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Trail runs in Oxfordshire in September 2025

Find trail runs near me in Oxfordshire in September 2025 - filter by date or location, display on a map or use the advanced search to find your perfect race.

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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!
  • Sun 14 Sep
  • £39
Henley-on-Thames, Oxfordshire, UK

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
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!
  • Sat 27 Sep
  • £139
Henley-on-Thames, Buckinghamshire, UK

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
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!
  • Sat 27 Sep
  • £89
Henley-on-Thames, Buckinghamshire, UK

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
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!
  • Sat 27 Sep
  • £39
Henley-on-Thames, Buckinghamshire, UK

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
  • Sun 28 Sep
Chipping Norton, Oxfordshire, UK

Wild Run Cotswolds | 10K

  • 10 km trail running
  • Sun 28 Sep
Chipping Norton, Oxfordshire, UK

Wild Run Cotswolds | Half Marathon

  • 21.1 km trail running
  • Sun 28 Sep
Chipping Norton, Oxfordshire, UK

Wild Run Cotswolds | Marathon

  • 42.2 km trail running
  • Sun 28 Sep
Chipping Norton, Oxfordshire, UK

Wild Run Cotswolds | 360 | 6-hour challenge

  • 6 hrs trail running

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