Beginner-friendly Trail runs in UK in May 2026
Find beginner-friendly trail runs in UK in May 2026 - 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.
- Fri 1 May
- £100-£102
Portland Pig BackYard Ultra
4.167 miles on the hour, every hour, until the there is only one left standing. Have you got what it takes for just one more loop?
- 1 day multi terrain running
- Sat 2 May
- £45
Greensand Way Ultra Run
Take on a guided ultra trail adventure along the historic Greensand Way and stunning North Downs Way, through the Surrey Hills with sweeping views, ancient woodland and rewarding climbs.
- 30 miles trail running
- Sun 3 May
- £19
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
- Fri 8 May
- £33.30-£39
Bat Challenge
A tough, but ever so rewarding, day/night out with views for miles! Start in daylight and if you keep going long enough you'll be in complete darkness!
- 6 hrs trail running
- Sat 9 - Sun 10 May
- £95.50-£155.50
24 Hours South | The Offa's Dyke Ultra
The finish line is unique to you: 24 hours after the mass start, the race shall stop and the Solo Runners and Teams furthest South on the National Trail, shall be declared winners.
- 24 hrs trail running + 8561 ft ascent
- Sun 10 May
- £16
Yarrow River Bluebell 10K Trail Run
A beautiful Spring trail run through the heart of Yarrow Valley, timed perfectly to coincide with the colourful and fragrant bluebells. Great running, friendly vibes and a brilliant day out!
- 10 km trail running + 527 ft ascent
- Fri 15 - Sun 17 May
- £30
Keswick Mountain Festival
The UK's top outdoor sports festival! Incredible entertainment, sports events, speakers, live music, activities, brand expo, bars, food, drink and much more.
- 5K run 2
- 10K run
- Half marathon
- 50K ultra run
- Fell run
- + 14 more races
- Wed 20 May
- From £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...
- 5 miles trail running + 712 ft ascent
- Sat 30 May
- £67
The Telford T50 Trail Run
Take on the amazing Telford T50 pathway taking in so many special and interesting places in Telford. From the world-famous Ironbridge to the heights of the Wrekin, through past industrial areas.
- 50 miles trail running
- Sat 9 May
- £93-£95
Cateran Trail Ultramarathon
- 55 miles trail running + 7450 ft ascent
- Sat 9 May
- £60
Westcountry Ultra Flat 50 Miler
- 50 miles trail running + 2128 ft ascent
- Sun 10 May
- £20-£22
The Greenway Challenge
- 13 miles trail running
- Sat 16 May
- £30-£32
White Peak Half Marathon
- 13.1 miles trail running + 800 ft ascent
- Sat 16 May
- £17-£19
Festival of Running Down in a Shot 10K
- 10 km trail running + 372 m ascent