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Hilly Trail runs in Buckinghamshire

Find hilly trail runs in Buckinghamshire in 2025/2026 - filter by date, location or category, display on a map or use the advanced search to find your perfect race.

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A new and unique concept where you turn up ready to conquer a Half Marathon but if you're feeling great tackle a Marathon, or go easy and run a cool 10km depending on how you feel on the day!
  • Sat 24 Jan 2026
  • £26-£37.50
Gerrards Cross, Buckinghamshire, UK

Running Tribe Races | Jan | 14K

A new and unique concept where you turn up ready to conquer a Half Marathon but if you're feeling great tackle a Marathon, or go easy and run a cool 10km depending on how you feel on the day!

  • Enter online
  • Hilly
  • Age 16 & over
  • 14 km multi terrain running + 1754 ft ascent
A new and unique concept where you decide how many loops you feel capable of on the day - whether it's 7km, 14km, Half Marathon, Full Marathon or an Ultra Marathon! Push yourself further or go easy.
  • Sat 21 Feb 2026
  • £26-£37.50
Gerrards Cross, Buckinghamshire, UK

Running Tribe Races | Feb

A new and unique concept where you decide how many loops you feel capable of on the day - whether it's 7km, 14km, Half Marathon, Full Marathon or an Ultra Marathon! Push yourself further or go easy.

  • Beginner-friendly
  • Dogs allowed at venue
  • Event village
  • Park
  • Rural
  • Public transport links
  • Age 16 & over
  • Multi-terrain run 2
  • Half marathon
  • Marathon
  • Ultra run
A new and unique concept where you turn up ready to conquer 10km but if you're feeling great, tackle a Half Marathon or even further depending on how you feel on the day!
  • Sun 29 Mar 2026
  • £26-£37.50
Gerrards Cross, Buckinghamshire, UK

Running Tribe Races | Mar | 10K

A new and unique concept where you turn up ready to conquer 10km but if you're feeling great, tackle a Half Marathon or even further depending on how you feel on the day!

  • Enter online
  • Hilly
  • Age 16 & over
  • 10 km multi terrain running + 1501 ft ascent
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
  • Sat 9 May 2026
Chesham, Buckinghamshire, UK

Chiltern Hills 100K

  • 100 km trail running
  • Sun 5 Jul 2026
Aylesbury, Buckinghamshire, UK

Chiltern Ridge Half Marathon

  • 21.3 km trail running + 526 m ascent

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