of Henley-on-Thames. See below where and when you can find the races.

Experience the beauty of ancient woodland at the Epping Forest Wildwood Trail Series. Choose between a 10K or half marathon distance through scenic trails featuring natural forest terrain and muddy paths.

A seasonal trail run series at Cowdray Estate offering 5 km, 10 km and 10 mile races across spring, summer, autumn and winter, with a summer evening event that includes a BBQ, bar and spot prizes.

Represent Leicestershire or Northamptonshire in this unique 28 mile ultra marathon along the flat and traffic free Brampton Valley Way featuring two historic tunnels.

Experience a scenic 10k trail race through the rolling Northamptonshire countryside and disused railway tracks. This eco friendly event features a fully marked circular route starting and finishing in Kings Cliffe.

Experience a unique 42km journey starting in the woodland trails of Stanmer Park and the South Downs before joining the road for a grand seaside finish at Hove Lawns.

UTMB Index

The Feisty Phoenix is a flexible timed running event in Bedfordshire. Run a 5.3km loop as many times as you like on a flat course through Mowsbury Park within seven hours. With a unique 'rock up and run' start window and a no-medal entry op..

Wild Horse South Wales 200 is a 200-mile trail ultramarathon through South Wales. The route links historic paths like Offa's Dyke and the Beacons Way, finishing at Worm's Head on the coast. This point-to-point adventure offers a multi-day c..

Explore Kingsbury Water Park's ponds and river on a flat, flexible course. Run as many 3.3-mile laps as you like within six hours. This event welcomes all paces, from a single lap to an ultra distance.

Join PHOENIX Fridays Run for a Tenner for a relaxed timed riverside run with flexible rock up and run starts supporting Rays of Sunshine. Choose distances from 5 km to ultra and earn a special medal on a flat towpath.

Set for April 2026, this trail challenge starts and finishes at Windsor Racecourse. Choose from 50km, 25km, or 10km loops through Great Park and along the Thames Path. With dedicated categories for walkers and runners, it offers full suppor..

UTMB Index

Race Overview The Chiltern Ridge Classic 50K is an ultra marathon traversing the ridgeline trails of the Chiltern Hills between Ivinghoe Beacon and Whiteleaf Hill. The race is a UTMB World Series Index Race. The current route is slightly lo..

UTMB Index

Experience a guided 18 mile adventure across the Malvern Hills ridge and surrounding woodlands. This social group run features over 1300m of elevation and stunning panoramic views at a non competitive pace.

Experience the rolling hills and lowland heath of the South Downs National Park with five trail distances ranging from 12km to 110km. All races start and finish at a vibrant event village on the historic Cowdray Estate.

UTMB Index

Test your endurance at Delapre Abbey with this Backyard Ultra format. Run 6.7 km loops every hour as a solo competitor, in a pair, or as part of a fixed eight loop challenge until only one runner remains.

The inaugural Essex County Fell Championships features a new 10km course with 450m of climb. This open-entry fell race offers county prizes for qualified Essex runners. Every finisher receives a free drink.

Enjoy a flat riverside run along the Thames with a flexible timed format. Choose your own distance from 5km to an ultra marathon on a scenic 5.3km out and back loop.

Test your endurance at Congo Stream with a four hour multi lap challenge. Run solo or in a team through wooded trails and historic trenches on a scenic three kilometer loop with a dedicated lap for kids.

Experience an undulating trail race through the scenic South Downs and Seaford seafront. This community event supports local charities and offers a bespoke medal and free race photos for all finishers.

Martley Madness is a 10-mile trail and country lane race through the Worcestershire countryside. The undulating route features woodland, Rodge Hill, and part of the Worcestershire Way. All finishers get a medal and celebratory cake at the f..

Experience an off road trail run in the scenic Findon Village with a unique horse racing theme. Choose from several distances including a 10km trail, a 5 mile run, and a kids event to support local causes.