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Challenge walks in Fife

Find challenge walks in Fife in 2026/2027 - filter by date, location or category, display on a map or use the advanced search to find your perfect race.

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Stride along Dundee’s streets and coastline in a powerful show of kindness, raising vital funds for the charity you love while enjoying an unforgettable day of tartan-fuelled community spirit.
  • Sun 16 Aug
  • £20
  • 4 charities
St Andrews, Fife, UK

The Kiltwalk Dundee | Mighty Stride

Stride along Dundee’s streets and coastline in a powerful show of kindness, raising vital funds for the charity you love while enjoying an unforgettable day of tartan-fuelled community spirit.

  • Enter online
  • Fundraising required
  • Undulating
  • Age 13 & over
  • 20 miles walking + 457 ft ascent
A trekking challenge with tranquil forests, historic castles, quaint fishing villages and beautiful beaches to support brainstrust, the brain cancer charity.
  • Sat 12 - Sun 13 Sep
  • £20-£30
St Andrews, Fife, UK

Follow the Seagulls | Scotland

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

  • Rural
  • Coast
  • Sustainability policy
  • Public transport links
  • Age 18 & over
  • Charity walk 2

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