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Challenge walks in UK

Find challenge walks near me in UK 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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Click an event for full event details, location, route, sustainability, what's included and how to enter.

The epic fourth quarter option of the Thames Path Challenge starts in gorgeous Cookham and follows the meandering waterway to Henley-on-Thames, home of the regatta, to a fabulous celebration finish!
  • Wed 17 Sep
  • £89
  • 18 charities
  • Wed 17 Sep
  • £89
  • 18 charities
Maidenhead, Berkshire, UK

Thames Path Ultra Challenge | 4th Quarter

The epic fourth quarter option of the Thames Path Challenge starts in gorgeous Cookham and follows the meandering waterway to Henley-on-Thames, home of the regatta, to a fabulous celebration finish!

  • Chip timing
  • Enter online
  • Flat
  • Age 14 & over
  • 22 km trail running + 10 m ascent
Are you Trailwalker strong? As a team of four, trek 100km non-stop across the South Downs in under 30 hours.
  • Fri 19 - Sun 21 Sep
  • £65-£300
  • Fri 19 - Sun 21 Sep
  • £65-£300
Horndean, Hampshire, UK

Trailwalker

Are you Trailwalker strong? As a team of four, trek 100km non-stop across the South Downs in under 30 hours.

  • Newcomers
  • Enter online
  • GPS tracking
  • Fundraising required
  • Hilly
  • Event village
  • Park
  • Age 18 & over
  • 100 km trekking
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
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
  • 13 charities
  • Sat 27 Sep
  • £139
  • 13 charities
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
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
  • £75
  • Sat 27 Sep
  • £75
Bristol, Gloucestershire, 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 + 522 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
  • 13 charities
  • Sat 27 Sep
  • £89
  • 13 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
  • £50
  • Sat 27 Sep
  • £50
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 + 371 m ascent
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
GLOW up and join a 20km night walk through Edinburgh with lights and glowsticks to mark World Mental Health Day, taking in bright lights and iconic buildings for Mental Health UK.
  • Sat 4 Oct
  • £10
  • Sat 4 Oct
  • £10
Edinburgh, UK

GLOW Night walk | Edinburgh

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

  • Families
  • Newcomers
  • Dogs allowed
  • Enter online
  • Fundraising required
  • Undulating
  • Fancy dress
  • Urban
  • Park
  • Public transport links
  • All ages
  • 20 km walking
Walk 13 miles around iconic Windsor landmarks with stunning views of Windsor Castle, followed by a Finish Festival to celebrate your huge achievement and receive your medal.
  • Sun 5 Oct
  • £30
  • Sun 5 Oct
  • £30
Windsor, Berkshire, UK

The Palace Walk

Walk 13 miles around iconic Windsor landmarks with stunning views of Windsor Castle, followed by a Finish Festival to celebrate your huge achievement and receive your medal.

  • Chip timing
  • Enter online
  • GPS tracking
  • Fundraising required
  • Age 14 & over
  • 13 miles walking
Set in an Area of Outstanding Natural Beauty offering dramatic views, vibrant communities, a rich historic heritage, and diverse wildlife and habitats – featuring the North Downs Way National Trail.
  • Sat 11 Oct
  • £139
  • 6 charities
  • Sat 11 Oct
  • £139
  • 6 charities
Maidstone, Kent, UK

Kent Downs 50 Ultra Challenge | 50km

Set in an Area of Outstanding Natural Beauty offering dramatic views, vibrant communities, a rich historic heritage, and diverse wildlife and habitats – featuring the North Downs Way National Trail.

  • Chip timing
  • Enter online
  • GPS tracking
  • Undulating
  • Age 16 & over
  • 50 km trail running + 1000 m ascent
The 25km loop sits within the 50km loop and splits off at the picturesque village of Aylesford - one of the River Medway’s hidden jewels heading east on Augustine Camino to Detling via Boxley.
  • Sat 11 Oct
  • £89
  • 6 charities
  • Sat 11 Oct
  • £89
  • 6 charities
Maidstone, Kent, UK

Kent Downs 50 Ultra Challenge | 25km

The 25km loop sits within the 50km loop and splits off at the picturesque village of Aylesford - one of the River Medway’s hidden jewels heading east on Augustine Camino to Detling via Boxley.

  • Enter online
  • GPS tracking
  • Undulating
  • Age 14 & over
  • 25 km trail running + 450 m ascent
GLOW up and join a 20km night walk through London with lights and glowsticks to mark World Mental Health Day, taking in the bright lights and iconic buildings for Mental Health UK.
  • Sat 11 Oct
  • £10
  • Sat 11 Oct
  • £10
London, UK

GLOW Night Walk | London

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

  • Families
  • Newcomers
  • Dogs allowed
  • Enter online
  • Fundraising required
  • Flat
  • Fancy dress
  • Urban
  • Park
  • Public transport links
  • All ages
  • 20 km walking
Why not risk a hair-raising hike around some of the city’s scary streets and historic haunts? Choose your distance, gather your bravest guys and ghouls to make up a team or go it alone.
  • Sat 25 Oct
  • £89
  • Sat 25 Oct
  • £89
London, UK

London Halloween Walk | 25km

Why not risk a hair-raising hike around some of the city’s scary streets and historic haunts? Choose your distance, gather your bravest guys and ghouls to make up a team or go it alone.

  • Enter online
  • Flat
  • Age 14 & over
  • 25 km walking
  • Sat 26 Apr
Bath, Somerset, UK

The Bath Beat | 12.5 Mile Walk

  • 12.5 miles walking
  • Sat 26 Apr
Bath, Somerset, UK

The Bath Beat | 17 Mile Walk

  • 17 miles walking
  • Sat 26 Apr
Bath, Somerset, UK

The Bath Beat | 21 Mile Walk

  • 21 miles walking
  • Sat 26 Apr
Bath, Somerset, UK

The Bath Beat | 26.5 Mile Walk

  • 26.5 miles walking
  • Sat 26 Apr
Newcastle upon Tyne, Tyne and Wear, UK

Beyond Newcastle | 25K

  • 25 km trail running
  • Sun 27 Apr
Haltwhistle, Northumberland, UK

Haltwhistle Walking Festival | The Leg Stretcher

  • 22 miles walking
  • Sat 3 - Mon 5 May
Wigton, Lake District National Park, UK

Hadrians Wall Challenge

  • 3 days trekking
  • Sun 4 May
Belfast, County Antrim, UK

Moy Park Belfast City Marathon Events | 8 Mile Walk

  • 8 miles walking

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