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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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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?
  • Fri 1 May
  • £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?

  • 1 day multi terrain running
  • Beginner-friendly
  • Chip timing
  • Enter online
  • Flat
  • Event village
  • Rural
  • Coast
  • Plastic-free event
  • Age 20 & over
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.
  • Sat 9 - Sun 10 May
  • £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.

  • 24 hrs trail running + 8561 ft ascent
  • Beginner-friendly
  • Chip timing
  • Enter online
  • GPS tracking
  • Event village
  • Rural
  • Age 18 & over
The UK's top outdoor sports festival! Incredible entertainment, sports events, speakers, live music, activities, brand expo, bars, food, drink and much more.
  • Fri 15 - Sun 17 May
  • £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.

  • 5K run 2
  • 10K run
  • Half marathon
  • 50K ultra run
  • Fell run
  • + 14 more races
  • Families
  • Venue accessible
  • Beginner-friendly
  • Dogs allowed at venue
  • Entertainment
  • Music
  • Enter online
  • Event village
  • Event expo
  • Park
  • Rural
  • Mountains
  • Sustainability policy
  • All ages
  • Sat 2 May
  • £69.90-£79.90
Bristol, Somerset, UK

Bristol Backyard Ultra

  • 1 day trail running
  • Sat 2 May
  • £45
Guildford, Surrey, UK

Greensand Way Ultra Run

  • 30 miles trail running
  • Sat 2 - Mon 4 May
  • £250-£300
Keswick, Cumbria, UK

SCARPA Great Lakeland 3Day

  • 3 days fell running
  • Wed 6 May
  • £21
Carlisle, Cumbria, UK

Carlisle City Urban Trail Run

  • 10 km trail running
  • Fri 8 May
  • £33.30-£39
Loughborough, Leicestershire, UK

Bat Challenge

  • 6 hrs trail running
  • Sat 9 May
  • £118-£120
Chesham, Buckinghamshire, UK

Chiltern Hills 100K

  • 100 km trail running
  • Sat 9 May
  • £93-£95
Blairgowrie, Perth and Kinross, UK

Cateran Trail Ultramarathon

  • 55 miles trail running + 7450 ft ascent
  • Sat 9 May
  • $140
Colorado Springs, Colorado, USA

Valkyrie Trail Race Marathon

  • 42.2 km trail running
  • Sat 9 May
  • £60
Taunton, Somerset, UK

Westcountry Ultra Flat 50 Miler

  • 50 miles trail running + 2128 ft ascent
  • Sat 9 May
  • £38-£40
Chesterfield, Derbyshire, UK

Spire Ultra

  • 33 miles trail running
  • Sun 10 May
  • $96.40
Bastrop, Texas, USA

Wildflower Trail Run - Marathon

  • 26.2 miles trail running
  • Sun 10 May
  • £20-£22
Letchworth Garden City, Hertfordshire, UK

The Greenway Challenge

  • 13 miles trail running
  • Sun 10 May
  • £17.90-£20.50
Chorley, Lancashire, UK

Yarrow River Bluebell 10K Trail Run

  • 10 km trail running
  • Sat 16 May
  • £33-£35
Matlock, Derbyshire, UK

Ian Milne White Peak Marathon

  • 26.2 miles trail running
  • Sat 16 May
  • £30-£32
Matlock, Derbyshire, UK

White Peak Half Marathon

  • 13.1 miles trail running + 800 ft ascent
  • Sat 16 May
  • £17-£19
Matlock, Derbyshire, UK

Festival of Running Down in a Shot 10K

  • 10 km trail running + 372 m ascent
  • Sun 17 - Sun 24 May
  • £2,099
Fort William, Highland, UK

Cape Wrath Ultra

  • 8 days trail running
  • Sun 17 - Tue 19 May
  • £799
Fort William, Highland, UK

Cape Wrath 100

  • 100 miles trail running
  • Sun 17 May
  • €31-€39
Tossa de Mar, Spain

Run Festival Tossa de Mar - Half Marathon

  • 21 km trail running
  • Fri 22 - Sun 24 May
  • £278-£300
Hull, East Yorkshire, UK

Hardmoors 200

  • 200 miles trail running
  • Sat 23 May
  • £197-£250
Filey, North Yorkshire, UK

Hardmoors 110

  • 110 miles trail running
  • Sat 23 May
  • £41-£43
Aberdeen, Aberdeenshire, UK

Kirkhill 8

  • 8 hrs trail running

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