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Hilly Trail runs in South East in Summer

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

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Previously rated one of the top 10 UK marathons! Scenic mixed-terrain routes following Bewl Water around the reservoir route on undulating rural wooded trails and quiet country lanes.
  • Sat 13 Jun 2026
  • £33-£62
Wadhurst, East Sussex, UK

Bewl Water Summer

Previously rated one of the top 10 UK marathons! Scenic mixed-terrain routes following Bewl Water around the reservoir route on undulating rural wooded trails and quiet country lanes.

  • Beginner-friendly
  • Event village
  • Rural
  • Age 15-80
  • 10K run
  • Half marathon
  • Marathon
  • 50K ultra run
Come and conquer the Wendover Woods this summer and enjoy a scenic forest trails half marathon or 10K challenge to delight the senses.
  • Sun 14 Jun 2026
  • £7-£32
Tring, Buckinghamshire, UK

Wendover Woods Half Marathon & 10K

Come and conquer the Wendover Woods this summer and enjoy a scenic forest trails half marathon or 10K challenge to delight the senses.

  • Families
  • Recycling
  • Beginner-friendly
  • Event village
  • Sustainability policy
  • All ages
  • Fun run
  • 10K run
  • Half marathon
Take on a challenge fit for royalty in this epic ultramarathon along the South Downs Way and Monarch’s Way. Choose from two unique 50km loops – or tackle both in a non-stop 100km challenge!
  • Sat 20 Jun 2026
  • £60-£175
Chichester, West Sussex, UK

Race to the King

Take on a challenge fit for royalty in this epic ultramarathon along the South Downs Way and Monarch’s Way. Choose from two unique 50km loops – or tackle both in a non-stop 100km challenge!

  • Recycling
  • Beginner-friendly
  • Entertainment
  • Music
  • Event village
  • Park
  • Rural
  • Free venue entry
  • Sustainability policy
  • Public transport links
  • Age 18 & over
  • 100K ultra run
  • 50K ultra run 2
  • Trail run
  • Ultra run
  • Sun 14 Jun 2026
Kingsclere, Hampshire, UK

The Hampshire Hoppit

  • Half marathon
  • Marathon
  • 10K run
  • Sun 5 Jul 2026
Aylesbury, Buckinghamshire, UK

Chiltern Ridge Half Marathon

  • 21.3 km trail running + 526 m ascent

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