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Trail runs in South East

Find trail runs in South East in 2026/2027 - 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.

Take on this legendary 250-mile ultra following rivers and canals in a gruelling anti-clockwise loop through stunning countryside and historic towns within 100 hours.
  • Wed 22 - Sun 26 Apr
  • £125-£350
  • Early bird
Reading, Berkshire

Thames Ring Series

Take on this legendary 250-mile ultra following rivers and canals in a gruelling anti-clockwise loop through stunning countryside and historic towns within 100 hours.

  • Ultra run 3
Entries closed
The aim of the midweek runs is to hold events as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.
  • Fri 1 May
  • £15-£27
Egham, Surrey

Midweek Chasing Numbers May

The aim of the midweek runs is to hold events as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.

  • Trail run
  • 5K run
  • 10K run
  • Half marathon
  • Marathon
  • + 3 more races
Great challenges need great settings, and up to 2,000 adventurers will take on the Isle of Wight stunning coastal path – all out to push themselves further this year!
  • Sat 2 - Sun 3 May
  • £39-£199
Ventnor, Isle of Wight

Isle of Wight Ultra Challenge

Great challenges need great settings, and up to 2,000 adventurers will take on the Isle of Wight stunning coastal path – all out to push themselves further this year!

  • Trail run 3
  • 50K ultra run 3
  • 100K ultra run 2
  • 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.
  • Sat 2 May
  • £45
Guildford, Surrey

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
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.
  • Sun 3 May
  • £19
Dorking, Surrey

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
Welcome to the best running event for miles! Run rolling South Downs trails, climb rewarding hills, and take in sweeping coastal views in a scenic, spacious event. Run with heart. Run the hills.
  • Sun 3 May
  • £20
Lancing, West Sussex

Three Forts Challenge | 5 Mile Trail Run

Welcome to the best running event for miles! Run rolling South Downs trails, climb rewarding hills, and take in sweeping coastal views in a scenic, spacious event. Run with heart. Run the hills.

  • 5 miles trail running + 553 ft ascent
This Bank Holiday event is run as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.
  • Mon 4 May
  • £15-£27
Staines, Surrey

Bank Holiday Madness May

This Bank Holiday event is run as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.

  • Trail run
  • 5K run
  • 10K run
  • Half marathon
  • Marathon
  • + 3 more races
The Magna Carta event are based in scenic Runnymede and right near the site where the treaty of Magna Carta was agreed by King John of England and signed on 15th June 1215.
  • Sat 9 May
  • £33-£55
Egham, Surrey

Magna Carta Summer

The Magna Carta event are based in scenic Runnymede and right near the site where the treaty of Magna Carta was agreed by King John of England and signed on 15th June 1215.

  • 10K run
  • Half marathon
  • Marathon
Come and join the Spring Lucky Dip Run! There is no set medal for this race; instead, you will get to choose your own from a selection of medals from past events!
  • Sun 10 May
  • £15-£35
Staines, Surrey

The Spring Lucky Dip Run

Come and join the Spring Lucky Dip Run! There is no set medal for this race; instead, you will get to choose your own from a selection of medals from past events!

  • Trail run
  • 5K run
  • 10K run
  • Half marathon
  • Marathon
  • + 3 more races
Walk, jog or run the capital-to-coast route with 2,000 other adventurers over a range of distance options available and superb support all the way, for all abilities and experience levels.
  • Sat 23 - Sun 24 May
  • £89-£199
Brighton, East Sussex

London 2 Brighton Ultra Challenge

Walk, jog or run the capital-to-coast route with 2,000 other adventurers over a range of distance options available and superb support all the way, for all abilities and experience levels.

  • Trail run 3
  • Ultra run 2
  • Marathon
  • 100K ultra run 2
A scenic 7K trail run through rolling countryside and working farmland, with a relaxed, friendly atmosphere and a well-earned post-run drink waiting at the finish. Fancy dress and non-runners welcome!
  • Sat 30 May
  • £22
Horsham, West Sussex

Silly Moo 7 Fun Run

A scenic 7K trail run through rolling countryside and working farmland, with a relaxed, friendly atmosphere and a well-earned post-run drink waiting at the finish. Fancy dress and non-runners welcome!

  • 7 km trail running
Explore the beauty of the Surrey Hills on a guided trail half marathon through the scenic Area of Outstanding Natural Beauty, with woodland trails, hills and sweeping views.
  • Wed 3 Jun
  • £25
Guildford, Surrey

Surrey Hills Half Marathon

Explore the beauty of the Surrey Hills on a guided trail half marathon through the scenic Area of Outstanding Natural Beauty, with woodland trails, hills and sweeping views.

  • 13 miles trail running
The UK’s biggest 24-hour relay! Epic, Brutal, Relentless. Race against the clock to tackle as many laps of the stunning 8km course as you can. How far can you go in 24 hours?
  • Sat 6 - Sun 7 Jun
  • £95-£105
  • Team places only
Reading, Berkshire

Endure24 | Reading

The UK’s biggest 24-hour relay! Epic, Brutal, Relentless. Race against the clock to tackle as many laps of the stunning 8km course as you can. How far can you go in 24 hours?

  • 24 hrs multi terrain running
Come and conquer the Wendover Woods this summer and enjoy a scenic forest trails half marathon or 10K challenge to delight the senses.
  • Sun 7 Jun
  • £7-£32
Tring, Buckinghamshire

Wendover Woods Half Marathon & 10K

Come and conquer the Wendover Woods this summer and enjoy a scenic forest trails half marathon or 10K challenge to delight the senses.

  • Fun run
  • 10K run
  • Half marathon
The aim of the midweek runs is to hold events as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.
  • Fri 12 Jun
  • £15-£27
Egham, Surrey

Midweek Chasing Numbers June

The aim of the midweek runs is to hold events as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.

  • 5K run
  • 10K run
  • Half marathon
  • Marathon
  • 50K ultra run
  • + 3 more races
Previously rated one of the top 10 UK marathons! Scenic mixed-terrain routes following Bewl Water around the reservoir route on undulating rural wooded trails and quiet country lanes.
  • Sat 13 Jun
  • £33-£62
Wadhurst, East Sussex

Bewl Water Summer

Previously rated one of the top 10 UK marathons! Scenic mixed-terrain routes following Bewl Water around the reservoir route on undulating rural wooded trails and quiet country lanes.

  • 10K run
  • Half marathon
  • Marathon
  • 50K ultra run
Take on a challenge fit for royalty in this epic ultramarathon taking in the South coast, South Downs Way, and Monarch’s Way over your choice of distance from a 30km loop up to a non-stop 100km!
  • Sat 20 Jun
  • £60-£185
Chichester, West Sussex

Race to the King

Take on a challenge fit for royalty in this epic ultramarathon taking in the South coast, South Downs Way, and Monarch’s Way over your choice of distance from a 30km loop up to a non-stop 100km!

  • 100K ultra run
  • 50K ultra run 2
  • Trail run
  • Charity ultra
50 Mile Ultra races through the quiet rural landscapes and ancient woodlands of Buckinghamshire, Bedfordshire and Northamptonshire along the Three Shires Way.
  • Sat 20 Jun
  • £68-£70
Milton Keynes, Buckinghamshire

Three Shires Way Ultra

50 Mile Ultra races through the quiet rural landscapes and ancient woodlands of Buckinghamshire, Bedfordshire and Northamptonshire along the Three Shires Way.

  • 50 miles trail running + 1768 ft ascent
Series finale on wide forest gravel through Bedgebury National Pinetum and Forest. Run a loop (a 'yard') every hour, on the hour, until only one runner remains. Miss the bell, and you're out.
  • Fri 26 Jun
  • £113-£115
Goudhurst, Kent

Kent Backyard Ultra | Round Four: Bedgebury

Series finale on wide forest gravel through Bedgebury National Pinetum and Forest. Run a loop (a 'yard') every hour, on the hour, until only one runner remains. Miss the bell, and you're out.

  • 1 day trail running
Explore sweeping heathland and woodland trails on a guided 10K run through the dramatic landscapes of the Devil’s Punch Bowl, one of the most striking natural amphitheatres in Surrey.
  • Wed 1 Jul
  • £16
Hindhead, Surrey

Devils Punchbowl 10K

Explore sweeping heathland and woodland trails on a guided 10K run through the dramatic landscapes of the Devil’s Punch Bowl, one of the most striking natural amphitheatres in Surrey.

  • 10 km trail running
Explore peaceful heathland trails on a guided run through Thursley National Nature Reserve, weaving through rare landscapes of open heath, boardwalks and woodland in the Surrey Hills.
  • Tue 7 Jul
  • £16
Godalming, Surrey

Thursley Common 10K

Explore peaceful heathland trails on a guided run through Thursley National Nature Reserve, weaving through rare landscapes of open heath, boardwalks and woodland in the Surrey Hills.

  • 10 km trail running
The aim of the midweek runs is to hold events as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.
  • Fri 10 Jul
  • £15-£27
Egham, Surrey

Midweek Chasing Numbers July

The aim of the midweek runs is to hold events as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.

  • Trail run
  • 5K run
  • 10K run
  • Half marathon
  • Marathon
  • + 3 more races
Travel across the Ridgeway, the UK’s oldest footpath, pass through ancient landscapes, and end at the iconic Avebury Standing Stones. This is a journey on foot through 5,000 years of history.
  • Sat 11 - Sun 12 Jul
  • £90-£275
Watlington, Oxfordshire

Race to the Stones

Travel across the Ridgeway, the UK’s oldest footpath, pass through ancient landscapes, and end at the iconic Avebury Standing Stones. This is a journey on foot through 5,000 years of history.

  • 50K ultra run 2
  • 100K ultra run 3
The aim of the midweek runs is to hold events as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.
  • Fri 24 Jul
  • £15-£27
Egham, Surrey

Midweek Medal Madness Run July

The aim of the midweek runs is to hold events as cheaply as possible in order for people to be able to build their numbers or simply to help people achieve their own goals at an affordable price.

  • Trail run
  • 5K run
  • 10K run
  • Half marathon
  • Marathon
  • + 3 more races
The Bright Skies are thrilling daytime trail races following an undulating yomp through Surrey's rolling hills and the Denbies Estate in the Surrey Hills.
  • Sun 26 Jul
  • £8-£55
Dorking, Surrey

Bright Skies Surrey Hills

The Bright Skies are thrilling daytime trail races following an undulating yomp through Surrey's rolling hills and the Denbies Estate in the Surrey Hills.

  • Fun run 2
  • 5K run
  • 10K run
  • CaniCross 4
  • Half marathon

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