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

We have found 376 Trailruns within 80 miles of Henley-on-Thames. See below where and when you can find the races.

Enjoy a guided 10 km trail run from Silent Pool through the North Downs and Netley Heath, passing Shere and scenic film locations. Group paced runs include sunset and headtorch nights with kit trials and a friendly finish.

Bewl Water Autumn is Hermes Running’s scenic bi-annual trail race around Bewl Water in Kent, starting near the Bewl Water Visitor Centre in Lamberhurst. Races are offered at four distances: 10km, half marathon (13.1 miles), marathon (26.5 m..

Thames Path Ultra Challenge (12-13 Sept 2026) The Thames Path Ultra Challenge runs along the Thames towpath from Putney Bridge / Fulham toward Henley-on-Thames, passing Richmond, Hampton Court, Runnymede, and Windsor. The event is scheduled..

Join a guided 30 mile trail ultra along the Jurassic Coast from Studland Bay to Old Harry Rocks. A group run led by an experienced coach, it traverses coastal ridges, Kimmeridge and Swanage for challenging climbs and stunning sea views.

The Farnham Pilgrim Marathon is a full marathon event held at The Sands Recreation Ground, opposite The Barley Mow Pub, Littleworth Road, Farnham, Surrey GU10. The listing highlights spectacular views, emphasizing the scenic nature of the r..

The Cotswold Half Way will take place in Chipping Campden on Saturday 19 September 2026.

UTMB Index

The Centurion Chiltern Wonderland 50 will take place in Goring on Saturday 19 September 2026. This trail is organized by Centurion Running.

UTMB Index

BigSky Trails concludes the Classic Element Trail Series, sending runners from Hyde Common across open plains and winding New Forest trails with wide horizon views. Choose 18 mile or marathon and take a bespoke medal or opt for a tree.

Event overview The Bradenham Blast takes place on Sunday 20th September 2026 and offers three trail distances: 5km 10km Half Marathon (21.1km) Routes run through beech woodland and across the Bradenham Estate in the Chiltern Hills, which..

Run the scenic Grantchester Charity Runs: choose a 10k or family friendly 3k across flat farmland near Cambridge, raising funds for Maggies and Addenbrookes Charitable Trust. Chip timing, medals and onsite refreshments.

October 2026

The South Downs 100 mile (Autumn Event) is a challenging single-loop trail race held in the scenic South Downs National Park, starting at Plumpton Racecourse in Lewes, East Sussex. Covering 100 miles with over 12,000 feet of elevation, the..

Join a guided 30 mile trail group run starting and finishing at St Martha's Hill, Guildford, through the scenic Surrey Hills and North Downs Way including Box Hill and Denbies Wine Estate. This is a social, non competitive run with route ad..

November 2026

Event overview The Windsor Trail Run takes place on Sunday 8 November 2026 at Alexandra Gardens, Windsor SL4. The event offers a trail half marathon and a 10K on mainly flat, off-road trails in royal Berkshire. Routes start and finish from..

Explore the scenic Devil's Punchbowl on a guided 10 km trail run around Hindhead, Surrey, with rolling hills and a friendly group pace. Sunset and headtorch sessions available, plus gear trials and a post run nonalcoholic beer.

Join a guided 30 mile trail run from Haslemere through ancient woodland, rare heath and the Temple of the Winds viewpoint over the South Downs. Led by an experienced ultra coach, this non competitive group run offers scenic but challenging..

December 2026

Join a guided trail run up Box Hill near Dorking, tackling 12.5 miles with roughly 1000 m of climbing across woodland and open fields. Expect technical sections, steady group pacing and friendly support from Running Adventures.