24 Trail runs in East Midlands in May 2024

Find trail runs in and around East Midlands in May 2024 - search by date or place, display on a map or use the advanced search to find your perfect race.

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Click an event for full event details, location, route, sustainability, what's included and how to enter.

The multi-terrain 3/4 marathon is 11.1 miles on road and 8 miles of trails and covers a section of the longer distance routes through beautiful Northamptonshire countryside.
  • Sun 12 May
  • £40
Naseby, Northamptonshire, UK

Shires and Spires | Three Quarter Marathon

The multi-terrain 3/4 marathon is 11.1 miles on road and 8 miles of trails and covers a section of the longer distance routes through beautiful Northamptonshire countryside.

  • 19.6 miles trail running + 1334 ft ascent
The circular 35 mile ultra is a registered UTMB index race with 20.2 miles of cross country trails and 14.3 miles on road through wonderful countryside.  Fully tracked and interactive
  • Sun 12 May
  • £60
Naseby, Northamptonshire, UK

Shires and Spires | Ultra

The circular 35 mile ultra is a registered UTMB index race with 20.2 miles of cross country trails and 14.3 miles on road through wonderful countryside. Fully tracked and interactive

  • 35 miles multi terrain running + 2052 ft ascent
Focusing on fun and participation to get the next generation of Outlaws involved in the fun of the weekend! An easy-to-navigate lap finishing on the orange carpet in front of the grandstand.
  • Sat 18 May
  • £12.84
Nottingham, Nottinghamshire, UK

Future Outlaw Half Nottingham Mini

Focusing on fun and participation to get the next generation of Outlaws involved in the fun of the weekend! An easy-to-navigate lap finishing on the orange carpet in front of the grandstand.

  • 1.2 miles trail running
Focusing on fun and participation to get the next generation of Outlaws involved in the fun of the weekend! Two easy-to-navigate laps finishing on the orange carpet in front of the grandstand.
  • Sat 18 May
  • £12.84
Nottingham, Nottinghamshire, UK

Future Outlaw Half Nottingham Junior

Focusing on fun and participation to get the next generation of Outlaws involved in the fun of the weekend! Two easy-to-navigate laps finishing on the orange carpet in front of the grandstand.

  • 2.4 miles trail running
  • Fri 3 May
  • £31.50-£37
Northampton, Northamptonshire, UK

Fox Challenge

Lightly rolling trails around a glorious reservoir in and out of woodland - perfect for a spring event!

  • 6 hrs trail running
  • Sat 4 May
  • £45
Newark, Nottinghamshire, UK

Dukeries | 30 Miles

The 30 & 40 mile loops take in some of the most beautiful and undiscovered sandstone villages and historical sites in England.

  • 30.8 miles trail running
  • Sat 4 May
  • £52
Newark, Nottinghamshire, UK

Dukeries | 40 Miles

The 30 & 40 mile loops take in some of the most beautiful and undiscovered sandstone villages and historical sites in England.

  • 40.8 miles trail running
  • Sat 11 May
  • £32-£34
Chesterfield, Derbyshire, UK

Spire Ultra

Now in its 8th year, the Spire Ultra was the first event and has been a qualifying event for the Run Further Ultra Championships for the previous 5 years.

  • 33 miles trail running
  • Fri 17 May
  • £15-£19
Lincoln, Lincolnshire, UK

The Skelly Trail 10K

The Skelly Trail 10K (approx).

  • 10 km trail running
  • Sat 18 May
  • £39.95
Northampton, Northamptonshire, UK

Rachel's Birthday Bash

Rachel's Birthday Bash in Northampton!

  • 6 hrs trail running
  • Sat 18 May
  • £28
Hope Valley, Derbyshire, UK

The Hathersage Hurtle | Runners

Run it Walk it Love it

  • 20 miles trail running
  • Sat 18 - Sun 19 May
  • £70
Market Harborough, Northamptonshire, UK

Run Rabbit Trail Festival | Quest for the Golden Carrot

The multi-distance weekend Trail Running Festival from the team at Race Harborough.

  • 56.1 km trail running
  • Sat 18 May
  • £30-£32
Matlock, Derbyshire, UK

Ian Milne White Peak Marathon

One of the fastest marathons on the calendar!

  • 26.2 miles trail running
  • Sat 18 May
  • £28-£30
Matlock, Derbyshire, UK

White Peak Half Marathon

The half marathon follows the High Peak Trail from Friden to Cromford over firm compacted limestone and cinder surfaces on former railway tracks making road running shoes ideal.

  • 13.1 miles trail running
  • Sat 18 May
  • £15-£17
Matlock, Derbyshire, UK

Festival of Running 'Down in a Shot' 10K

This may be the fastest 10K on the calendar!

  • 10 km trail running
  • Sat 18 May
  • £35
Market Harborough, Northamptonshire, UK

Run Rabbit Trail Festival | Trail Mix Challenge

The multi-distance weekend Trail Running Festival from the team at Race Harborough.

  • 25 km trail running
  • Sat 18 May
  • £20
Market Harborough, Northamptonshire, UK

Run Rabbit Trail Festival | Headlight Hop 10K

The multi-distance weekend Trail Running Festival from the team at Race Harborough.

  • 10 km trail running
  • Sun 19 May
  • £30
Market Harborough, Northamptonshire, UK

Run Rabbit Trail Festival | Thump Trail Half

The multi-distance weekend Trail Running Festival from the team at Race Harborough.

  • 13.1 miles trail running
  • Sat 25 May
  • £125
Bourne, Lincolnshire, UK

The Grim Reaper | 70 Miles

The Grim Reaper is back for 2024...and he's coming for you!

  • 70 miles trail running
  • Sat 25 May
  • £140
Bourne, Lincolnshire, UK

The Grim Reaper | 100 Miles

The Grim Reaper is back for 2024...and he's coming for you!

  • 100 miles trail running
  • Sat 25 May
  • £80
Bourne, Lincolnshire, UK

The Grim Reaper | 40 Miles

The Grim Reaper is back for 2024...and he's coming for you!

  • 40 miles trail running
  • Sat 25 May
  • £30
Bourne, Lincolnshire, UK

The Grim Reaper | 10 Mile - Day

The Grim Reaper is back for 2024...and he's coming for you!

  • 10 miles trail running
  • Sat 25 May
  • £30
Bourne, Lincolnshire, UK

The Grim Reaper | 10 Mile - Night

The Grim Reaper is back for 2024...and he's coming for you!

  • 10 miles trail running
  • Sun 26 May
  • FREE
Worksop, Nottinghamshire, UK

Trust Tinsel 10K

Fancy a morning run through the beautiful grounds of Clumber Park?

  • 10 km trail running

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