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Challenge walks in Berkshire

Find challenge walks near me in Berkshire 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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Click an event for full event details, location, route, sustainability, what's included and how to enter.

Make it an active Easter and support a great charity cause, from Windsor Racecourse on looped routes through the Great Park with fantastic views of the castle, to Runnymede along the Thames Path.
  • Sat 12 Apr 2025
  • 2 charities
  • Sat 12 Apr 2025
  • 2 charities
Windsor, Berkshire, UK

Easter 50 Ultra Challenge charity places

Make it an active Easter and support a great charity cause, from Windsor Racecourse on looped routes through the Great Park with fantastic views of the castle, to Runnymede along the Thames Path.

  • Newcomers
  • Music
  • Chip timing
  • Enter online
  • GPS tracking
  • Fundraising required
  • Undulating
  • Event village
  • Rural
  • Age 14 & over
  • 1 day trail running
Take on a challenge and join Macmillan at the Thames Path Mighty Hike - where you'll hike from Windsor Racecourse along the most iconic river in England to support people living with cancer.
  • Sat 26 Jul 2025
  • £25
  • Sat 26 Jul 2025
  • £25
Windsor, Berkshire, UK

Mighty Hikes | Thames Path | Marathon

Take on a challenge and join Macmillan at the Thames Path Mighty Hike - where you'll hike from Windsor Racecourse along the most iconic river in England to support people living with cancer.

  • Enter online
  • Fundraising required
  • Flat
  • Age 14 & over
  • 25.4 miles hiking + 292.18 m ascent
Take on a challenge and join Macmillan at the Thames Path Mighty Hike - where you'll hike from Windsor Racecourse along the most iconic river in England to support people living with cancer.
  • Sat 26 Jul 2025
  • £20
  • Sat 26 Jul 2025
  • £20
Windsor, Berkshire, UK

Mighty Hikes | Thames Path | Half Marathon

Take on a challenge and join Macmillan at the Thames Path Mighty Hike - where you'll hike from Windsor Racecourse along the most iconic river in England to support people living with cancer.

  • Enter online
  • Fundraising required
  • Flat
  • Age 14 & over
  • 13 miles hiking + 147.97 m ascent
Walk 13 miles around iconic Windsor landmarks with stunning views of Windsor Castle, followed by a Finish Festival to celebrate your huge achievement and receive your medal.
  • Sun 5 Oct 2025
  • £30
  • Sun 5 Oct 2025
  • £30
Windsor, Berkshire, UK

The Palace Walk

Walk 13 miles around iconic Windsor landmarks with stunning views of Windsor Castle, followed by a Finish Festival to celebrate your huge achievement and receive your medal.

  • Chip timing
  • Enter online
  • GPS tracking
  • Fundraising required
  • Age 14 & over
  • 13 miles walking

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