21
Beginner-friendly Trail runs in May 2026
Find beginner-friendly trail runs near me 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 2026
- £100-£102
Portland, Dorset, UK
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?
- Beginner-friendly
- Chip timing
- Enter online
- Flat
- Event village
- Rural
- Coast
- Plastic-free event
- Age 20 & over
- 1 day multi terrain running
- Sat 9 - Sun 10 May 2026
- £95.50-£155.50
Prestatyn, Clwyd, UK
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.
- Beginner-friendly
- Chip timing
- Enter online
- GPS tracking
- Event village
- Rural
- Age 18 & over
- 24 hrs trail running + 8561 ft ascent
- Fri 15 - Sun 17 May 2026
- £30
- Early bird
Keswick, Cumbria, UK
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.
Early bird on now
- Families
- Venue accessible
- Beginner-friendly
- Dogs allowed at venue
- Entertainment
- Music
- Enter online
- Event village
- Event expo
- Park
- Rural
- Mountains
- Sustainability policy
- All ages
- 5K run 2
- 10K run
- Half marathon
- 50K ultra run
- Fell run
- + 14 more races
- Sun 10 May 2026
Letchworth Garden City, Hertfordshire, UK
The Greenway Challenge
- 13 miles trail running
- Sat 16 May 2026
Matlock, Derbyshire, UK
White Peak Half Marathon
- 13.1 miles trail running + 800 ft ascent
- Sat 16 May 2026
Matlock, Derbyshire, UK
Festival of Running Down in a Shot 10K
- 10 km trail running + 372 m ascent
- Sat 23 May 2026
Eastbourne, East Sussex, UK
Seven Sisters Half Marathon
- 13.1 miles trail running + 2057 ft ascent