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Challenge walks in Scotland

Find challenge walks near me in Scotland for 2024/2025 - 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, pipes, blethering, support and sheer emotion in Scotland's second city this year on an achievable 14 mile route.
  • Sat 26 - Sun 27 Apr 2025
  • 3 charities
  • Sat 26 - Sun 27 Apr 2025
  • 3 charities
Clydebank, West Dunbartonshire, UK

The Kiltwalk Glasgow | Big Stroll charity places

Get ready, Kiltwalkers! Experience the banter, fun, pipes, blethering, support and sheer emotion in Scotland's second city this year on an achievable 14 mile route.

  • Enter online
  • Fundraising required
  • Undulating
  • Age 10 & over
  • 14.2 miles walking
Get ready, Kiltwalkers! Experience the banter, fun, pipes, blethering, support and sheer emotion in Scotland's second city this year on a challenging 23 mile route.
  • Sun 27 Apr 2025
  • 3 charities
  • Sun 27 Apr 2025
  • 3 charities
Glasgow, Glasgow City, UK

The Kiltwalk Glasgow | Mighty Stride charity places

Get ready, Kiltwalkers! Experience the banter, fun, pipes, blethering, support and sheer emotion in Scotland's second city this year on a challenging 23 mile route.

  • Enter online
  • Fundraising required
  • Undulating
  • Age 13 & over
  • 22.6 miles walking
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 17 May 2025
  • £25
  • Sat 17 May 2025
  • £25
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 + 2000 ft ascent
Get ready, Kiltwalkers! Experience the banter, fun, bagpipes, support and sheer emotion in the City of Discovery over a challenging 20 mile route.
  • Sat 17 May 2025
  • 3 charities
  • Sat 17 May 2025
  • 3 charities
Dundee, Dundee City, UK

The Kiltwalk Dundee | Mighty Stride charity places

Get ready, Kiltwalkers! Experience the banter, fun, bagpipes, support and sheer emotion in the City of Discovery over a challenging 20 mile route.

  • Enter online
  • Fundraising required
  • Undulating
  • Age 13 & over
  • 21.5 miles walking
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 17 May 2025
  • £20
  • Sat 17 May 2025
  • £20
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
  • 13.1 miles hiking + 1100 ft ascent
Get ready, Kiltwalkers! Experience the banter, fun, bagpipes, support and sheer emotion in Aberdeen this year over a challenging 18 mile route.
  • Sun 1 Jun 2025
  • 3 charities
  • Sun 1 Jun 2025
  • 3 charities
Banchory, Aberdeenshire, UK

The Kiltwalk Aberdeen | Mighty Stride charity places

Get ready, Kiltwalkers! Experience the banter, fun, bagpipes, support and sheer emotion in Aberdeen this year over a challenging 18 mile route.

  • Enter online
  • Fundraising required
  • Undulating
  • Age 13 & over
  • 17.8 miles walking
Make a mountain of difference to people living with cancer. Beginning in the beautiful Glen Nevis in the Scottish Highlands, this spectacular challenge will see you reach the top for beautiful views!
  • Sat 7 Jun 2025
  • £45-£120
  • Sat 7 Jun 2025
  • £45-£120
Fort William, Highland, UK

Defeat the Peak | Ben Nevis by Day Challenge

Make a mountain of difference to people living with cancer. Beginning in the beautiful Glen Nevis in the Scottish Highlands, this spectacular challenge will see you reach the top for beautiful views!

  • Enter online
  • Fundraising required
  • Mountainous
  • Traffic free
  • Rural
  • Mountains
  • Sustainability policy
  • Age 14 & over
  • 8 hrs hiking + 4413 ft ascent
Take on a challenge and join Macmillan at the Rob Roy Mighty Hike, where you'll explore the Rob Roy Way through the wild and beautiful Trossachs National Park to support people living with cancer.
  • Sat 30 Aug 2025
  • £25
  • Sat 30 Aug 2025
  • £25
Callander, Stirling, UK

Mighty Hikes | Rob Roy | Marathon

Take on a challenge and join Macmillan at the Rob Roy Mighty Hike, where you'll explore the Rob Roy Way through the wild and beautiful Trossachs National Park to support people living with cancer.

  • Enter online
  • Fundraising required
  • Hilly
  • Age 14 & over
  • 25.2 miles hiking + 870.37 m ascent
Take on a challenge and join Macmillan at the Rob Roy Mighty Hike, where you'll explore the Rob Roy Way through the wild and beautiful Trossachs National Park to support people living with cancer.
  • Sat 30 Aug 2025
  • £20
  • Sat 30 Aug 2025
  • £20
Callander, Stirling, UK

Mighty Hikes | Rob Roy | Half Marathon

Take on a challenge and join Macmillan at the Rob Roy Mighty Hike, where you'll explore the Rob Roy Way through the wild and beautiful Trossachs National Park to support people living with cancer.

  • Enter online
  • Fundraising required
  • Hilly
  • Age 14 & over
  • 15.3 miles hiking + 530.47 m ascent
A trekking challenge with tranquil forests, historic castles, quaint fishing villages and beautiful beaches to support brainstrust, the brain cancer charity.
  • Sat 13 Sep 2025
  • £20
  • Sat 13 Sep 2025
  • £20
Newburgh, Fife, UK

Follow the Seagulls | Scotland | One Day Challenge

A trekking challenge with tranquil forests, historic castles, quaint fishing villages and beautiful beaches to support brainstrust, the brain cancer charity.

  • Enter online
  • Fundraising required
  • Undulating
  • Age 18 & over
  • 26 miles walking
A trekking challenge with tranquil forests, historic castles, quaint fishing villages and beautiful beaches to support brainstrust, the brain cancer charity.
  • Sat 13 - Sun 14 Sep 2025
  • £30
  • Sat 13 - Sun 14 Sep 2025
  • £30
Newburgh, Fife, UK

Follow the Seagulls | Scotland | Two Day Challenge

A trekking challenge with tranquil forests, historic castles, quaint fishing villages and beautiful beaches to support brainstrust, the brain cancer charity.

  • Enter online
  • Fundraising required
  • Undulating
  • Age 18 & over
  • 50 miles walking
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
  • 3 charities
  • Sun 14 Sep 2025
  • 3 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
  • 3 charities
  • Sun 14 Sep 2025
  • 3 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
  • Sat 7 Jun 2025
Kinross, Perth and Kinross, UK

The Cateran Yomp | 54 Mile Yomp

  • 54 miles walking
  • Sat 7 Jun 2025
Kinross, Perth and Kinross, UK

The Cateran Yomp | 36 Mile Yomp

  • 36 miles walking
  • Sat 7 Jun 2025
Kinross, Perth and Kinross, UK

The Cateran Yomp | 22 Mile Yomp

  • 22 miles walking

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