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Trail Half marathons in October 2026

Find trail half marathons near me 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 2026
  • £28
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
A trail running extravaganza over a beautiful 6.5-mile route from Knaresborough centre through parkland then into beautiful countryside with an awesome medal at the finish line.
  • Sun 18 Oct 2026
  • £28-£30
Knaresborough, North Yorkshire, UK

Old Mother Shipton's Soft Shoe Shuffle | Half Marathon

A trail running extravaganza over a beautiful 6.5-mile route from Knaresborough centre through parkland then into beautiful countryside with an awesome medal at the finish line.

  • Chip timing
  • Enter online
  • Undulating
  • Age 17 & over
  • 13.1 miles trail running + 708 ft ascent
Take to one of the most iconic trails in the Peak District for stunning and traffic-free racing joy on a former Midland railway line taking you through four tunnels and across the spectacular viaduct!
  • Sat 24 Oct 2026
  • £36
Bakewell, Derbyshire, UK

Monsal Trail October Half Marathon | Saturday

Take to one of the most iconic trails in the Peak District for stunning and traffic-free racing joy on a former Midland railway line taking you through four tunnels and across the spectacular viaduct!

  • Enter online
  • Flat
  • Traffic free
  • Age 17 & over
  • 13.1 miles trail running + 1972 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 2026
  • £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.

  • Newcomers
  • Enter online
  • Flat
  • Event village
  • Coast
  • Public transport links
  • Age 18 & over
  • 7 hrs trail running + 47 ft ascent
Take to one of the most iconic trails in the Peak District for stunning and traffic-free racing joy on a former Midland railway line taking you through four tunnels and across the spectacular viaduct!
  • Sun 25 Oct 2026
  • £36
Bakewell, Derbyshire, UK

Monsal Trail October Half Marathon | Sunday

Take to one of the most iconic trails in the Peak District for stunning and traffic-free racing joy on a former Midland railway line taking you through four tunnels and across the spectacular viaduct!

  • Enter online
  • Flat
  • Traffic free
  • Age 17 & over
  • 13.1 miles trail running + 1972 ft ascent
  • Sat 3 Oct 2026
Skagen, Denmark

Skagen Marathon | Half Marathon

  • 21.1 km trail running
  • Sat 3 Oct 2026
Lewes, East Sussex, UK

Dark Downs Half Marathon

  • 13.8 miles trail running + 1686 ft ascent

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