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Challenge walks in Scotland in September 2025

Find challenge walks near me in Scotland in September 2025 - search by date or place, display on a map or use the advanced search to find your perfect race.

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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

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