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Trail Half marathons in South East in October 2026

Find trail half marathons in South East in October 2026 - filter by date, location or category, display on a map or use the advanced search to find your perfect race.

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The toughest trail run in the South East is back by popular demand. Likened to fell running, the 21K route includes steep, rocky ascent on lesser-known trails through the luscious Hurtwood Forest.
  • Sat 10 Oct
  • £35
Guildford, Surrey, UK

The Hurt | 21km

The toughest trail run in the South East is back by popular demand. Likened to fell running, the 21K route includes steep, rocky ascent on lesser-known trails through the luscious Hurtwood Forest.

  • Chip timing
  • Enter online
  • Hilly
  • Age 17 & over
  • 21 km trail running + 1551 ft ascent
Enjoy stunning coastal views on this flexible-distance run at Milford on Sea, following an out-and-back route beside Sturt Pond and the Isle of Wight — perfect for all abilities.
  • Sun 25 Oct
  • £37.50-£39.50
Lymington, Hampshire, UK

Wight Lines

Enjoy stunning coastal views on this flexible-distance run at Milford on Sea, following an out-and-back route beside Sturt Pond and the Isle of Wight — perfect for all abilities.

  • Beginner-friendly
  • Enter online
  • Flat
  • Event village
  • Coast
  • Public transport links
  • Age 18 & over
  • 7 hrs trail running + 47 ft ascent
  • Sat 3 Oct
Lewes, East Sussex, UK

Dark Downs Half Marathon

  • 13.8 miles trail running + 1686 ft ascent

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