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Challenge walks in Gloucestershire

Find challenge walks near me in Gloucestershire 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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Test yourself for charity in the rolling hills of the Cotswolds featuring the Cotswold Way, trails and fabulous views, with routes from 10km right up to 100km there’s something for everyone!
  • Sat 21 - Sun 22 Jun 2025
  • 7 charities
  • Sat 21 - Sun 22 Jun 2025
  • 7 charities
Cirencester, Gloucestershire, UK

Cotswold Way Ultra Challenge charity places

Test yourself for charity in the rolling hills of the Cotswolds featuring the Cotswold Way, trails and fabulous views, with routes from 10km right up to 100km there’s something for everyone!

  • Newcomers
  • Entertainment
  • Music
  • Chip timing
  • Enter online
  • GPS tracking
  • Fundraising required
  • Undulating
  • Hilly
  • Event village
  • Urban
  • Rural
  • Age 14 & over
  • 1 day trail running
Hike through the rolling hills and picturesque villages of the Cotswolds. Walk right past Broadway Tower and take in stunning views from Dover’s Hill to help beat cancer step by step.
  • Sat 12 Jul 2025
  • £25
  • Sat 12 Jul 2025
  • £25
Moreton-in-Marsh, Gloucestershire, UK

Big Hike | Cotswolds | Marathon

Hike through the rolling hills and picturesque villages of the Cotswolds. Walk right past Broadway Tower and take in stunning views from Dover’s Hill to help beat cancer step by step.

  • Chip timing
  • Enter online
  • Fundraising required
  • Hilly
  • Age 16 & over
  • 26.2 miles hiking + 1900 ft ascent
Hike through rolling hills and picturesque villages of the Cotswolds, including Aston Magna, Paxford and Ebrington, to help beat cancer step by step.
  • Sat 12 Jul 2025
  • £20
  • Sat 12 Jul 2025
  • £20
Moreton-in-Marsh, Gloucestershire, UK

Big Hike | Cotswolds | Half Marathon

Hike through rolling hills and picturesque villages of the Cotswolds, including Aston Magna, Paxford and Ebrington, to help beat cancer step by step.

  • Chip timing
  • Enter online
  • Fundraising required
  • Undulating
  • Age 14 & over
  • 13.1 miles hiking + 1200 ft ascent

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