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Challenge walks in UK in September 2025

Find challenge walks near me in UK in September 2025 - search by date or place, display on a map or use the advanced search to find your perfect race.

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Get ready, Kiltwalkers! Experience the banter, fun, bagpipes, support and sheer emotion in Scotland's capital this year over a challenging 21 mile route.
  • Sun 14 Sep 2025
  • 5 charities
  • Sun 14 Sep 2025
  • 5 charities
Edinburgh, UK

The Kiltwalk Edinburgh | Mighty Stride charity places

Get ready, Kiltwalkers! Experience the banter, fun, bagpipes, support and sheer emotion in Scotland's capital this year over a challenging 21 mile route.

  • Enter online
  • Fundraising required
  • Undulating
  • Age 13 & over
  • 21 miles walking
Get ready, Kiltwalkers! Experience the banter, fun, bagpipes, support and sheer emotion in Scotland's capital this year over an achievable 11 mile route.
  • Sun 14 Sep 2025
  • 5 charities
  • Sun 14 Sep 2025
  • 5 charities
Musselburgh, East Lothian, UK

The Kiltwalk Edinburgh | Big Stroll charity places

Get ready, Kiltwalkers! Experience the banter, fun, bagpipes, support and sheer emotion in Scotland's capital this year over an achievable 11 mile route.

  • Enter online
  • Fundraising required
  • Undulating
  • Age 10 & over
  • 11 miles walking
The shorter 25km loop option of the Chiltern 50 Challenge from Henley Showground past the River Thames, Greys Court and the pretty Hambleden Village.
  • Sat 27 Sep 2025
  • 10 charities
  • Sat 27 Sep 2025
  • 10 charities
Henley-on-Thames, Buckinghamshire, UK

Chiltern 50 Ultra Challenge | Henley 25km Loop charity places

The shorter 25km loop option of the Chiltern 50 Challenge from Henley Showground past the River Thames, Greys Court and the pretty Hambleden Village.

  • Enter online
  • GPS tracking
  • Undulating
  • Age 14 & over
  • 25 km trail running + 500 m ascent
Escape the city. Explore the trails. Run or walk a stunning trail route that starts from Bristol and finishes in the centre of Bath alongside the marathon at the Bandstand in Royal Victoria Park.
  • Sat 27 Sep 2025
  • £40
  • Sat 27 Sep 2025
  • £40
Bristol, Gloucestershire, UK

Trail Escape | Bristol-to-Bath | 25km

Escape the city. Explore the trails. Run or walk a stunning trail route that starts from Bristol and finishes in the centre of Bath alongside the marathon at the Bandstand in Royal Victoria Park.

  • Chip timing
  • Enter online
  • Undulating
  • Traffic free
  • Age 18 & over
  • 25 km trail running
Celebrating the unique valleys of the Lake District which are part of the UNESCO World Heritage Site status, by linking them together with spectacular trail and ultra routes for you to enjoy!
  • Sat 27 Sep 2025
  • £45-£65
  • Sat 27 Sep 2025
  • £45-£65
Keswick, Cumbria, UK

2 Valleys Trail

Celebrating the unique valleys of the Lake District which are part of the UNESCO World Heritage Site status, by linking them together with spectacular trail and ultra routes for you to enjoy!

  • Enter online
  • GPS tracking
  • Age 17 & over
  • 22.4 km trail running + 477 m ascent

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