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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MapEvent listings
Select an event for photos, video, route, location, reviews, entry fees and how to enter.
- Sat 20 Dec
- £22
Calverley Chaos
Chaos on the Calverley Millennium Way. A 12km/7.5 mile trail race taking place on the fully marked Calverley Millennium Way footpath. Find out why it's Chaos...
- Beginner-friendly
- Enter online
- Undulating
- Event village
- Age 18 & over
- 12 km trail running + 600 ft ascent
- Wed 31 Dec
- £5-£10
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.
- Families
- Beginner-friendly
- Enter online
- Event village
- All ages
- 7 km trail running + 350 ft ascent
- Sat 10 Jan 2026
- £80
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.
- Recycling
- Beginner-friendly
- Chip timing
- Enter online
- GPS tracking
- Undulating
- Event village
- Age 18 & over
- 43 miles trail running + 1404 ft ascent
- Sun 11 Jan 2026
- £17
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!
- Families
- Beginner-friendly
- Chip timing
- Enter online
- Flat
- Undulating
- Event village
- Park
- Age 11 & over
- 5 km multi terrain running
- Sun 1 Feb 2026
- £60
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.
- Beginner-friendly
- Enter online
- GPS tracking
- Flat
- Event village
- Rural
- Age 18 & over
- 48 miles trail running + 1923 ft ascent
- Sat 14 Feb 2026
- £33-£38
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!
- Beginner-friendly
- Enter online
- Undulating
- Traffic free
- Event village
- Rural
- Age 18 & over
- 6 hrs trail running + 558 ft ascent
- Sat 14 Feb 2026
- £18
The Billing
Come and join the celebration of the general awfulness of running in the middle of a British winter in trail shoes.
- Trees not tees
- Beginner-friendly
- Enter online
- Undulating
- Event village
- Age 18 & over
- 14 km trail running + 277 m ascent
- Sun 22 Feb 2026
- £60
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!
- Beginner-friendly
- Enter online
- Undulating
- Event village
- Rural
- Age 18 & over
- 42 miles trail running + 2117 ft ascent
- Sun 22 Feb 2026
- £24-£26
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.
- Beginner-friendly
- Chip timing
- Enter online
- Flat
- Event village
- Age 17 & over
- 13.1 miles trail running
- Mon 22 Dec
The Festive Friston Forest 5 Mile Night Trail Run
- 5 miles trail running
- Sun 28 Dec
The Christmas Charity Run at Rathfinny
- 10 km trail running + 184 m ascent