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Challenge walks in Central Scotland

Find challenge walks near me in Central Scotland 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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Get ready, Kiltwalkers! Experience the banter, fun, bagpipes, support and sheer emotion in the City of Discovery over a challenging 20 mile route.
  • Sun 17 Aug
  • Sun 17 Aug
St Andrews, Fife, UK

The Kiltwalk Dundee | Mighty Stride

Secure your charity place in The KiltWalk Dundee today. Walk The KiltWalk and support top charities in Scotland. Find a cause and join their team today!

  • Enter online
  • Fundraising required
  • Undulating
  • Age 13 & over
  • 20 miles walking
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
  • £25
  • Sat 30 Aug
  • £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
  • £20
  • Sat 30 Aug
  • £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
  • £20
  • Sat 13 Sep
  • £20
St Andrews, 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
  • £30
  • Sat 13 - Sun 14 Sep
  • £30
St Andrews, 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
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
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

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