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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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Follow ancient trails on a guided run along the North Downs Way plus Box Hill, tackling rolling hills and woodland paths with expansive views across southern England’s historic long-distance route.
  • Sat 3 Oct
  • £45
Guildford, Surrey, UK

North Downs Way Ultra Run

Follow ancient trails on a guided run along the North Downs Way plus Box Hill, tackling rolling hills and woodland paths with expansive views across southern England’s historic long-distance route.

  • 30 miles trail running
An end-of-season ultra challenge in the Garden of England with a looped route around the Kent Downs starting on the North Downs Way with picturesque scenery and full support all the way.
  • Sat 10 Oct
  • £49-£139
Maidstone, Kent, UK

Kent Downs 50 Ultra Challenge

An end-of-season ultra challenge in the Garden of England with a looped route around the Kent Downs starting on the North Downs Way with picturesque scenery and full support all the way.

  • 50K ultra run
  • Trail run
  • 10K run
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
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
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
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
A new and unique concept where you decide how many loops you feel capable of on the day from 10km up to an ultra marathon! Push yourself further or go easy.
  • Sun 25 Oct
  • £26-£37
Gerrards Cross, Buckinghamshire, UK

Running Tribe Races | Oct

A new and unique concept where you decide how many loops you feel capable of on the day from 10km up to an ultra marathon! Push yourself further or go easy.

  • 1 day multi terrain running
  • 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
  • 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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