23 Challenge walks in UK in May 2024

Find challenge walks near me in UK in May 2024 - search by date or place, display on a map or use the advanced search to find your perfect race.

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Entries closed
Take on a challenge and join Macmillan at the Norfolk Coast Mighty Hike - where you'll explore beautiful beaches and picturesque fishing villages to support people living with cancer.
  • Sat 11 May
  • £25
  • Entries closed
  • Sat 11 May
  • £25
  • Entries closed
Cromer, Norfolk, UK

Mighty Hikes | Norfolk Coast | Marathon

Take on a challenge and join Macmillan at the Norfolk Coast Mighty Hike - where you'll explore beautiful beaches and picturesque fishing villages to support people living with cancer.

  • Enter online
  • Fundraising required
  • Flat
  • Traffic free
  • Age 14 & over
  • 26.1 miles hiking + 43 m ascent
Help transform the future of breast cancer one step at a time at this iconic venue where you'll walk through beautiful woods and fields on a ramble-ready route then receive your medal!
  • Sat 11 May
  • £20
  • Sat 11 May
  • £20
Woodstock, Oxfordshire, UK

Pink Ribbon Walk | Blenheim Palace and the Cotswolds | 20 Mile

Help transform the future of breast cancer one step at a time at this iconic venue where you'll walk through beautiful woods and fields on a ramble-ready route then receive your medal!

  • Enter online
  • Fundraising required
  • Undulating
  • Age 16 & over
  • 20 miles
Entries closed
Take on a challenge and join Macmillan at the Norfolk Coast Mighty Hike - where you'll explore beautiful beaches and picturesque fishing villages to support people living with cancer.
  • Sun 12 May
  • £20
  • Entries closed
  • Sun 12 May
  • £20
  • Entries closed
Cromer, Norfolk, UK

Mighty Hikes | Norfolk Coast | Half Marathon

Take on a challenge and join Macmillan at the Norfolk Coast Mighty Hike - where you'll explore beautiful beaches and picturesque fishing villages to support people living with cancer.

  • Enter online
  • Fundraising required
  • Flat
  • Traffic free
  • Age 14 & over
  • 14.3 miles hiking + 43 m ascent
Entries closed
Walk, jog or run along the fabulous UNESCO World Heritage coastline for charity, starting at the picturesque Corfe Castle, with a range of distances to suit all abilities and full support too.
  • Sat 18 - Sun 19 May
  • £10-£40
  • Entries closed
  • Sat 18 - Sun 19 May
  • £10-£40
  • Entries closed
Wareham, Dorset, UK

Jurassic Coast Ultra Challenge

Walk, jog or run along the fabulous UNESCO World Heritage coastline for charity, starting at the picturesque Corfe Castle, with a range of distances to suit all abilities and full support too.

  • Newcomers
  • Entertainment
  • Music
  • Chip timing
  • Enter online
  • GPS tracking
  • Fundraising required
  • Undulating
  • Hilly
  • Event village
  • Age 14 & over
  • 1 day trail running
Entries close soon
Venture to the exquisite landscapes of Loch Lomond and The Trossachs National Park, through Callander and past stunning Lochs and waterfalls to help beat cancer step by step.
  • Sat 18 May
  • £30
  • Entries close soon
  • Sat 18 May
  • £30
  • Entries close soon
Callander, Stirling, UK

Big Hike | The Trossachs | Marathon

Venture to the exquisite landscapes of Loch Lomond and The Trossachs National Park, through Callander and past stunning Lochs and waterfalls to help beat cancer step by step.

  • Chip timing
  • Enter online
  • Fundraising required
  • Hilly
  • Age 16 & over
  • 26.2 miles hiking + 2456 ft ascent
A challenge fundraiser with ‘3 Dads Walking’ who will start the event and walk alongside participants, in aid of young suicide charity, Papyrus. Includes Full Weekend Festival Ticket in the price!
  • Sat 18 May
  • £20-£50
  • Sat 18 May
  • £20-£50
Keswick, Cumbria, UK

Keswick Mountain Festival 3 Peaks

A challenge fundraiser with ‘3 Dads Walking’ who will start the event and walk alongside participants, in aid of young suicide charity, Papyrus. Includes Full Weekend Festival Ticket in the price!

  • Families
  • Newcomers
  • Music
  • Chip timing
  • Enter online
  • Mountainous
  • Event village
  • Age 12 & over
  • 18 miles hiking + 1050 m ascent
Join the group of cat lovers to take on Wales’ highest peak for a safe and supportive experience where you'll achieve something amazing and help cats and kittens in the UK.
  • Sat 18 May
  • £25-£55
  • Sat 18 May
  • £25-£55
Caernarfon, Gwynedd, UK

Snowdon Climb

Join the group of cat lovers to take on Wales’ highest peak for a safe and supportive experience where you'll achieve something amazing and help cats and kittens in the UK.

  • Families
  • Newcomers
  • Enter online
  • Mountainous
  • Rural
  • Age 14 & over
  • 7.5 miles hiking + 1085 m ascent
Entries close soon
Venture to the exquisite landscapes of Loch Lomond and The Trossachs National Park, through Callander and past stunning Lochs and waterfalls to help beat cancer step by step.
  • Sat 18 May
  • £25
  • Entries close soon
  • Sat 18 May
  • £25
  • Entries close soon
Callander, Stirling, UK

Big Hike | The Trossachs | Half Marathon

Venture to the exquisite landscapes of Loch Lomond and The Trossachs National Park, through Callander and past stunning Lochs and waterfalls to help beat cancer step by step.

  • Chip timing
  • Enter online
  • Fundraising required
  • Undulating
  • Age 14 & over
  • 13.8 miles hiking + 1298 ft ascent
A high-level horseshoe walk on varied terrain around the stunning fells surrounding Derwentwater and the Borrowdale Valley for experienced hikers. Includes Full Weekend Festival Ticket in the price!
  • Sun 19 May
  • £55-£60
  • Sun 19 May
  • £55-£60
Keswick, Cumbria, UK

Keswick Mountain Festival 8 Peaks

A high-level horseshoe walk on varied terrain around the stunning fells surrounding Derwentwater and the Borrowdale Valley for experienced hikers. Includes Full Weekend Festival Ticket in the price!

  • Newcomers
  • Music
  • Chip timing
  • Enter online
  • Mountainous
  • Event village
  • Age 18 & over
  • 18 miles hiking + 1350 m ascent
Entries close soon
Take on a challenge and join Macmillan at the Eryri Mighty Hike - where you'll explore and take in the views of the breathtaking Eryri National Park to support people living with cancer.
  • Sat 25 May
  • £25
  • Entries close soon
  • Sat 25 May
  • £25
  • Entries close soon
Bangor, Gwynedd, UK

Mighty Hikes | Eryri Snowdonia | Marathon

Take on a challenge and join Macmillan at the Eryri Mighty Hike - where you'll explore and take in the views of the breathtaking Eryri National Park to support people living with cancer.

  • Enter online
  • Fundraising required
  • Undulating
  • Traffic free
  • Age 14 & over
  • 25.7 miles hiking + 418 m ascent
Entries closed
Walk, jog or run along the capital to coast route for charity, with a range of distance options available and superb support all the way, for all abilities and experience levels.
  • Sat 25 - Sun 26 May
  • £10-£40
  • Entries closed
  • Sat 25 - Sun 26 May
  • £10-£40
  • Entries closed
Brighton, East Sussex, UK

London 2 Brighton Ultra Challenge

Walk, jog or run along the capital to coast route for charity, with a range of distance options available and superb support all the way, for all abilities and experience levels.

  • Entertainment
  • Chip timing
  • Enter online
  • GPS tracking
  • Fundraising required
  • Undulating
  • Event village
  • Age 14 & over
  • 1 day trail running
Entries closed
Take on a challenge and join Macmillan at the Eryri Mighty Hike - where you'll explore and take in the views of the breath-taking Eryri National Park to support people living with cancer.
  • Sat 25 May
  • £20
  • Entries closed
  • Sat 25 May
  • £20
  • Entries closed
Bangor, Gwynedd, UK

Mighty Hikes | Eryri Snowdonia | Half Marathon

Take on a challenge and join Macmillan at the Eryri Mighty Hike - where you'll explore and take in the views of the breath-taking Eryri National Park to support people living with cancer.

  • Enter online
  • Fundraising required
  • Undulating
  • Traffic free
  • Age 14 & over
  • 13.2 miles hiking + 235 m ascent
Take on a day challenge to walk the length of the iconic Malvern Hills for WellChild - along the ridge, over all the hill summits and through ancient woodland to return for your well-earned medal.
  • Sun 26 May
  • £10-£30
  • Sun 26 May
  • £10-£30
Ledbury, Worcestershire, UK

The Malvern Hills End to End Challenge

Take on a day challenge to walk the length of the iconic Malvern Hills for WellChild - along the ridge, over all the hill summits and through ancient woodland to return for your well-earned medal.

  • Families
  • Newcomers
  • Dogs allowed
  • Enter online
  • Hilly
  • Traffic free
  • Rural
  • All ages
  • 11 miles hiking
  • Sun 12 May
Winchester, Hampshire, UK

Breast Walk Ever | Hampshire | Marathon

  • 26 miles hiking + 2300 ft ascent
  • Sun 12 May
Winchester, Hampshire, UK

Breast Walk Ever | Hampshire | Half Marathon

  • 13 miles + 1000 ft ascent
  • Fri 17 - Sun 19 May
Minehead, Somerset, UK

Incredible Hike

  • 60 miles hiking
  • Sat 18 May
Ambleside, Cumbria, UK

Cumbrian Challenge | The Tougher

  • 28 km hiking + 1700 m ascent
  • Sat 18 May
Ambleside, Cumbria, UK

Cumbrian Challenge | The Tough

  • 21 km hiking + 1400 m ascent
  • Sat 18 May
Ambleside, Cumbria, UK

Cumbrian Challenge | The Peak

  • 11 km hiking + 650 m ascent
  • Sat 18 May
Ambleside, Cumbria, UK

Cumbrian Challenge | Next Generation

  • 20 km hiking + 1000 m ascent
  • Sat 18 May
Reading, Berkshire, UK

Goring Gap Trail Weekender | Half Marathon Walk

  • 50 km multi terrain running

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