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Hilly Trail runs in Winter

Find hilly trail runs near me 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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Take on a tough, award-winning trail run in the Surrey Hills and North Downs with a cracking sunrise, stop-in-your-tracks views and five-star reviews! No nonsense trail running.
  • Sat 31 Jan
  • £27-£31
Guildford, Surrey, UK

Fitstuff G3 Run Series | Race 2

Take on a tough, award-winning trail run in the Surrey Hills and North Downs with a cracking sunrise, stop-in-your-tracks views and five-star reviews! No nonsense trail running.

  • 10K run
  • Trail run
Join this spellbinding trail race through dappled sunlight at Cannock Chase Forest. And, with two additional distances to choose from... It's going to be a corker!
  • Sun 8 Feb
  • £23-£33
Rugeley, Staffordshire, UK

Cannock Chase Forest 20, 15, 10 & 5 Mile

Join this spellbinding trail race through dappled sunlight at Cannock Chase Forest. And, with two additional distances to choose from... It's going to be a corker!

  • Trail run 3
  • 10 miler
An undulating 6.5 mile loop with a mixture of canal tow path, river bank, trail and a road – a little bit of everything with beautiful sections of the Leeds Liverpool canal and River Aire.
  • Sun 8 Feb
  • £24-£42
Leeds, West Yorkshire, UK

Grim Leodis

An undulating 6.5 mile loop with a mixture of canal tow path, river bank, trail and a road – a little bit of everything with beautiful sections of the Leeds Liverpool canal and River Aire.

  • Trail run 2
  • Half marathon
  • Marathon
This is a toughish race on Dartmoor but it's a big old moon so visibility will be good and the weather looks mild. Grab your head torch and let's get wild.
  • Sat 14 Feb
  • £23-£28
South Brent, Devon, UK

Wild & Mild Night Run

This is a toughish race on Dartmoor but it's a big old moon so visibility will be good and the weather looks mild. Grab your head torch and let's get wild.

  • Trail run 2
A new and unique concept where you decide how many loops you feel capable of on the day - whether it's 7km, 14km, Half Marathon, Full Marathon or an Ultra Marathon! Push yourself further or go easy.
  • Sat 21 Feb
  • £26-£37.50
Gerrards Cross, Buckinghamshire, UK

Running Tribe Races | Feb

A new and unique concept where you decide how many loops you feel capable of on the day - whether it's 7km, 14km, Half Marathon, Full Marathon or an Ultra Marathon! Push yourself further or go easy.

  • Multi-terrain run 2
  • Half marathon
  • Marathon
  • Ultra run
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
  • £37.80-£44
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!

  • Trail run
  • CaniCross
Take on a tough, award-winning trail run in the Surrey Hills and North Downs with a cracking sunrise, stop-in-your-tracks views and five-star reviews! No nonsense trail running.
  • Sat 28 Feb
  • £27-£31
Guildford, Surrey, UK

Fitstuff G3 Run Series | Race 3

Take on a tough, award-winning trail run in the Surrey Hills and North Downs with a cracking sunrise, stop-in-your-tracks views and five-star reviews! No nonsense trail running.

  • 10K run
  • Trail run
Take on lapped course through the stunning South Yorkshire Park country park of Rabbit Ings and reach the finish to hang your finisher's medal around your neck with pride.
  • Sat 28 Feb
  • £24-£56
Barnsley, South Yorkshire, UK

Carry on in the Colliery

Take on lapped course through the stunning South Yorkshire Park country park of Rabbit Ings and reach the finish to hang your finisher's medal around your neck with pride.

  • Trail run 3
  • 10 miler
  • Marathon
  • Ultra run
  • CaniCross
  • Sat 7 Feb
  • £10-£49
Arundel, West Sussex, UK

The Maverick West Sussex Trail

  • Trail run 3
  • Sun 8 Feb
  • £19-£24
Leeds, West Yorkshire, UK

St Aidan’s Winter Beast

  • 6.66 miles trail running
  • Sat 14 Feb
  • £23-£25
Keswick, Cumbria, UK

Whinlatter Moon Runner 10K Head Torch Trail Race

  • 10 km trail running
  • Sat 21 Feb
  • £30-£35
Leeds, West Yorkshire, UK

The Leeds 5K, 10K and Half Marathon Winter Warmer Run

  • 5K run
  • 10K run
  • Half marathon
  • Sat 28 Feb
  • £45
Petersfield, West Sussex, UK

South Downs Way Ultra Run

  • 30 miles trail running

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