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Trail runs in South East in May 2024

Find trail runs near me in South East in May 2024 - search by date or place, display on a map or use the advanced search to find your perfect race.

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Walk, jog or run the stunning coastal paths of the Isle of Wight for a great charity cause, from the base camp at Chale, visiting historic Cowes and the iconic Needles en route.
  • Sat 4 - Sun 5 May
  • £10-£40
  • Entries closed
  • Sat 4 - Sun 5 May
  • £10-£40
  • Entries closed
Ventnor, Isle of Wight, UK

Isle of Wight Ultra Challenge

Walk, jog or run the stunning coastal paths of the Isle of Wight for a great charity cause, from the base camp at Chale, visiting historic Cowes and the iconic Needles en route.

  • Newcomers
  • Entertainment
  • Music
  • Chip timing
  • Enter online
  • GPS tracking
  • Fundraising required
  • Undulating
  • Event village
  • Age 14 & over
  • 1 day trail running
Entries closed
Walk, jog or run along the capital to coast route for charity, with a range of distance options available and superb support all the way, for all abilities and experience levels.
  • Sat 25 - Sun 26 May
  • £10-£40
  • Entries closed
  • Sat 25 - Sun 26 May
  • £10-£40
  • Entries closed
Brighton, East Sussex, UK

London 2 Brighton Ultra Challenge

Walk, jog or run along the capital to coast route for charity, with a range of distance options available and superb support all the way, for all abilities and experience levels.

  • Entertainment
  • Chip timing
  • Enter online
  • GPS tracking
  • Fundraising required
  • Undulating
  • Event village
  • Age 14 & over
  • 1 day trail running
  • Fri 3 May
Walton-on-Thames, Surrey, UK

PHOENIX Fridays - Choo Choo Friday

  • 7 hrs trail running
  • Fri 3 May
Egham, Surrey, UK

Midweek Chasing Numbers May 2024 | 5K

  • 5 km trail running
  • Fri 3 May
Egham, Surrey, UK

Midweek Chasing Numbers May 2024 | 10K

  • 10 km trail running
  • Fri 3 May
Egham, Surrey, UK

Midweek Chasing Numbers May 2024 | Half Marathon

  • 13.1 miles trail running
  • Fri 3 May
Egham, Surrey, UK

Midweek Chasing Numbers May 2024 | Marathon

  • 26.2 miles trail running
  • Fri 3 May
Egham, Surrey, UK

Midweek Chasing Numbers May 2024 | 50K Ultra/Timed Event

  • 50 km trail running
  • Sat 4 May
Walton-on-Thames, Surrey, UK

May the 4th Be With You

  • 7 hrs trail running
  • Sat 4 May
Rochester, Kent, UK

Ranscombe Spring Challenge

  • 8 hrs trail running
  • Sat 4 May
Horsham, West Sussex, UK

Run to the Sea Brighton

  • 50 km multi terrain running
  • Sat 4 May
Richmond, UK

Thames Path 100

  • 100 miles trail running
  • Sat 4 May
East Grinstead, West Sussex, UK

Mid Sussex Marathon Weekend - East Grinstead | Mid Sussex Fun Run

  • 0.5 km trail running
  • Sat 4 May
East Grinstead, West Sussex, UK

Mid Sussex Marathon Weekend - East Grinstead | Mid Sussex Mile

  • 1 mile trail running
  • Sat 4 May
Dover, Kent, UK

The Governor Backyard Ultra

  • 4.17 miles trail running
  • Sat 4 May
Romsey, Hampshire, UK

Brutal Challenge - Ower! | Kids Race

  • 1 km trail running
  • Sat 4 May
Romsey, Hampshire, UK

Brutal Challenge - Ower! | 4 Hour Race

  • 4 hrs trail running
  • Sat 4 May
East Grinstead, West Sussex, UK

Mid Sussex Marathon Weekend - East Grinstead | 10 Mile

  • 10 miles trail running
  • Sun 5 May
Midhurst, West Sussex, UK

Midhurst Milers Cocking Trail Race | Junior 3K

  • 3 km trail running
  • Sun 5 May
Worthing, West Sussex, UK

Three Forts Challenge | 3FC 5 Mile Trail Run

  • 5 miles trail running
  • Sun 5 May
Midhurst, West Sussex, UK

Midhurst Milers Cocking Trail Race | Adults 10K

  • 10 km trail running
  • Sun 5 May
Epsom, Surrey, UK

Leatherhead Rotary Bluebell 10K

  • 10 km trail running
  • Mon 6 May
Winchester, Hampshire, UK

BigWayRound | 14 Mile

  • 14 miles trail running
  • Mon 6 May
Winchester, Hampshire, UK

BigWayRound | 19 Mile

  • 19 miles trail running
  • Mon 6 May
Winchester, Hampshire, UK

BigWayRound | Marathon

  • 26.2 miles trail running
  • Mon 6 May
Winchester, Hampshire, UK

BigWayRound | 50K Ultra Marathon

  • 50 km trail running
  • Mon 6 May
Burgess Hill, West Sussex, UK

Mid Sussex Marathon Weekend - Burgess Hill | Mid Sussex Fun Run

  • 0.5 km trail running
  • Mon 6 May
Burgess Hill, West Sussex, UK

Mid Sussex Marathon Weekend - Burgess Hill | Mid Sussex Mile

  • 1 mile trail running
  • Mon 6 May
Andover, Hampshire, UK

Harewood Forest Trail Race | 5K

  • 5 km trail running
  • Mon 6 May
Andover, Hampshire, UK

Harewood Forest Trail Race | 10K

  • 10 km trail running
  • Mon 6 May
Burgess Hill, West Sussex, UK

Mid Sussex Marathon Weekend - Burgess Hill | 10K

  • 10 km trail running
  • Mon 6 May
Andover, Hampshire, UK

Harewood Forest Trail Race | 2K

  • 2 km trail running
  • Mon 6 May
Tonbridge, Kent, UK

Hildenborough Road Races | ​Childrens Race - Preschool/Reception

  • 400 m trail running
  • Mon 6 May
Tonbridge, Kent, UK

Hildenborough Road Races | ​Childrens Race - Years 1 & 2

  • 600 m trail running
  • Mon 6 May
Tonbridge, Kent, UK

Hildenborough Road Races | ​Childrens Race - Years 3 & 4

  • 800 m trail running
  • Mon 6 May
Tonbridge, Kent, UK

Hildenborough Road Races | ​Childrens Race - Years 5 & 6

  • 1600 m trail running
  • Sat 11 May
Guildford, Surrey, UK

Greensand Way Ultra Run

  • 30 miles trail running
  • Sat 11 May
Wadhurst, East Sussex, UK

Bewl Water | Ultra

  • 50 km trail running
  • Sat 11 May
Andover, Wiltshire, UK

Collingbourne Races | Half Marathon

  • 13.1 miles trail running
  • Sat 11 May
Andover, Wiltshire, UK

Collingbourne Races | 10K

  • 10 km trail running
  • Sat 11 May
Wadhurst, East Sussex, UK

Bewl Water | Marathon

  • 26.2 miles trail running
  • Sat 11 May
Staines, Surrey, UK

The Barbie Run | 5K

  • 5 km trail running
  • Sat 11 May
Staines, Surrey, UK

The Barbie Run | 10K

  • 10 km trail running
  • Sat 11 May
Staines, Surrey, UK

The Barbie Run | Half Marathon

  • 13.1 miles trail running
  • Sat 11 May
Staines, Surrey, UK

The Barbie Run | Marathon

  • 26.2 miles trail running
  • Sat 11 May
Staines, Surrey, UK

The Barbie Run | Ultra/Timed Event

  • 50 km trail running
  • Sat 11 May
Wadhurst, East Sussex, UK

Bewl Water | Half Marathon

  • 13.1 miles trail running
  • Sat 11 May
Wadhurst, East Sussex, UK

Bewl Water | 10K

  • 10 km trail running
  • Sun 12 May
Walton-on-Thames, Surrey, UK

VE Day - Military Series Run

  • 7 hrs trail running
  • Sun 12 May
Amersham, Buckinghamshire, UK

Amersham Guided Trail Run

  • 12 miles trail running + 1221 ft ascent
  • Sun 12 May
Aylesbury, Buckinghamshire, UK

Haddenham Gates 10K Run | 10K

  • 10 km xc running
  • Sun 12 May
Stockbridge, Hampshire, UK

The Houghton Trail Event | 11K Canicross Run

  • 11 km trail running
  • Sun 12 May
Stockbridge, Hampshire, UK

The Houghton Trail Event | 11K Trail Run

  • 11 km trail running
  • Sun 12 May
Stockbridge, Hampshire, UK

The Houghton Trail Event | 4K Fun Run

  • 4 km trail running
  • Sun 12 May
Aylesbury, Buckinghamshire, UK

Haddenham Gates 10K Run | Family Fun Run

  • 2 km xc running
  • Sun 12 May
Reading, Berkshire, UK

First Days Colour Run

  • 2.5 km trail running
  • Thu 16 May
Wokingham, Berkshire, UK

Dinton Summer Series | Race 1 | Kids 2K

  • 2 km trail running
  • Thu 16 May
Wokingham, Berkshire, UK

Dinton Summer Series | Race 1 | 5K

  • 5 km trail running
  • Thu 16 May
Wokingham, Berkshire, UK

Dinton Summer Series | Race 1 | 10K

  • 10 km trail running
  • Fri 17 May
Walton-on-Thames, Surrey, UK

PHOENIX Fridays - Cheese n Wine Friday

  • 7 hrs trail running
  • Sat 18 May
Reading, Berkshire, UK

Goring Gap Trail Weekender | 50 Mile Ultra

  • 50 miles trail running
  • Sat 18 May
Farnham, Surrey, UK

North Downs Way 50

  • 50 miles trail running
  • Sat 18 May
Newbury, Berkshire, UK

Compton Challenge | 16 Mile Challenge

  • 16 miles trail running
  • Sat 18 May
Newbury, Berkshire, UK

Compton Challenge | Marathon

  • 26.8 miles trail running
  • Sat 18 May
Cranleigh, Surrey, UK

The Maverick Adidas Terrex X Series North Downs | Long Route

  • 43 km trail running
  • Sat 18 May
Cranleigh, Surrey, UK

The Maverick Adidas Terrex X Series North Downs | Ultra Route

  • 52 km trail running
  • Sat 18 May
Cranleigh, Surrey, UK

The Maverick Adidas Terrex X Series North Downs | Short Route

  • 11 km trail running
  • Sat 18 May
Cranleigh, Surrey, UK

The Maverick Adidas Terrex X Series North Downs | Middle Route

  • 22 km trail running
  • Sun 19 May
Woodstock, Oxfordshire, UK

Blenheim 7K | 7K

  • 7.4 km trail running
  • Sun 19 May
Woodstock, Oxfordshire, UK

Blenheim 7K | 7K+dog

  • 7 km trail running
  • Sun 19 May
Reading, Berkshire, UK

Goring Gap Trail Weekender | 52K Ultra

  • 52 km trail running
  • Sun 19 May
Andover, Hampshire, UK

The Longparish Run | 5K

  • 5 km trail running
  • Sun 19 May
Andover, Hampshire, UK

The Longparish Run | 10K

  • 10 km trail running
  • Sun 19 May
Henley-on-Thames, Oxfordshire, UK

Nettlebed Stinger 10K | The Little Stinger

  • 200 m multi terrain running
  • Sun 19 May
Henley-on-Thames, Oxfordshire, UK

Nettlebed Stinger 10K | Stinger Cubs Run

  • 2 km multi terrain running
  • Sun 19 May
Henley-on-Thames, Oxfordshire, UK

Nettlebed Stinger 10K | 10K

  • 10 km multi terrain running
  • Sun 19 May
Reading, Berkshire, UK

Goring Gap Trail Weekender | Half Marathon

  • 13.1 miles trail running
  • Sun 19 May
Godalming, Surrey, UK

The Godalming Run | 10K

  • 10 km trail running
  • Sun 19 May
Andover, Hampshire, UK

The Longparish Run | 3K

  • 3 km trail running
  • Sun 19 May
Cookham, Berkshire, UK

Cookham Run | 5K

  • 5 km trail running
  • Sun 19 May
Cookham, Berkshire, UK

Cookham Run | 10K

  • 10 km trail running
  • Sun 19 May
Banbury, Oxfordshire, UK

Deddington Four Farms Challenge | 20K

  • 20 km trail running
  • Sun 19 May
Banbury, Oxfordshire, UK

Deddington Four Farms Challenge | 5K

  • 5 km trail running
  • Sun 19 May
Banbury, Oxfordshire, UK

Deddington Four Farms Challenge | 10K

  • 10 km trail running
  • Sun 19 May
Godalming, Surrey, UK

The Godalming Run | 5K

  • 5 km trail running
  • Sun 19 May
Sevenoaks, Kent, UK

Run, Walk or Push against Dementia | 10K

  • 10 km trail running
  • Sun 19 May
Pulborough, West Sussex, UK

Pulborough Vineyard Run | 5K

  • 5 km trail running
  • Sun 19 May
Pulborough, West Sussex, UK

Pulborough Vineyard Run | 7.5K

  • 7.5 km trail running
  • Sun 19 May
Pulborough, West Sussex, UK

Pulborough Vineyard Run | 10K

  • 10 km trail running
  • Sun 19 May
Pulborough, West Sussex, UK

Pulborough Vineyard Run | 12.5K

  • 12.5 km trail running
  • Sun 19 May
Pulborough, West Sussex, UK

Pulborough Vineyard Run | 15K

  • 15 km trail running
  • Sun 19 May
Pulborough, West Sussex, UK

Pulborough Vineyard Run | 17.5K

  • 17.5 km trail running
  • Sun 19 May
Pulborough, West Sussex, UK

Pulborough Vineyard Run | 20K

  • 20 km trail running
  • Sun 19 May
Pulborough, West Sussex, UK

Pulborough Vineyard Run | Half Marathon

  • 13.1 miles trail running
  • Sun 19 May
Sevenoaks, Kent, UK

Run, Walk or Push against Dementia | 5K

  • 5 km trail running
  • Sun 19 May
Sevenoaks, Kent, UK

Run, Walk or Push against Dementia | 3K

  • 3 km trail running
  • Sun 19 May
Woodstock, Oxfordshire, UK

Blenheim 7K | 1 Mile

  • 1 mile trail running
  • Sun 19 May
Woodstock, Oxfordshire, UK

Blenheim 7K | 4 Mile

  • 4 miles trail running
  • Fri 24 May
Basingstoke, Hampshire, UK

10K Guided Sunset Run - Overton

  • 10 km trail running
  • Sat 25 May
Horndean, Hampshire, UK

UK Ultra South Downs 100 Miles

  • 100 miles trail running
  • Sat 25 May
Godalming, Surrey, UK

The Fox | Ultra

  • 62 km trail running
  • Sat 25 May
Walton-on-Thames, Surrey, UK

We're All Mad Here

  • 7 hrs trail running
  • Sat 25 May
Godalming, Surrey, UK

The Fox | Marathon

  • 42 km trail running
  • Sat 25 May
Gravesend, Kent, UK

SBT Challenge

  • 7 hrs trail running
  • Sat 25 May
Godalming, Surrey, UK

The Fox | Half Marathon

  • 21 km trail running
  • Sat 25 May
Walton-on-Thames, Surrey, UK

Night Phoenix 500

  • 7 hrs trail running
  • Sun 26 May
Arundel, West Sussex, UK

UK Ultra South Downs 100K

  • 100 km trail running
  • Sun 26 May
Brighton, East Sussex, UK

UK Ultra South Downs 50K

  • 50 km trail running
  • Sun 26 May
Dorking, Surrey, UK

Trust 10K Run

  • 10 km trail running
  • Sun 26 May
Walton-on-Thames, Surrey, UK

Alice in Runderland

  • 7 hrs trail running
  • Sun 26 May
Polegate, East Sussex, UK

UK Ultra South Downs 20 Mile

  • 20 miles trail running
  • Sun 26 May
Gravesend, Kent, UK

Flamingo Run

  • 6 hrs trail running
  • Sun 26 May
Windsor, Berkshire, UK

Royal Windsor Trail Run | Half Marathon

  • 13.5 miles trail running
  • Sun 26 May
Staines, Surrey, UK

Running For Cocktails & Medals 2 | 5K

  • 5 km trail running
  • Sun 26 May
Staines, Surrey, UK

Running For Cocktails & Medals 2 | 10K

  • 10 km trail running
  • Sun 26 May
Staines, Surrey, UK

Running For Cocktails & Medals 2 | Half Marathon

  • 13.1 miles trail running
  • Sun 26 May
Staines, Surrey, UK

Running For Cocktails & Medals 2 | Marathon

  • 26.2 miles trail running
  • Sun 26 May
Staines, Surrey, UK

Running For Cocktails & Medals 2 | Ultra/Timed Evevnt

  • 50 km trail running
  • Sun 26 May
Polegate, East Sussex, UK

UK Ultra Seven Sisters Half Marathon

  • 13.1 miles trail running
  • Sun 26 May
Windsor, Berkshire, UK

Royal Windsor Trail Run | 10K

  • 10 km trail running
  • Wed 29 May
Dartford, Kent, UK

Joydens Wood 5K Summer Series - Race 1

  • 5 km trail running

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