Trail runs in Henley-on-Thames
Find trail runs near me in Henley-on-Thames for 2025/2026 - search by date or place, display on a map or use the advanced search to find your perfect race.
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Events near me
Click an event for full event details, location, route, sustainability, what's included and how to enter.

- Sun 14 Sep
- £39
- 16 charities
- Sun 14 Sep
- £39
- 16 charities
The Henley 10K
A fabulous 10km loop through Remenham countryside with a start and finish near Henley Bridge on Sunday morning. Take it on as a walk, jog or run and get your family and friends involved!
- Chip timing
- Enter online
- Flat
- Age 15 & over
- 10 km trail running

- Sat 27 Sep
- £139
- 13 charities
- Sat 27 Sep
- £139
- 13 charities
Chiltern 50 Ultra Challenge | Full 50km
The full 50K route of the Chiltern 50 Ultra Challenge starts from basecamp in Henley on a loop via Greys Court, the Ridgeway, Shakespeare's Way, The Chilterns and Hambleden Village to a party finish!
- Chip timing
- Enter online
- GPS tracking
- Undulating
- Age 18 & over
- 50 km trail running + 920 m ascent

- Sat 27 Sep
- £89
- 13 charities
- Sat 27 Sep
- £89
- 13 charities
Chiltern 50 Ultra Challenge | Henley 25km Loop
An exciting 25km loop as part of the Chiltern 50 Ultra Challenge from Henley Showground past the River Thames, Greys Court and the pretty Hambleden Village to a celebratory finish!
- Enter online
- GPS tracking
- Undulating
- Age 14 & over
- 25 km trail running + 500 m ascent

- Sat 27 Sep
- £39
- 14 charities
- Sat 27 Sep
- £39
- 14 charities
The Chiltern 10K
A beautiful 10km loop from the basecamp at Henley Showground exploring public footpaths and wonderful woodlands within the Culden Faw estate to be rewarded with a medal and glass of fizz!
- Enter online
- Undulating
- Age 15 & over
- 10 km trail running + 235 m ascent