Trail Running calendar near Henley-on-Thames 2025-2026

We have found 451 Trailruns within 80 miles of Henley-on-Thames. See below where and when you can find the races.

Tackle scenic bridleways and ancient woodland trails at The One in the Woods, Henley, with a half marathon, 10k and family Little Sprinters 1k. Enjoy a lively event village and a finisher medal to celebrate your run.

XTERRA Matterley brings off road duathlons and scenic trail runs to Matterley Basin, Hampshire on Feb 14 and 15 2026. Routes from 7K to a 21K half plus duathlon options, with a kids bike run for family fun.

Tackle the Purbeck Hill Challenge 2026, a one day navigation run across the Purbeck Hills and Jurassic Coast from Knoll Beach. Choose four distances, solo or pair, and tackle orienteering through wild coastal terrain.

Celebrate Valentine's Day with riverside laps along the scenic Thames at Xcel SPORTS HUB. Choose 5k to ultra, run as many laps as you like within a one hour start window and 7 hour limit, and earn a bespoke finisher medal.

The 'Rayne'ing Medals Anniversary Challenge is a running event celebrating six years of Hare & Tortoise Running, taking place on The Flitch Way in Rayne. Participants can choose from five entry options, including a marathon, 6-hour timed ev..

The Phoenix Running - Greater London will take place in Greater London on Sunday 15 February 2026. You can run between 3 and 28 miles.

The Phoenix Running - Southwater will take place in Southwater on Sunday 15 February 2026. You can run between 5 and 42 kilometers.

Run Brimscombe's canal towpath at the Back to the 80s timed event, choosing any mix of 2.62 mile laps to make 5k to ultra distances. Enjoy a relaxed one hour start window, seven hour limit and a bespoke finisher medal to mark your effort.

Join the Magna Carta Winter run on 21 February 2026 from Wraysbury Skiff & Punting Club, Egham, with 10K, half marathon and marathon options along scenic River Thames out and back routes. Well marked course, GPX files and a finisher medal.

Take on the scenic St Peters Way Ultra, a 42 mile trail from Chipping Ongar to the atmospheric Chapel of St Peter on the Wall. Expect rolling trails, sticky mud and a dramatic sea wall finish while supporting the chapel.

Run Bath's Two Tunnels, passing through Devonshire and Combe Down tunnels, with distances from 500 m up to 50 km plus relays. Support Sustrans and enjoy unique underground scenery and a lively festival atmosphere.

BigMud Trails EARTH at Queen Elizabeth Country Park is a scenic single lap through the Meon Valley with two tough climbs up Butser Hill. Choose 16 mile, marathon or 50 km distances, enjoy on course support and plant a tree instead of a meda..

Take on the Hadleigh Legacy 10k at Hadleigh Country Park on 22 Feb 2026, a single lap off road trail with hills, mud and lovely views. Enjoy race photos, a bespoke medal and prizes for top finishers.

Enjoy a crisp Winter Trail Run through Gatton Park with a scenic 5K loop or a 10K double lap, plus a Canicross race for runners with dogs. Fast, friendly and compact, the event includes a finish medal, refreshments and prebookable parking w..

Run the North Downs Ridge 50k, a scenic trail ultra from Denbies Wine Estate near Dorking. Enjoy rolling Surrey countryside, four aid stations, medical cover and a UTMB qualifier for runners after a classic long day on trails.

Ironwood Challenge is a scenic six mile trail through ancient woodland and hilly fields above Long Ashton, with mixed terrain and famously muddy sections. Chip timed, the race offers post run cake and supports Wellspring Counselling.

Join Dirt Run, a two round multi terrain series in Northamptonshire offering 5 km to 15 km options at Irchester Country Park on 18 Jan and Brigstock Country Park on 22 Feb. Expect trails, a notable hill and a custom finisher medal.

Join a guided 10 km trail run through Thursley National Nature Reserve, across open heath, pine wood and the boardwalk voted Britain's Favourite Path. Enjoy a friendly group pace with dusk and headtorch evenings, kit trials and a possible p..

Join the G3 Series at Newlands Corner, Guildford on Saturday 28 February 2026 for scenic 10 km and 15 km runs through Surrey countryside. Single entries and series bundles are available; register by 26 February.

Join a guided 30 mile South Downs Way ultra from Harting Down, ideal for first time ultra runners looking for a friendly, non competitive challenge. Savour rolling chalk hills, ancient yews at Kingley Vale and expert guided coaching along t..