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Hilly Trail runs in South East

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

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

Chiltern Hills 100K

  • 100 km trail running
  • Sun 10 May
  • £28-£42
Polegate, East Sussex, UK

The Rathfinny Run 10.7K and Half Marathon

  • 10K run
  • Half marathon
  • Sat 23 May
  • £42-£44
Eastbourne, East Sussex, UK

Seven Sisters Half Marathon

  • 13.1 miles trail running + 2057 ft ascent
  • Sun 14 Jun
  • £32-£63
Kingsclere, Hampshire, UK

The Hampshire Hoppit

  • Half marathon
  • Marathon
  • 10K run
  • Sun 5 Jul
  • £30-£32
Aylesbury, Buckinghamshire, UK

Chiltern Ridge Half Marathon

  • 21.3 km trail running + 526 m ascent

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