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Trail runs in South East in May 2026

Find trail runs in South East in May 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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This Bank Holiday event is run as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.
  • Mon 4 May
  • £16-£27
Staines, Surrey, UK

Bank Holiday Madness May

This Bank Holiday event is run as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.

  • Families
  • Beginner-friendly
  • Event village
  • All ages
  • Trail run
  • 5K run
  • 10K run
  • Half marathon
  • Marathon
  • + 3 more races
The Magna Carta event are based in scenic Runnymede and right near the site where the treaty of Magna Carta was agreed by King John of England and signed on 15th June 1215.
  • Sat 9 May
  • £33-£55
Egham, Surrey, UK

Magna Carta Summer

The Magna Carta event are based in scenic Runnymede and right near the site where the treaty of Magna Carta was agreed by King John of England and signed on 15th June 1215.

  • Beginner-friendly
  • Event village
  • Age 16 & over
  • 10K run
  • Half marathon
  • Marathon
Come and join the Spring Lucky Dip Run! There is no set medal for this race; instead, you will get to choose your own from a selection of medals from past events!
  • Sun 10 May
  • £16-£35
Staines, Surrey, UK

The Spring Lucky Dip Run

Come and join the Spring Lucky Dip Run! There is no set medal for this race; instead, you will get to choose your own from a selection of medals from past events!

  • Beginner-friendly
  • Event village
  • All ages
  • Trail run
  • 5K run
  • 10K run
  • Half marathon
  • Marathon
  • + 3 more races
  • Fri 1 May
Egham, Surrey, UK

Midweek Chasing Numbers May

  • Trail run
  • 5K run
  • 10K run
  • Half marathon
  • Marathon
  • + 3 more races
  • Sat 2 May
Guildford, Surrey, UK

Greensand Way Ultra Run

  • 30 miles trail running
  • Sun 3 May
Lancing, West Sussex, UK

Three Forts Challenge | 5 Mile Trail Run

  • 5 miles trail running + 553 ft ascent
  • Sat 9 - Sun 10 May
Reading, Berkshire, UK

Goring Gap Trails

  • Ultra run 2
  • Long distance walk
  • Short walk 2
  • Half marathon
  • Sat 9 May
Chesham, Buckinghamshire, UK

Chiltern Hills 100K

  • 100 km trail running
  • Sat 23 May
Eastbourne, East Sussex, UK

Seven Sisters Half Marathon

  • 13.1 miles trail running + 2057 ft ascent

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