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Trail runs in South East in October 2026

Find trail runs 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 route includes steep, rocky ascent on lesser-known trails through the luscious Hurtwood Forest.
  • Sat 10 Oct
  • £31-£35
Guildford, Surrey, UK

The Hurt

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

  • Trail run
  • Half marathon
  • Beginner-friendly
  • Event village
  • Rural
  • Sustainability policy
  • Plastic-free event
  • Age 16 & over
An unforgettable race between the pines and beneath the majestic canopy of Bedgebury Forest - a trail race that will ignite your racer's heart.
  • Sun 18 Oct
  • £7-£32
Goudhurst, Kent, UK

Bedgebury Forest Half Marathon & 10K

An unforgettable race between the pines and beneath the majestic canopy of Bedgebury Forest - a trail race that will ignite your racer's heart.

  • Fun run 2
  • 10K run
  • Half marathon
  • Families
  • Recycling
  • Beginner-friendly
  • Plastic bottle free
  • Event village
  • Rural
  • Sustainability policy
  • Age 9 & over
This 47-mile point-to-point along England’s longest river is one of the most popular events in the British ultra running calendar, boasting an interesting route and top runner reviews.
  • Sat 24 Oct
  • £72
Oxford, Oxfordshire, UK

Thames Trail Ultra

This 47-mile point-to-point along England’s longest river is one of the most popular events in the British ultra running calendar, boasting an interesting route and top runner reviews.

  • 47 miles trail running + 913 ft ascent
  • Beginner-friendly
  • Enter online
  • GPS tracking
  • Event village
  • Rural
  • Age 18 & over
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.

  • 7 hrs trail running + 47 ft ascent
  • Beginner-friendly
  • Enter online
  • Flat
  • Event village
  • Coast
  • Public transport links
  • Age 18 & over
  • Sat 3 Oct
  • £44-£46
Lewes, East Sussex, UK

Dark Downs Half Marathon

  • 13.8 miles trail running + 1686 ft ascent
  • Sun 4 Oct
  • £10-£25
Gosport, Hampshire, UK

Pieces of Eight and Bayside 10K

  • Fun run
  • Trail run
  • 10K run
  • Sat 10 Oct
  • £49-£139
Maidstone, Kent, UK

Kent Downs 50 Ultra Challenge

  • 50K ultra run
  • Trail run
  • 10K run
  • Thu 29 Oct
  • £19.50-£25.50
Milton Keynes, Buckinghamshire, UK

Cattle Creepy 10K

  • 10 km trail running + 205 ft ascent

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