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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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Select an event for photos, video, route, location, reviews, entry fees and how to enter.

  • Sat 16 May
  • £55
Bishops Castle, Shropshire

BC50K Trail Ultra

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

Ian Milne White Peak Marathon

  • 26.2 miles trail running
  • Sat 16 May
  • £100-£160
Greenock, Renfrewshire

The WitchWood Trail Run

  • 24 hrs trail running
  • Sat 16 May
  • £30-£32
Matlock, Derbyshire

White Peak Half Marathon

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

Festival of Running Down in a Shot 10K

  • 10 km trail running + 372 m ascent
  • Sun 17 May
  • €31-€39
Spain

Run Festival Tossa de Mar - Half Marathon

  • 21 km trail running
  • Sun 17 May
  • £29-£35
Chislehurst

The Maypole Project Chislehurst Half Marathon

  • 13.1 miles multi terrain running
  • Sun 17 May
  • £7-£22
Swindon, Wiltshire

Commonweal 5 Mile

  • 5 miles trail running
  • Wed 20 May
  • £10-£12
Bolton, Lancashire

Coronation Trail Race

  • 6 miles trail running
  • Thu 21 May
  • £15-£18
Chelmsford, Essex

Chelmsford Brew Co Summer Ale Trail Hike & Run 10K

  • 10 km trail running
  • Thu 21 May
  • £8-£10
Silkstone, South Yorkshire

Howesy’s Harriers’ Hat-Trick - Silkstone Shuffle

  • 4.5 miles trail running
  • Fri 22 - Sun 24 May
  • £278-£300
Hull, East Yorkshire

Hardmoors 200

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

Hardmoors 110

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

Kirkhill 8

  • 8 hrs trail running
  • Sat 23 May
  • £55
Guildford, Surrey

The Long Way Round

  • 6 hrs trail running
  • Sat 23 May
  • £42-£44
Eastbourne, East Sussex

Seven Sisters Half Marathon

  • 13.1 miles trail running + 2057 ft ascent
  • Sun 24 May
  • £53-£55
Richmond

Richmond Park Full Marathon

  • 26.2 miles trail running
  • Sun 24 May
  • £17.70-£19.70
Pontypridd, Mid Glamorgan

Treforest 10K

  • 10 km trail running + 200 ft ascent
  • Sun 24 May
  • £20-£22
Holt, Norfolk

Holt 10K

  • 10 km road running
  • Mon 25 May
  • £32
Marlow, Buckinghamshire

Rebellion 10K

  • 10 km trail running
  • Mon 25 May
  • £14-£16
Dursley, Gloucestershire

Dursley Peaks Race

  • 10.31 km trail running
  • Thu 28 May
  • £12.40-£14.40
Warrington, Cheshire

Rob McHarry Memorial Birchwood Park 5K

  • 5 km trail running
  • Fri 29 May
  • £15
Bristol, Somerset

The Great Western Runners Towpath Series - Race 1

  • 10 km trail running
  • Sat 30 May
  • £47-£49
Ballycastle, County Antrim

Norn Iron 100 Half Marathon

  • 13.1 miles trail running
  • Sat 30 May
  • £68-£70
Rochester, Kent

Three Castles 50K

  • 50 km trail running

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