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Beginner-friendly Trail runs in Winter

Find beginner-friendly 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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A 48-mile route through historical Suffolk and Norfolk, starting from Knettishall Heath Nature reserve and running north to Holme-next-the-Sea on the Norfolk Coast.
  • Sun 1 Feb
  • £60
Thetford, Suffolk, UK

Peddars Way Ultra

A 48-mile route through historical Suffolk and Norfolk, starting from Knettishall Heath Nature reserve and running north to Holme-next-the-Sea on the Norfolk Coast.

  • 48 miles trail running + 1923 ft ascent
In 2026 Valentines Day falls on a Saturday, so why not come along and earn some Valentine-themed bling! Run as far as you can during six hours, whether 5K or 50K, you'll love it!
  • Sat 14 Feb
  • £33-£35
Bury Saint Edmunds, Suffolk, UK

Valentines Challenge

In 2026 Valentines Day falls on a Saturday, so why not come along and earn some Valentine-themed bling! Run as far as you can during six hours, whether 5K or 50K, you'll love it!

  • 6 hrs trail running
42 miles of footpath meandering through the historic countryside of Essex in an easterly direction towards the coast, along an ancient pilgrimage route dating back to the 7th century!
  • Sun 22 Feb
  • £60
Ongar, Essex, UK

St Peters Way Ultra

42 miles of footpath meandering through the historic countryside of Essex in an easterly direction towards the coast, along an ancient pilgrimage route dating back to the 7th century!

  • 42 miles trail running + 2117 ft ascent
The perfect race to add to your calendar as a challenge in its own right, and ideal preparation for the spring marathon season.
  • Sun 22 Feb
  • £24-£26
Stockport, UK

Stockport Trail Half Marathon

The perfect race to add to your calendar as a challenge in its own right, and ideal preparation for the spring marathon season.

  • 13.1 miles trail running
  • Sun 1 Feb
  • £20
Bridgnorth, Shropshire, UK

DirtRun Dudmaston 10K

  • 10 km trail running
  • Sun 1 Feb
  • £25
London, UK

Dash For The Splash 10K

  • 10 km trail running
  • Tue 3 Feb
  • £16
Hindhead, Surrey, UK

Devils Punchbowl 10K

  • 10 km trail running
  • Sat 7 - Sun 8 Feb
  • £150-£190
Farnham, Surrey, UK

Pilgrim Challenge

  • 2 days trail running
  • Sat 7 Feb
  • £41.50
Chesterfield, Derbyshire, UK

The Hardwick Hobble – Winter – Day 1

  • 6 hrs trail running
  • Sat 7 - Sun 8 Feb
  • £150
Skipton, North Yorkshire, UK

Lady Annes Way 75

  • 75 miles trail running
  • Sun 8 Feb
  • £18
Perth, Perth and Kinross, UK

Bertha Park Trail Run

  • 10 km trail running
  • Sun 8 Feb
  • £41.50
Chesterfield, Derbyshire, UK

The Hardwick Hobble – Winter – Day 2

  • 6 hrs trail running
  • Sun 8 Feb
  • £19-£24
Leeds, West Yorkshire, UK

St Aidan’s Winter Beast

  • 6.66 miles trail running
  • Sun 8 Feb
  • £20-£22
Hereford, Herefordshire, UK

Muddy Woody 6

  • 6 miles trail running
  • Sat 14 Feb
  • £100
Crickhowell, Powys, UK

Trails & Tarmac Backyard Ultra - Winter

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

Whinlatter Moon Runner 10K Head Torch Trail Race

  • 10 km trail running
  • Sun 15 Feb
  • £41.50
Heanor, Derbyshire, UK

The Butterfly Effect – Birdwing

  • 6 hrs trail running
  • Sun 15 Feb
  • £53
Peebles, Scottish Borders, UK

Glentress Trail Marathon

  • 42 km trail running
  • Sun 22 Feb
  • £5-£7
Sheffield, Derbyshire, UK

The Eckington Epic

  • 7 miles trail running
  • Sun 22 Feb
  • £18
Stourbridge, Staffordshire, UK

Kinver Edge DirtRun

  • 9.5 km trail running
  • Sun 22 Feb
  • £23-£30
Benfleet, Essex, UK

Hadleigh Legacy 10K

  • 10 km multi terrain running
  • Wed 25 Feb
  • £16
Godalming, Surrey, UK

Thursley Common 10K

  • 10 km trail running
  • Sat 28 Feb
  • £45
Petersfield, West Sussex, UK

South Downs Way Ultra Run

  • 30 miles trail running

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