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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.

An end-of-season ultra challenge in the Garden of England with a looped route around the Kent Downs starting on the North Downs Way with picturesque scenery and full support all the way.
  • Sat 10 Oct
  • £49-£139
Maidstone, Kent, UK

Kent Downs 50 Ultra Challenge

An end-of-season ultra challenge in the Garden of England with a looped route around the Kent Downs starting on the North Downs Way with picturesque scenery and full support all the way.

  • 50K ultra run
  • Trail run
  • 10K run
The toughest trail run in the South East is back by popular demand. Likened to fell running, the route includes steep, rocky ascent on lesser-known trails through the luscious Hurtwood Forest.
  • Sat 10 Oct
  • £31-£35
Guildford, Surrey, UK

The Hurt

The toughest trail run in the South East is back by popular demand. Likened to fell running, the route includes steep, rocky ascent on lesser-known trails through the luscious Hurtwood Forest.

  • Trail run
  • Half marathon
An unforgettable race between the pines and beneath the majestic canopy of Bedgebury Forest - a trail race that will ignite your racer's heart.
  • Sun 18 Oct
  • £7-£32
Goudhurst, Kent, UK

Bedgebury Forest Half Marathon & 10K

An unforgettable race between the pines and beneath the majestic canopy of Bedgebury Forest - a trail race that will ignite your racer's heart.

  • 10K run
  • Half marathon
  • Fun run
This 47-mile point-to-point along England’s longest river is one of the most popular events in the British ultra running calendar, boasting an interesting route and top runner reviews.
  • Sat 24 Oct
  • £72
Oxford, Oxfordshire, UK

Thames Trail Ultra

This 47-mile point-to-point along England’s longest river is one of the most popular events in the British ultra running calendar, boasting an interesting route and top runner reviews.

  • 47 miles trail running + 913 ft ascent
Enjoy stunning coastal views on this flexible-distance run at Milford on Sea, following an out-and-back route beside Sturt Pond and the Isle of Wight — perfect for all abilities.
  • Sun 25 Oct
  • £37.50-£39.50
Lymington, Hampshire, UK

Wight Lines

Enjoy stunning coastal views on this flexible-distance run at Milford on Sea, following an out-and-back route beside Sturt Pond and the Isle of Wight — perfect for all abilities.

  • 7 hrs trail running + 47 ft ascent
A new and unique concept where you decide how many loops you feel capable of on the day from 10km up to an ultra marathon! Push yourself further or go easy.
  • Sun 25 Oct
  • £26-£37
Gerrards Cross, Buckinghamshire, UK

Running Tribe Races | Oct

A new and unique concept where you decide how many loops you feel capable of on the day from 10km up to an ultra marathon! Push yourself further or go easy.

  • 1 day multi terrain running
Come and conquer the Wendover Woods hills in this scenic Autumnal challenge and discover the joy of trail running with this majestic race with the forest is shrouded in colours.
  • Sun 1 Nov
  • £7-£47
Tring, Buckinghamshire, UK

Wendover Woods Marathon, Half Marathon & 10K

Come and conquer the Wendover Woods hills in this scenic Autumnal challenge and discover the joy of trail running with this majestic race with the forest is shrouded in colours.

  • Fun run
  • 10K run
  • Half marathon
  • Marathon
Your chance to remember those who have given the ultimate sacrifice during conflicts around the world, with a two-minute silence and a run of your choice from 3K to ultra.
  • Sun 8 Nov
  • £20-£37
Egham, Surrey, UK

Remembrance Run | South

Your chance to remember those who have given the ultimate sacrifice during conflicts around the world, with a two-minute silence and a run of your choice from 3K to ultra.

  • Trail run
  • 5K run
  • 10K run
  • Half marathon
  • Marathon
  • + 3 more races
MoRunning brings everyday people together with the focus being to inspire you, your family, your kids and your friends to have the best time running! Get ready, Southampton!
  • Sun 15 Nov
  • £8-£35
Southampton, Hampshire, UK

Southampton MoRun

MoRunning brings everyday people together with the focus being to inspire you, your family, your kids and your friends to have the best time running! Get ready, Southampton!

  • Fun run
  • 5K run
  • 10K run
  • Half marathon
A new and unique concept where you decide how many loops you feel capable of on the day from 7km up to an ultra marathon! Push yourself further or go easy.
  • Sat 28 Nov
  • £26-£37
Gerrards Cross, Buckinghamshire, UK

Running Tribe Races | Nov

A new and unique concept where you decide how many loops you feel capable of on the day from 7km up to an ultra marathon! Push yourself further or go easy.

  • 1 day multi terrain running
MoRunning brings everyday people together with the focus being to inspire you, your family, your kids and your friends to have the best time running! Get ready, Milton Keynes!
  • Sun 29 Nov
  • £8-£30
Milton Keynes, Buckinghamshire, UK

Milton Keynes MoRun

MoRunning brings everyday people together with the focus being to inspire you, your family, your kids and your friends to have the best time running! Get ready, Milton Keynes!

  • Fun run
  • 5K run
  • 10K run
Come and join in for the Snow Globe Gallop Bobble Hat Run, at this event you can earn yourself one of the incredible themed medals and, of course, a bobble hat!!
  • Sat 5 Dec
  • £21-£40
Staines, Surrey, UK

The Snow Globe Gallop Bobble Hat Run

Come and join in for the Snow Globe Gallop Bobble Hat Run, at this event you can earn yourself one of the incredible themed medals and, of course, a bobble hat!!

  • Trail run
  • 5K run
  • 10K run
  • Half marathon
  • Marathon
  • + 3 more races
A new and unique concept where you decide how many loops you feel capable of on the day from 7km up to an ultra marathon! Push yourself further or go easy.
  • Sat 12 Dec
  • £26-£37
Gerrards Cross, Buckinghamshire, UK

Running Tribe Races | Dec

A new and unique concept where you decide how many loops you feel capable of on the day from 7km up to an ultra marathon! Push yourself further or go easy.

  • 1 day multi terrain running
Welcome to the 6-hour Boxing Day Challenge, where you can run the distance of your choice on an out-and-back route along the River Thames, with fuel stations, bespoke medal and goody bag.
  • Sat 26 Dec
  • £16-£35
Egham, Surrey, UK

Boxing Day Challenge

Welcome to the 6-hour Boxing Day Challenge, where you can run the distance of your choice on an out-and-back route along the River Thames, with fuel stations, bespoke medal and goody bag.

  • 5K run
  • 10K run
  • Half marathon
  • Marathon
  • Ultra run
  • + 1 more race
A fabulous 43-mile point-to-point race, well established as the season opener to the Ultra race calendar and always sells out. From the countryside along the Grand Union Canal into London.
  • Sat 9 Jan 2027
  • £85
Aylesbury, Buckinghamshire, UK

Country to Capital Ultra

A fabulous 43-mile point-to-point race, well established as the season opener to the Ultra race calendar and always sells out. From the countryside along the Grand Union Canal into London.

  • 43 miles trail running + 1404 ft ascent
  • Tue 3 Mar
  • £16
Guildford, Surrey, UK

Silent Pool 10K

  • 10 km trail running
  • Sat 7 Mar
  • £35-£71
Eastbourne, East Sussex, UK

EnduranceLife - Sussex

  • 10K run
  • Half marathon
  • Marathon
  • Ultra run
  • Sat 7 Mar
  • £23-£30
Alton, Hampshire, UK

Brutal - Chawton

  • 5K run
  • CaniCross 2
  • 10K run
  • Sat 7 Mar
  • £25-£69
Amersham, Buckinghamshire, UK

Humanity Direct Amersham Ultra

  • Trail run 2
  • 50K ultra run
  • 10K run
  • Ultra run
  • Sun 8 Mar
  • £26
Dartford, Kent, UK

South Darenth & Horton Kirby 10K

  • 10 km trail running
  • Sun 8 Mar
  • £39
Dorking, Surrey, UK

UK Wife Carrying Race

  • 380 m trail running
  • Sun 8 Mar
  • £44
Dorking, Surrey, UK

Leith Hill Half Marathon

  • 13.1 miles trail running + 1778 ft ascent
  • Sat 14 Mar
  • £10-£49
Winchester, Hampshire, UK

The Maverick Hampshire Trail

  • 5K run
  • Trail run 2
  • Sat 21 Mar
  • £52-£98
Winchester, Hampshire, UK

Winter's End - 50 Mile Ultra & Marathon

  • Marathon 2
  • Ultra run
  • Sat 21 Mar
  • £55-£57
Dorking, Surrey, UK

The Surrey Hills Marathon

  • 26.2 miles trail running

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