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Trail runs in South East

Find trail runs in South East in 2026/2027 - filter by date, location or category, display on a map or use the advanced search to find your perfect race.

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Event listings

Select an event for photos, video, route, location, reviews, entry fees and how to enter.

  • Sat 9 May
  • £118-£120
Chesham, Buckinghamshire

Chiltern Hills 100K

  • 100 km trail running
  • Sun 10 May
  • £8-£18.50
Stockbridge, Hampshire

The Houghton Trail Event

  • Fun run
  • Trail run
  • CaniCross
  • Mountain biking events 2
  • Sun 10 May
  • £28-£42
Polegate, East Sussex

The Rathfinny Run 10.7K and Half Marathon

  • 10K run
  • Half marathon
  • Sun 10 May
  • £3-£22
Shoelands, Surrey

Woodland Woggle 10K

  • Trail run
  • 10K run
  • Short walk
  • Sun 10 May
  • £15
Tring, Buckinghamshire

Marsworth 10K Fun Run

  • 10 km trail running
  • Thu 14 May
  • £8-£26
Wokingham, Berkshire

Dinton 5K & 10K Summer Series - Race 1

  • Fun run
  • 5K run
  • 10K run
  • Sat 16 May
  • £32.50-£40
Newbury, Berkshire

Compton Challenge

  • Trail run
  • Marathon
  • Sat 23 May
  • £55
Guildford, Surrey

The Long Way Round

  • 6 hrs trail running
  • Sat 23 May
  • £42-£44
Eastbourne, East Sussex

Seven Sisters Half Marathon

  • 13.1 miles trail running + 2057 ft ascent
  • Mon 25 May
  • £32
Marlow, Buckinghamshire

Rebellion 10K

  • 10 km trail running
  • Sat 30 May
  • £68-£70
Rochester, Kent

Three Castles 50K

  • 50 km trail running
  • Sat 30 May
  • £40-£42
Maidstone, Kent

Castle Trails 30K

  • 30 km trail running
  • Sun 7 Jun
  • £24-£35
Margate, Kent

10Bay Challenge

  • 10K run
  • Trail run
  • Sun 7 Jun
  • £32-£39
Lewes, East Sussex

Weald Challenge

  • 22 km trail running
  • Mon 8 Jun
  • £18-£19
Polegate, East Sussex

The Plough and Harrow Longman 10K Trail Run

  • 10 km trail running
  • Wed 10 Jun
  • £18-£20
Hayling Island, Hampshire

Hayling Billy 5 Race

  • 5 miles trail running
  • Sun 14 Jun
  • £32-£63
Kingsclere, Hampshire

The Hampshire Hoppit

  • Half marathon
  • Marathon
  • 10K run
  • Thu 18 Jun
  • £8-£26
Wokingham, Berkshire

Dinton 5K & 10K Summer Series - Race 2

  • Fun run
  • 5K run
  • 10K run
  • Sat 20 Jun
  • £33-£53.50
Cranbrook, Kent

Dirty Rotten Scramble

  • Trail run 4
  • Sat 20 Jun
  • £10-£23
Great Missenden, Buckinghamshire

The Misbourne 5K and 10K

  • Fun run
  • 5K run
  • 10K run
  • Sat 20 - Sun 21 Jun
  • £40-£300
Snodland, Kent

Solstice at the Lakes

  • Fixed time runs 4
  • Sun 21 Jun
  • £6-£47
Woking, Surrey

Martian Race

  • 10K run
  • Trail run
  • Fun run
  • 5K run
  • Sun 21 Jun
  • £32
Bicester, Oxfordshire

Twisted Tree 10K

  • 10K run
  • CaniCross
  • Fri 26 Jun
  • £10-£27.50
Midhurst, West Sussex

Cowdray Estate Trail Run Series - Summer

  • 5K run
  • CaniCross 2
  • 10K run
  • Fun run
  • Fri 26 Jun
  • £133-£135
Polegate, East Sussex

The Longbridge 100 Backyard Ultra Summer

  • 4.17 miles trail running

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