14 Trail runs in South East in May 2024

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Take on a 25km challenge along the trails of the southern coast of the Isle of Wight, finishing by The Needles for a BBQ lunch.
  • Sun 5 May 2024
  • £79
  • 7 charities
Ventnor, Isle of Wight, UK

Isle of Wight Challenge | 1st Quarter

Take on a 25km challenge along the trails of the southern coast of the Isle of Wight, finishing by The Needles for a BBQ lunch.

  • 25 km trail running + 660 m ascent
The first half of the Isle of Wight circuit explore 52km of scenic coastal trails, enjoy spectacular coastal views along the undulating route with plenty of rest stops to keep you well fuelled.
  • Sun 5 May 2024
  • £129
  • 7 charities
Ventnor, Isle of Wight, UK

Isle of Wight Challenge | 1st Half

The first half of the Isle of Wight circuit explore 52km of scenic coastal trails, enjoy spectacular coastal views along the undulating route with plenty of rest stops to keep you well fuelled.

  • 54 km trail running + 1100 m ascent
An epic challenge, making a full 106km circuit of the Isle of Wight, starting and finishing in Chale, enjoy well stocked rest stops and superb scenery every step of the way.
  • Sun 5 May 2024
  • £198
  • 7 charities
Ventnor, Isle of Wight, UK

Isle of Wight Challenge | Full 106km continuous

An epic challenge, making a full 106km circuit of the Isle of Wight, starting and finishing in Chale, enjoy well stocked rest stops and superb scenery every step of the way.

  • 106 km multi terrain running + 1960 m ascent
The full 106km circumnavigation of the Isle of Wight, in daylight hours. Overnight at Cowes for a well-earned rest on this wonderful exploration of the coastal routes around the island.
  • Sun 5 - Mon 6 May 2024
  • £198
  • 7 charities
Ventnor, Isle of Wight, UK

Isle of Wight Challenge | Full 106km over 2 days

The full 106km circumnavigation of the Isle of Wight, in daylight hours. Overnight at Cowes for a well-earned rest on this wonderful exploration of the coastal routes around the island.

  • 106 km multi terrain running + 1960 m ascent
Starting in Cowes, follow a clockwise route along the eastern side of the Isle of Wight, enjoying superb coastal views en route to the finish line at Chale.
  • Mon 6 May 2024
  • £129
  • 7 charities
Cowes, Isle of Wight, UK

Isle of Wight Challenge | 2nd Half

Starting in Cowes, follow a clockwise route along the eastern side of the Isle of Wight, enjoying superb coastal views en route to the finish line at Chale.

  • 52 km trail running + 980 m ascent
Pass through Sandown, Shanklin and Ventnor before finishing at the basecamp in Chale for a celebratory hot meal awaits with your medal.
  • Mon 6 May 2024
  • £79
  • 7 charities
Sandown, Isle of Wight, UK

Isle of Wight Challenge | 4th Quarter

Pass through Sandown, Shanklin and Ventnor before finishing at the basecamp in Chale for a celebratory hot meal awaits with your medal.

  • 25 km trail running + 480 m ascent
The second half distance option of the London to Brighton Challenge starts from Turners Hill, crossing the South Downs National Park before arriving at Brighton.
  • Sat 25 May 2024
  • £139
  • 9 charities
Crawley, West Sussex, UK

London 2 Brighton Challenge | 2nd Half

The second half distance option of the London to Brighton Challenge starts from Turners Hill, crossing the South Downs National Park before arriving at Brighton.

  • 44 km trail running + 730 m ascent
  • Sat 4 May 2024
  • £215
Richmond, UK

Thames Path 100

The TP100 is a 100 Mile continuous trail race along the Thames path from London to Oxford. Total Climb: 1900 Feet. 13th annual.

  • 100 miles trail running
  • Sat 11 May 2024
  • £45
Guildford, Surrey, UK

Greensand Way Ultra Run

Starting and finishing at West Hanger, near Guildford, this run features some of the best parts of the North Downs Way AND the Greensand Way.

  • 30 miles trail running
  • Sat 18 May 2024
  • £105
Farnham, Surrey, UK

North Downs Way 50

The NDW50 is a 50 mile point to point run along the North Downs Way National Trail from Farnham in Surrey to Knockholt Pound on the outskirts of Greater London. Total Climb: 5,600 Feet. 13th annual.

  • 50 miles trail running
  • Sat 18 May 2024
  • £65
Cranleigh, Surrey, UK

The Maverick Adidas Terrex X Series North Downs | Long Route

Join Maverick Race for a trail running journey through Surrey with our four amazing routes.

  • 43 km trail running
  • Sat 18 May 2024
  • £75
Cranleigh, Surrey, UK

The Maverick Adidas Terrex X Series North Downs | Ultra Route

Join Maverick Race for a trail running journey through Surrey with our four amazing routes.

  • 52 km trail running
  • Sat 18 May 2024
  • £35
Cranleigh, Surrey, UK

The Maverick Adidas Terrex X Series North Downs | Short Route

Join Maverick Race for a trail running journey through Surrey with our four amazing routes.

  • 11 km trail running
  • Sat 18 May 2024
  • £45
Cranleigh, Surrey, UK

The Maverick Adidas Terrex X Series North Downs | Middle Route

Join Maverick Race for a trail running journey through Surrey with our four amazing routes.

  • 22 km trail running