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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
  • 6 charities
  • Sun 14 Sep
  • 6 charities
Edinburgh, UK

The Kiltwalk Edinburgh | Mighty Stride

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
  • 5 charities
  • Sun 14 Sep
  • 5 charities
Musselburgh, East Lothian, UK

The Kiltwalk Edinburgh | Big Stroll

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
By Wilderness Development Trek or Run: 25km, 50km, 75km, 100km or 100miles in 24 hours
  • Fri 19 Sep
  • Fri 19 Sep
Hope Valley, Derbyshire, UK

Peak District Challenge | Copper Challenge 25K

By Wilderness Development Trek or Run: 25km, 50km, 75km, 100km or 100miles in 24 hours

  • Enter online
  • GPS tracking
  • Flat
  • Age 18 & over
  • 75 km trail running
By Wilderness Development Trek or Run: 25km, 50km, 75km, 100km or 100miles in 24 hours
  • Fri 19 Sep
  • Fri 19 Sep
Hope Valley, Derbyshire, UK

Peak District Challenge | Gold Ultra 100K

By Wilderness Development Trek or Run: 25km, 50km, 75km, 100km or 100miles in 24 hours

  • Enter online
  • GPS tracking
  • Age 18 & over
  • 100 km trail running
By Wilderness Development Trek or Run: 25km, 50km, 75km, 100km or 100miles in 24 hours
  • Fri 19 Sep
  • Fri 19 Sep
Hope Valley, Derbyshire, UK

Peak District Challenge | 100 Miles Ultra

By Wilderness Development Trek or Run: 25km, 50km, 75km, 100km or 100miles in 24 hours

  • Enter online
  • GPS tracking
  • Age 21 & over
  • 100 miles trail running
Escape the city. Explore the trails. Run or walk a stunning trail marathon that starts from Bristol and heads into the stunning Cotswolds before finishing in the UNESCO World Heritage City of Bath.
  • Sat 27 Sep
  • £55
  • Sat 27 Sep
  • £55
Bristol, Somerset, UK

Trail Escape | Bristol-to-Bath | Marathon

Escape the city. Explore the trails. Run or walk a stunning trail marathon that starts from Bristol and heads into the stunning Cotswolds before finishing in the UNESCO World Heritage City of Bath.

  • Chip timing
  • Enter online
  • Undulating
  • Traffic free
  • Age 18 & over
  • 26.2 miles trail running
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
  • 14 charities
  • Sat 27 Sep
  • £89
  • 14 charities
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
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
  • £40
  • Sat 27 Sep
  • £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
  • £65
  • Sat 27 Sep
  • £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
GLOW up and join a 20km night walk through Birmingham with lights and glowsticks to mark World Mental Health Day, taking in the bright lights and iconic buildings for Mental Health UK.
  • Sat 27 Sep
  • £10
  • Sat 27 Sep
  • £10
Birmingham, West Midlands, UK

GLOW Night Walk | Birmingham

GLOW up and join a 20km night walk through Birmingham with lights and glowsticks to mark World Mental Health Day, taking in the bright lights and iconic buildings for Mental Health UK.

  • Families
  • Wheelchair users
  • Newcomers
  • Dogs allowed
  • Enter online
  • Fundraising required
  • Flat
  • Fancy dress
  • Urban
  • Public transport links
  • All ages
  • 20 km walking
  • Sat 6 Sep
Epsom, Surrey, UK

Surrey 5 Peaks Charity Hikeathon

  • 26 miles hiking

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