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Challenge walks in UK

Find challenge walks near me in UK 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.

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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
  • Entries closed
  • Sun 14 Sep
  • Entries closed
Musselburgh, East Lothian, UK

The Kiltwalk Edinburgh | Big Stroll

Secure your charity place in the KiltWalk Edinburgh Big Stroll today. Walk for charity and experience the banter and bagpipes while supporting Scottish charities. Find a cause and join their team!

  • Enter online
  • Fundraising required
  • Undulating
  • Age 10 & over
  • 11 miles walking
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
  • Wed 17 Sep
  • £89
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
Entries close soon
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
  • £75-£300
  • Entries close soon
  • Fri 19 - Sun 21 Sep
  • £75-£300
  • Entries close soon
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
Not to be underestimated, the Silver Challenge follows the easiest and flattest routes between eight checkpoints but covers a long distance. For determined and experienced walkers and runners.
  • Fri 19 Sep
  • £75
  • Fri 19 Sep
  • £75
Hope Valley, Derbyshire, UK

Peak District Challenge | Silver Challenge 75K

Not to be underestimated, the Silver Challenge follows the easiest and flattest routes between eight checkpoints but covers a long distance. For determined and experienced walkers and runners.

  • Enter online
  • GPS tracking
  • Hilly
  • Age 18 & over
  • 75 km trail running + 2235 m ascent
A hilly and challenging route showcasing the best of the Peak District for those who can maintain 4kph over 24 hours. Night navigation experience is essential.
  • Fri 19 Sep
  • £80
  • Fri 19 Sep
  • £80
Hope Valley, Derbyshire, UK

Peak District Challenge | Gold Ultra 100K

A hilly and challenging route showcasing the best of the Peak District for those who can maintain 4kph over 24 hours. Night navigation experience is essential.

  • Enter online
  • GPS tracking
  • Hilly
  • Age 20 & over
  • 100 km trail running + 3300 m ascent
Set off 9pm Friday; get back by 9pm Saturday. Navigate 100 miles through the night via set checkpoints over hilly and challenging terrain and maintain 7kph throughout.
  • Fri 19 Sep
  • £99
  • Fri 19 Sep
  • £99
Hope Valley, Derbyshire, UK

Peak District Challenge | 100 Miles Ultra

Set off 9pm Friday; get back by 9pm Saturday. Navigate 100 miles through the night via set checkpoints over hilly and challenging terrain and maintain 7kph throughout.

  • Enter online
  • GPS tracking
  • Hilly
  • Age 20 & over
  • 100 miles trail running + 4800 m ascent
Take in the valleys of the dark peak and the scenic trails of the white peak and reach the highest point at 464m, with a 12-hour target time which is generous for runners and a brisk pace for hikers.
  • Sat 20 Sep
  • £60
  • Sat 20 Sep
  • £60
Hope Valley, Derbyshire, UK

Peak District Challenge | Bronze Challenge 50K

Take in the valleys of the dark peak and the scenic trails of the white peak and reach the highest point at 464m, with a 12-hour target time which is generous for runners and a brisk pace for hikers.

  • Enter online
  • GPS tracking
  • Hilly
  • Age 16 & over
  • 50 km trail running + 1140 m ascent
An achievable challenge following a circular route from Hathersage to Baslow along riverside paths and back via a hillier crossing of Curbar and Frogatt edges with some of the best views of The Peaks!
  • Sat 20 Sep
  • £55
  • Sat 20 Sep
  • £55
Hope Valley, Derbyshire, UK

Peak District Challenge | Copper Challenge 25K

An achievable challenge following a circular route from Hathersage to Baslow along riverside paths and back via a hillier crossing of Curbar and Frogatt edges with some of the best views of The Peaks!

  • Enter online
  • GPS tracking
  • Hilly
  • Age 12 & over
  • 25 km trail running + 577 m ascent
Take on a challenge and join Macmillan at the South Coast Mighty Hike - where you’ll explore the stunning South Downs Way and take in spectacular coastal views to support people living with cancer.
  • Sat 27 Sep
  • £25
  • Sat 27 Sep
  • £25
Brighton, East Sussex, UK

Mighty Hikes | South Coast | Marathon

Take on a challenge and join Macmillan at the South Coast Mighty Hike - where you’ll explore the stunning South Downs Way and take in spectacular coastal views to support people living with cancer.

  • Enter online
  • Fundraising required
  • Hilly
  • Age 14 & over
  • 26.2 miles hiking + 964.73 m ascent
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
  • 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
Take on a challenge and join Macmillan at the South Coast Mighty Hike - where you’ll explore the stunning South Downs Way and take in spectacular coastal views to support people living with cancer.
  • Sat 27 Sep
  • £20
  • Sat 27 Sep
  • £20
Polegate, East Sussex, UK

Mighty Hikes | South Coast | Half Marathon

Take on a challenge and join Macmillan at the South Coast Mighty Hike - where you’ll explore the stunning South Downs Way and take in spectacular coastal views to support people living with cancer.

  • Enter online
  • Fundraising required
  • Hilly
  • Age 14 & over
  • 13 miles hiking + 481.14 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
  • 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
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 + 500 m ascent
You will step onto Scotland’s most storied battlefields, where warriors once fought for freedom, embarking on an epic journey through history, treading in the footsteps of legends. Are you ready?
  • Sat 11 Oct
  • £105-£165
  • Sat 11 Oct
  • £105-£165
Stirling, UK

William Wallace 70km Ultra

You will step onto Scotland’s most storied battlefields, where warriors once fought for freedom, embarking on an epic journey through history, treading in the footsteps of legends. Are you ready?

  • Enter online
  • GPS tracking
  • Hilly
  • Fundraising optional
  • Age 18 & over
  • 70 km multi terrain running + 1088 m ascent
Entries close soon
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
  • Entries close soon
  • Sat 11 Oct
  • £139
  • Entries close soon
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
Entries close soon
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
  • Entries close soon
  • Sat 11 Oct
  • £89
  • Entries close soon
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
You will step onto Scotland’s most storied battlefields, where warriors once fought for freedom, embarking on an epic journey through history, treading in the footsteps of legends. Are you ready?
  • Sat 11 Oct
  • £95-£216
  • Sat 11 Oct
  • £95-£216
Stirling, UK

William Wallace 50km Ultra

You will step onto Scotland’s most storied battlefields, where warriors once fought for freedom, embarking on an epic journey through history, treading in the footsteps of legends. Are you ready?

  • Enter online
  • GPS tracking
  • Hilly
  • Fundraising optional
  • Age 18 & over
  • 50 km multi terrain running + 602 m ascent
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
Your chance to remember those who have given the ultimate sacrifice during conflicts around the world, with a two-minute silence, an ultra run, then a Remembrance medal, goody bag and special pin.
  • Sun 9 Nov
  • £24-£36
  • Sun 9 Nov
  • £24-£36
Durham, County Durham, UK

Remembrance Day Run | North East | Ultra Marathon

Your chance to remember those who have given the ultimate sacrifice during conflicts around the world, with a two-minute silence, an ultra run, then a Remembrance medal, goody bag and special pin.

  • Enter online
  • Undulating
  • Age 18 & over
  • 30.6 miles trail running + 525 ft ascent
  • Sat 27 Sep
Bristol, Gloucestershire, UK

Trail Escape | Bristol-to-Bath | Marathon

  • 26.2 miles trail running + 522 m ascent
  • Sat 27 Sep
Bristol, Gloucestershire, UK

Trail Escape | Bristol-to-Bath | 25km

  • 25 km trail running + 371 m ascent
  • Sat 27 Sep
Birmingham, West Midlands, UK

GLOW Night Walk | Birmingham

  • 20 km walking
  • Sat 4 Oct
Edinburgh, UK

GLOW Night walk | Edinburgh

  • 20 km walking
  • Sun 5 Oct
Windsor, Berkshire, UK

The Palace Walk

  • 13 miles walking + 261 ft ascent
  • Sat 11 Oct
London, UK

GLOW Night Walk | London

  • 20 km walking

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