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Beginner-friendly Trail runs in Hertfordshire

Find beginner-friendly trail runs in Hertfordshire 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.

A stunningly pretty 30-mile out-and-back ultra on the border of Hertfordshire and Essex along the River Stort and Lee navigation. A great first foray into ultra running or a fast competitive race.
  • Sun 25 Oct
  • £35-£55
Bishop's Stortford, Essex, UK

Stort30

A stunningly pretty 30-mile out-and-back ultra on the border of Hertfordshire and Essex along the River Stort and Lee navigation. A great first foray into ultra running or a fast competitive race.

  • 30 miles trail running + 188 ft ascent
  • Beginner-friendly
  • Chip timing
  • Enter online
  • Flat
  • Event village
  • Rural
  • Age 18 & over
  • Sat 7 Mar
  • £23
Berkhamsted, Hertfordshire, UK

Berko 10K

  • 10 km trail running
  • Sat 28 Mar
  • £55
Tring, Hertfordshire, UK

Run the Wild Half Marathon - Spring Edition

  • 21.1 km trail running + 300 m ascent
  • Sat 11 Apr
  • £75
Tring, Hertfordshire, UK

Chilterns Trail Marathon

  • 42.2 km trail running
  • Sat 18 Apr
  • £68-£70
Berkhamsted, Hertfordshire, UK

Chiltern Ridge Classic 50K

  • 50 km trail running
  • Sun 10 May
  • £20-£22
Letchworth Garden City, Hertfordshire, UK

The Greenway Challenge

  • 13 miles trail running
  • Sat 31 Oct
  • £73-£75
Berkhamsted, Hertfordshire, UK

Chiltern Ridge Winter 50K

  • 50 km trail running + 800 m ascent
  • Fri 13 - Sun 15 Nov
  • £209-£269
Tring, Hertfordshire, UK

The Druids Challenge

  • 3 days trail running

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