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Multi-terrain runs in South East in May 2026

Find multi-terrain 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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Great challenges need great settings, and up to 2,000 adventurers will take on the Isle of Wight stunning coastal path – all out to push themselves further this year!
  • Sat 2 - Sun 3 May
  • £39-£199
Ventnor, Isle of Wight, UK

Isle of Wight Ultra Challenge

Great challenges need great settings, and up to 2,000 adventurers will take on the Isle of Wight stunning coastal path – all out to push themselves further this year!

  • Trail run 3
  • 50K ultra run 3
  • 100K ultra run 2
  • Ultra run
Be part of the action! The Mid Sussex Marathon Weekend returns for it’s 15th year in 2026. This unique sell-out Bank Holiday weekend event has something for everyone.
  • Sat 2 - Mon 4 May
  • £7-£75
Burgess Hill, West Sussex, UK

Mid Sussex Marathon Weekend

Be part of the action! The Mid Sussex Marathon Weekend returns for it’s 15th year in 2026. This unique sell-out Bank Holiday weekend event has something for everyone.

  • 10 miler 2
  • 10K run
  • Marathon 2
  • Fun run 6
  • Multi-terrain run
Join the Odyssey 10km — a scenic multi-terrain race along the River Thames with instant app timing, medals, goody bags, awards and friendly marshals. Unforgettable running vibes!
  • Sun 10 May
  • £25
Reading, Berkshire, UK

Odyssey 10K

Join the Odyssey 10km — a scenic multi-terrain race along the River Thames with instant app timing, medals, goody bags, awards and friendly marshals. Unforgettable running vibes!

  • 10 km multi terrain running + 39 ft ascent
A new 25km option – ideal if you want to explore the surrounding countryside around Brighton and sections of the South Downs Way with its fabulous views back over the Sussex countryside.
  • Sun 24 May
  • £89
Brighton, East Sussex, UK

Brighton Challenge

A new 25km option – ideal if you want to explore the surrounding countryside around Brighton and sections of the South Downs Way with its fabulous views back over the Sussex countryside.

  • 25 km trail running + 400 m ascent
  • Sun 3 May
  • £20-£45
Lancing, West Sussex, UK

Three Forts Challenge

  • Trail run
  • Half marathon
  • Marathon
  • Sat 9 - Sun 10 May
  • £85-£145
Henley-on-Thames, Buckinghamshire, UK

Tough Mudder London West

  • Obstacle race 5
  • Sun 10 May
  • £26-£30
Dartford, Kent, UK

Darent Valley 10K

  • 10 km multi terrain running
  • Sun 10 May
  • £18-£22
Epsom, Surrey, UK

Hogsmill 5

  • 5 miles multi terrain running
  • Sat 16 - Sun 17 May
  • £20-£129.99
Henley-on-Thames, Buckinghamshire, UK

London West Spartan Trifecta Weekend

  • Fun run 6
  • 5K run 2
  • Half marathon
  • 10K run
  • Mon 25 May
  • £32
Marlow, Buckinghamshire, UK

Rebellion 10K

  • 10 km trail running
  • Sat 30 May
  • £63-£65
Maidenhead, Berkshire, UK

Beat The Sunset 50K

  • 50 km multi terrain running
  • Sun 31 May
  • £24-£40
Faversham, Kent, UK

Macknade Half Marathon & 10K

  • 10K run
  • Half marathon

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