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Trail runs in East Midlands in Winter

Find trail runs in East Midlands in Winter - filter by date, location or category, display on a map or use the advanced search to find your perfect race.

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Get ready, set... and race! Take to the trail on this iconic course through Sherwood Forest and get your New Year off to a flying start.
  • Sun 18 Jan 2026
  • £7-£25
Mansfield, Nottinghamshire, UK

Sherwood New Year 10K, 5K & Junior Run

Get ready, set... and race! Take to the trail on this iconic course through Sherwood Forest and get your New Year off to a flying start.

  • Families
  • Recycling
  • Newcomers
  • Plastic bottle free
  • Rural
  • Sustainability policy
  • Public transport links
  • All ages
  • Fun run
  • 5K run
  • 10K run
A breathtaking, traffic-free half marathon and 10km race along the Tissington Trail with spellbinding views of the rolling Derbyshire Dales and a spectacular downhill finish.
  • Sat 24 Jan 2026
  • £29-£38
Ashbourne, Derbyshire, UK

Tissington Trail January Half Marathon & 10K | Saturday

A breathtaking, traffic-free half marathon and 10km race along the Tissington Trail with spellbinding views of the rolling Derbyshire Dales and a spectacular downhill finish.

  • Recycling
  • Newcomers
  • Plastic bottle free
  • Event village
  • Rural
  • Sustainability policy
  • Public transport links
  • Age 15 & over
  • 10K run
  • Half marathon
A breathtaking half marathon and 10K, racing along the Tissington Trail with spellbinding views of the rolling Derbyshire Dales.
  • Sun 25 Jan 2026
  • £29-£38
Ashbourne, Derbyshire, UK

Tissington Trail January Half Marathon & 10K | Sunday

A breathtaking half marathon and 10K, racing along the Tissington Trail with spellbinding views of the rolling Derbyshire Dales.

  • Recycling
  • Newcomers
  • Plastic bottle free
  • Event village
  • Rural
  • Sustainability policy
  • Public transport links
  • Age 15 & over
  • 10K run
  • Half marathon
The reservoir has it all. The tranquillity of the woods, open grassland and calming waters, it’s a beauty! Run as many 3.3-mile loops as you like within 6 hours.
  • Wed 4 Feb 2026
  • £33.30-£39
Daventry, Northamptonshire, UK

Squirrel Challenge & Canicross

The reservoir has it all. The tranquillity of the woods, open grassland and calming waters, it’s a beauty! Run as many 3.3-mile loops as you like within 6 hours.

  • Trees not tees
  • Newcomers
  • Dogs allowed at venue
  • Event village
  • Park
  • Sustainability policy
  • Age 16 & over
  • Fixed time runs
  • CaniCross
A tough but rewarding day out with great views! Run as many 3.3-mile laps as you wish. If you like uphills, you’ll love the first half of the lap. If you love downhills, you’ll love the second half!
  • Fri 27 Feb 2026
  • £33.30-£39
Woodhouse Eaves, Leicestershire, UK

Badger Challenge & Canicross

A tough but rewarding day out with great views! Run as many 3.3-mile laps as you wish. If you like uphills, you’ll love the first half of the lap. If you love downhills, you’ll love the second half!

  • Trees not tees
  • Newcomers
  • Dogs allowed at venue
  • Event village
  • Park
  • Sustainability policy
  • Age 18 & over
  • Trail run
  • CaniCross
  • Sun 14 Dec
Scunthorpe, Lincolnshire, UK

Christmas Day for Runners

  • Fun run
  • 5K run
  • 10K run
  • Sat 3 Jan 2026
Chesterfield, Derbyshire, UK

Wolf Moon Trail Half Marathon

  • 13.1 miles trail running
  • Fri 16 Jan 2026
Swadlincote, Derbyshire, UK

Mudfest – January

  • 4 hrs trail running
  • Sun 25 Jan 2026
Worksop, Nottinghamshire, UK

The Clumber Lakeside – Winter – Day Two

  • 6 hrs trail running
  • Sat 7 Feb 2026
Chesterfield, Derbyshire, UK

The Hardwick Hobble – Winter – Day 1

  • 6 hrs trail running
  • Sun 8 Feb 2026
Chesterfield, Derbyshire, UK

The Hardwick Hobble – Winter – Day 2

  • 6 hrs trail running

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