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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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Climb from valley to summit on a guided hill-challenge up Box Hill and surrounding area, tackling steep woodland trails and gritty elevation in one of southern England’s toughest guided trail runs.
  • Sat 5 Dec
  • £19
Dorking, Surrey, UK

Box Hill Vertical KM

Climb from valley to summit on a guided hill-challenge up Box Hill and surrounding area, tackling steep woodland trails and gritty elevation in one of southern England’s toughest guided trail runs.

  • 12.5 miles trail running + 1000 m ascent
  • Beginner-friendly
  • Enter online
  • Hilly
  • Event village
  • Mountains
  • Age 18 & over
Embark on a historic journey on enchanting Suffolk trails, ancient woodlands, and charming villages, where every step brings adventure, camaraderie, and the thrill of conquering a true ultra.
  • Sat 5 Dec
  • £80-£120
Manningtree, Essex, UK

St Edmund Way Ultra

Embark on a historic journey on enchanting Suffolk trails, ancient woodlands, and charming villages, where every step brings adventure, camaraderie, and the thrill of conquering a true ultra.

  • 80 miles trail running + 2036 ft ascent
  • Beginner-friendly
  • Enter online
  • GPS tracking
  • Event village
  • Age 18 & over
A new and unique concept where you decide how many loops you feel capable of on the day from 7km up to an ultra marathon! Push yourself further or go easy.
  • Sat 12 Dec
  • £26-£37
Gerrards Cross, Buckinghamshire, UK

Running Tribe Races | Dec

A new and unique concept where you decide how many loops you feel capable of on the day from 7km up to an ultra marathon! Push yourself further or go easy.

  • 1 day multi terrain running
  • Beginner-friendly
  • Dogs allowed at venue
  • Enter online
  • Undulating
  • Hilly
  • Traffic free
  • Park
  • Rural
  • Public transport links
  • Age 16 & over
The jolliest run of the year! A festive 4-mile fancy dress race that’s all about fun, community and getting people moving.
  • Sun 20 Dec
  • £14
Bolton, Greater Manchester, UK

Santa Dash

The jolliest run of the year! A festive 4-mile fancy dress race that’s all about fun, community and getting people moving.

  • 4.18 miles trail running + 778 ft ascent
  • Families
  • Beginner-friendly
  • Chip timing
  • Enter online
  • Fancy dress
  • Event village
  • All ages
Join in for the Salcombe RNLI Resolution Fun Run — a 7km scenic trail run looping around the beautiful Snape’s Point and back.
  • Thu 31 Dec
  • £5-£10
Salcombe, Devon, UK

Salcombe RNLI Resolution Fun Run

Join in for the Salcombe RNLI Resolution Fun Run — a 7km scenic trail run looping around the beautiful Snape’s Point and back.

  • 7 km trail running + 350 ft ascent
  • Families
  • Beginner-friendly
  • Enter online
  • Event village
  • All ages
A fabulous 43-mile point-to-point race, well established as the season opener to the Ultra race calendar and always sells out. From the countryside along the Grand Union Canal into London.
  • Sat 9 Jan 2027
  • £85
Aylesbury, Buckinghamshire, UK

Country to Capital Ultra

A fabulous 43-mile point-to-point race, well established as the season opener to the Ultra race calendar and always sells out. From the countryside along the Grand Union Canal into London.

  • 43 miles trail running + 1404 ft ascent
  • Recycling
  • Beginner-friendly
  • Chip timing
  • Enter online
  • GPS tracking
  • Undulating
  • Event village
  • Age 18 & over
The route is exactly 5K, multi-terrain in nature, with a nice mix of minor road and trail to make for an interesting run in lovely surroundings, with fantastic views. Chip timing, prizes and medal!
  • Sun 10 Jan 2027
  • £19
Ruthin, Clwyd, UK

Vale of Clwyd 5K

The route is exactly 5K, multi-terrain in nature, with a nice mix of minor road and trail to make for an interesting run in lovely surroundings, with fantastic views. Chip timing, prizes and medal!

  • 5 km multi terrain running
  • Families
  • Beginner-friendly
  • Chip timing
  • Enter online
  • Flat
  • Undulating
  • Event village
  • Park
  • Age 11 & over
Race along secluded singletrack and forest trails, many rarely used and opened exclusively for this event. Headtorch racing adds fun and challenge — expect mud and adventure.
  • Sat 23 Jan 2027
  • £19
Pickering, North Yorkshire, UK

Dalby Forest Headtorch Challenge

Race along secluded singletrack and forest trails, many rarely used and opened exclusively for this event. Headtorch racing adds fun and challenge — expect mud and adventure.

  • 5.13 miles trail running + 738 ft ascent
  • Beginner-friendly
  • Enter online
  • Undulating
  • Traffic free
  • Event village
  • Rural
  • Age 16 & over
  • Sat 5 Dec
  • £220-£222
Alnwick, Northumberland, UK

Cheviot Goat Ultra

  • 59 miles trail running
  • Sat 5 - Sun 6 Dec
  • £183-£185
Lewes, East Sussex, UK

Winter On The Downs 100 Miles

  • 100 miles trail running
  • Sat 5 - Sun 6 Dec
  • £110-£112
Lewes, East Sussex, UK

Winter On The Downs 55 Miles

  • 55 miles trail running
  • Sun 10 Jan 2027
  • £27
Ashington, Northumberland, UK

Ashington 10K Trail Run

  • 10 km trail running
  • Sun 7 Feb 2027
  • £33
Newbiggin-by-the-Sea, Northumberland, UK

Bay2Bay Coastal Run

  • 10 miles trail running

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