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

We have found 472 Trailruns within 80 miles of Henley-on-Thames. See below where and when you can find the races.

Join Thames Meander Spring on 8 March 2026 for a flat, scenic riverside run from Barnes with 10 km, half and full marathon options. The route is marked and marshalled with stocked checkpoints and medical cover for a smooth race day.

A set of trail events across the South Downs near Steyning, featuring marathon, 30k and half marathon distances with UTMB Index registration, GPX routes and on-course drinks stations. Entry includes a medal, breakfast and photo download.

UTMB Index

A multi-distance running event at the Larmer Tree Gardens on the Rushmore Estate in Dorset. Races range from a 1 mile fun run to a marathon, including a 10 km Canicross, and all finishers receive a full-colour 10 cm medal.

Join a scenic 10 km from Heathside Sports Ground along the River Darent through fields and village lanes around South Darenth and Horton Kirby. Friendly marshalled route with a medal and refreshments for finishers.

A self navigation trail event at The Smugglers Den in Hullbridge on 8 March 2026 offering approx 10 and 6.3 mile routes. Entries include a £4 bar voucher and the race is held under UK Athletics rules; dogs are not permitted.

A 50 km trail ultra across the Chilterns in two 25 km loops, starting and finishing at Stonor Park. The route rises about 4000 ft, is marked throughout, has five aid stations and full medical support, and uses a nine hour cut off.

UTMB Index

Run the stunning Jurassic Coast from Swanage seafront to the ruins of Corfe Castle with options from 10.5 km to 21 km along chalk paths and sandy tracks and sea views. Chip timing, medal and on course refreshment make it a memorable day.

A trail running event at Matterley Basin, Winchester on 14 March 2026 offering three routes from 5 km to 24 km across South Downs trails, with outposts, free parking and a reusable cup policy.

Three new waymarked routes around the North Downs and Greensand Ridge near Sevenoaks on 15 March 2026 with indoor checkpoints and food at the finish. The event has a 225 place limit and is currently operating a waiting list.

Take on Phoenix Running's Octopus Run on 15 March 2026 at Walton on Thames for a scenic towpath challenge along the River Thames, with distances from 5 km to ultra and flexible start times. Finish your effort and collect a bespoke finishers..

Join the Pendock Spring Chicken Run on 15 March 2026 for scenic Worcestershire routes with 10K, 5K and a 1K fun run for all ages. Enjoy medals, prizes and help raise funds for the local school.

Join Gratitude 25KM 2026 in Broxbourne for a rewarding 25 km run on 21 March 2026. Ticketed entry and a welcoming atmosphere make it ideal for runners looking for a spring challenge.

Take on fields and trails at Hyde Hall Farm on 21 March 2026 with options from 10k to ultra marathon, lap based routes for all abilities. Friendly farm atmosphere, water station and bespoke medals make this a memorable spring challenge.

Winter's End is a point to point 50 mile trail ultramarathon on the South Downs Way from Arundel to Winchester, 21 March 2026. Enjoy chalk ridges, ancient woodlands and Old Winchester Hill, with marked course, aid stations and marathon opti..

Guided 13 mile trail run from St Martha's Hill through the Surrey Hills and parts of the North Downs Way, including Shere and Newlands Corner. Not a race, this social group run is paced at around 10 min per mile and may finish with an alcoh..

Discover scenic trails at Stansted House on Saturday 21 March 2026, with options from 9.4 km hikes to 21 km trail runs suitable for all abilities. Finishers receive a metal medal, a finisher's gift and a drink, with timing by UK Running Eve..

Bratton Hilly 11K on 21 March 2026 invites runners to tackle a scenic multi terrain course with challenging climbs and panoramic views around Bratton, Wiltshire. Places limited to 200 and all finishers receive a medal.

Run or walk the scenic North Downs Way in Surrey with Y2Y, choosing 26.2 mile or 14 mile routes that finish at YMCA East Surrey, Redhill. Waymarked routes, support stops, GPS files and finish showers, all raising funds for YMCA East Surrey.

Take on the Forest of Dean Spring Trails Half Marathon, a scenic way marked trail loop through ancient woodland starting and finishing at the Speech House Hotel. Organised by the local Rotary Club, it is chip timed and supports charity.

Explore flat, well kept trails around Windsor Castle with 10K and half marathon options plus a RunThrough Foundation place. Chip timed racing, free photos and post race food and an event village make it a great day out.