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Trail runs in Oxfordshire

Find trail runs near me in Oxfordshire for 2025/2026 - filter by date or location, display on a map or use the advanced search to find your perfect race.

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Select an event for photos, video, route, location, reviews, entry fees and how to enter.

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
This 47-mile point-to-point along England’s longest river is one of the most popular events in the British ultra running calendar, boasting an interesting route and top runner reviews.
  • Sat 25 Oct
  • £70
Oxford, Oxfordshire, UK

Thames Trail Ultra

This 47-mile point-to-point along England’s longest river is one of the most popular events in the British ultra running calendar, boasting an interesting route and top runner reviews.

  • Newcomers
  • Enter online
  • GPS tracking
  • Event village
  • Rural
  • Age 18 & over
  • 47 miles trail running + 913 ft ascent
Cross England’s longest river at the halfway mark before finishing with a triumphant climb towards the iconic Lattin Down Basecamp finish line.
  • Sat 11 Jul 2026
  • £85-£175
Watlington, Oxfordshire, UK

Race to the Stones | Day One | Thames Valley 50K

Cross England’s longest river at the halfway mark before finishing with a triumphant climb towards the iconic Lattin Down Basecamp finish line.

  • Chip timing
  • Enter online
  • GPS tracking
  • Undulating
  • Age 18 & over
  • 50 km trail running + 710 m ascent
Explore the Ridgeway, Britain’s oldest road, along a remarkably isolated and unspoilt corner of Southern England with sweeping chalk downs, ancient forests and the Avebury Standing Stones.
  • Sat 11 Jul 2026
  • £180
Watlington, Oxfordshire, UK

Race to the Stones | 100K Non-stop

Explore the Ridgeway, Britain’s oldest road, along a remarkably isolated and unspoilt corner of Southern England with sweeping chalk downs, ancient forests and the Avebury Standing Stones.

  • Chip timing
  • Enter online
  • GPS tracking
  • Undulating
  • Age 18 & over
  • 100 km trail running + 3704 ft ascent
Explore the Ridgeway, Britain’s oldest road, along a remarkably isolated and unspoilt corner of Southern England with sweeping chalk downs, ancient forests and the Avebury Standing Stones.
  • Sat 11 Jul 2026
  • £255
Watlington, Oxfordshire, UK

Race to the Stones | 100K Over Two Days

Explore the Ridgeway, Britain’s oldest road, along a remarkably isolated and unspoilt corner of Southern England with sweeping chalk downs, ancient forests and the Avebury Standing Stones.

  • Chip timing
  • Enter online
  • GPS tracking
  • Undulating
  • Age 18 & over
  • 100 km trail running + 3704 ft ascent
Explore the Ridgeway, Britain’s oldest road, along a remarkably isolated and unspoilt corner of Southern England with sweeping chalk downs, ancient forests and the Avebury Standing Stones.
  • Sat 11 Jul 2026
  • £165
Watlington, Oxfordshire, UK

Race to the Stones | 100K Two Days no camping

Explore the Ridgeway, Britain’s oldest road, along a remarkably isolated and unspoilt corner of Southern England with sweeping chalk downs, ancient forests and the Avebury Standing Stones.

  • Chip timing
  • Enter online
  • GPS tracking
  • Undulating
  • Age 18 & over
  • 100 km trail running + 3704 ft ascent
An ideal choice for your first ultramarathon. Enjoy dramatic views of the vale to your north before finishing at the iconic Avebury Standing Stones.
  • Sun 12 Jul 2026
  • £85-£175
Wantage, Oxfordshire, UK

Race to the Stones | Day Two | Ridgeline 50K

An ideal choice for your first ultramarathon. Enjoy dramatic views of the vale to your north before finishing at the iconic Avebury Standing Stones.

  • Chip timing
  • Enter online
  • GPS tracking
  • Undulating
  • Age 18 & over
  • 50 km trail running + 630 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
  • Sun 19 Oct
Henley-on-Thames, Oxfordshire, UK

Henley Half Marathon | Family Fun Run

  • 1 km trail running
  • Sat 29 Nov
Henley-on-Thames, Oxfordshire, UK

The Maverick Original Oxfordshire | Long

  • 22 km trail running + 511 m ascent
  • Sat 29 Nov
Henley-on-Thames, Oxfordshire, UK

The Maverick Original Oxfordshire | Middle

  • 13 km trail running + 360 m ascent
  • Sat 29 Nov
Henley-on-Thames, Oxfordshire, UK

The Maverick Original Oxfordshire | Short

  • 7 km trail running + 99 m ascent
  • Sat 29 Nov
Henley-on-Thames, Oxfordshire, UK

The Maverick Exposure Lights Dark Oxfordshire | Short

  • 7 km trail running + 100 m ascent
  • Sat 29 Nov
Henley-on-Thames, Oxfordshire, UK

The Maverick Exposure Lights Dark Oxfordshire | Middle

  • 13 km trail running + 361 m ascent
  • Sat 29 Nov
Henley-on-Thames, Oxfordshire, UK

The Maverick Exposure Lights Dark Oxfordshire | Long

  • 17 km trail running + 494 m ascent
  • Sun 8 Feb 2026
Henley-on-Thames, Buckinghamshire, UK

The One in the Woods | Henley | Little Sprinters 1K

  • 1 km trail running
  • Sun 8 Feb 2026
Henley-on-Thames, Buckinghamshire, UK

The One in the Woods | Henley | 10K

  • 10 km trail running
  • Sun 8 Feb 2026
Henley-on-Thames, Buckinghamshire, UK

The One in the Woods | Henley | Half Marathon

  • 13.1 miles trail running

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