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

Tackle the scenic South Downs Way 50 km on 13 June 2026, a fully supported trail across the chalk ridge. Part of the World Trail Majors Short Series, it features four aid stations and a 9 hour cut off.

Take on the Cotswold Way Ultra Challenge from 13 to 14 June 2026, based in Cirencester, with routes from 10 km up to a 100 km loop through classic Cotswold trails. Fully supported with campsites, catering and a finisher medal and tee.

Scenic off road trail running around Bewl Water in Kent, with forest paths, open countryside and lake views. Choose 10km, Half Marathon, Marathon or 50km Ultra, starting and finishing at the Visitor Centre with chip timing and checkpoints.

Run 14 miles across the dramatic South Downs on 14 June 2026, featuring a stiff climb, chalk descents and muddy slippery sections. Trail shoes recommended; enjoy water on course, post run cake and a commemorative truckers cap.

Tackle scenic but hilly forest trails at the Wendover Woods Half Marathon and 10k on 14 June 2026, with a friendly junior run and on the day entries if available. Spectators can enjoy a cafe, forest walks and family activities.

Run across the iconic chalklands of Watership Down at the Hampshire Hoppit. Choose marathon, half marathon or 10K single loop trail courses and toast your finish with a real ale.

Take in Hertfordshire countryside from 3 Brewers Brewery on scenic, undulating off road trails with 10km or 5km options. Finishers get a medal and a pint, with live jazz, food and fundraising for local charity Earthworks.

Run the Robertsbridge Midsummer 10k or 5k on 19 June 2026 at Robertsbridge Rec Ground, a friendly community race over a scenic undulating multi terrain course. Finishers get bespoke medals and can refuel with a BBQ and post race bar.

Beyond London on 20 June 2026 offers 55 km and 25 km trail races along the Capital Ring through London parks. Expect scenic miles past Eltham Palace, Wimbledon Common and Richmond Park with aid stations and a Richmond finish.

Tackle the scenic Three Shires Way on Saturday 20 June 2026 with point to point trail races through ancient woodlands across Buckinghamshire, Bedfordshire and Northamptonshire. Choose a 50 mile ultra or marathon and finish with a loop aroun..

Take on the Phoenix Centaur 100 Mile Ultra at Denbies Wine Estate, a flatish 1 mile off road loop with multiple distance options across the weekend. Enjoy central aid, chip timing and a Centaur medal and buckle for 100 mile finishers.

Run a marathon or half marathon at Denbies Wine Estate on 20 June 2026, tackling a scenic off road loop through the vineyards. Choose attended or virtual entry, enjoy chip timing and a collectible community medal while places remain limited..

Race to the King on 20 June 2026 invites runners to explore the South Downs and Monarch's Way at West Dean Gardens, with coastal and castle views. Distances from 30 to 100 km include full support, food stops and a hot finish meal.

Take on the Malvern Midsummer Marathon across the iconic Malvern Hills with 27 mile and 15 mile routes featuring big climbs and ridge top views. Enjoy staffed checkpoints, a hot finish meal and the friendly LDWA atmosphere.

Join the Phoenix Hydra 75 Mile Ultra at Denbies Wine Estate in Dorking for a scenic 1 mile off road loop with chip timing and a staffed aid station. Distances run from 12 hour to 100 miles and all entrants receive a free memento.

Join a scenic trail half marathon across Dunstable Downs with sweeping ridge views, steep climbs and thrilling descents. Limited to 300 runners on 21 June 2026, this challenging 21.2 km course is perfect for elevation lovers.

The Midsummer Munro will take place in Walton on the Hill on Sunday 21 June 2026. You can run 13 miles.

Explore the War of the Worlds sandpits at Horsell Common on 21 June 2026 in the volunteer run Martian Race. With 21k, 10k, 5k and a 2k kids race, proceeds support local charities and the event pledges to protect the common.

Enjoy a scenic multi terrain 10km that starts and finishes at Twisted Tree Brewery on the Tusmore Estate, with a canicross option. Finishers get a medal and a beer or soft drink to enjoy at the brewery.

Celebrate the season finale at Cowdray Estate with scenic routes across polo lawns, Ambersham Common and views of the Cowdray Ruins and South Downs. Canicross options, a kids run and post race BBQ and bar make for a festive family finish.