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Trail runs in South East

Find trail runs near me in South East for 2025/2026 - filter by date or location, 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.

The 25km loop sits within the 50km loop and splits off at the picturesque village of Aylesford - one of the River Medway’s hidden jewels heading east on Augustine Camino to Detling via Boxley.
  • Sat 11 Oct
  • £89
  • 6 charities
  • Sat 11 Oct
  • £89
  • 6 charities
Maidstone, Kent, UK

Kent Downs 50 Ultra Challenge | 25km

The 25km loop sits within the 50km loop and splits off at the picturesque village of Aylesford - one of the River Medway’s hidden jewels heading east on Augustine Camino to Detling via Boxley.

  • Enter online
  • GPS tracking
  • Undulating
  • Age 14 & over
  • 25 km trail running + 450 m ascent
The toughest trail run in the South East is back by popular demand. Likened to fell running, the 15K route includes steep, rocky ascent on lesser-known trails through the luscious Hurtwood Forest.
  • Sat 11 Oct
  • £31
  • Sat 11 Oct
  • £31
Guildford, Surrey, UK

The Hurt | 15km

The toughest trail run in the South East is back by popular demand. Likened to fell running, the 15K route includes steep, rocky ascent on lesser-known trails through the luscious Hurtwood Forest.

  • Chip timing
  • Enter online
  • Hilly
  • Age 16 & over
  • 15 km trail running + 650 m ascent
The toughest trail run in the South East is back by popular demand. Likened to fell running, the 21K route includes steep, rocky ascent on lesser-known trails through the luscious Hurtwood Forest.
  • Sat 11 Oct
  • £35
  • Sat 11 Oct
  • £35
Guildford, Surrey, UK

The Hurt | 21km

The toughest trail run in the South East is back by popular demand. Likened to fell running, the 21K route includes steep, rocky ascent on lesser-known trails through the luscious Hurtwood Forest.

  • Chip timing
  • Enter online
  • Hilly
  • Age 17 & over
  • 21 km trail running + 650 m ascent
The 10km loop sits within the 50km and 25km events and splits off at the Pilgrim Way returning to Detling via Boxley and back to the Kent Showground. You’ll be rewarded with a medal and glass of fizz!
  • Sat 11 Oct
  • £39
  • 6 charities
  • Sat 11 Oct
  • £39
  • 6 charities
Maidstone, Kent, UK

Kent Downs 50 Ultra Challenge | Maidstone 10K

The 10km loop sits within the 50km and 25km events and splits off at the Pilgrim Way returning to Detling via Boxley and back to the Kent Showground. You’ll be rewarded with a medal and glass of fizz!

  • Enter online
  • Undulating
  • Age 8 & over
  • 10 km trail running + 180 m ascent
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 19 Oct
  • £31
  • Sun 19 Oct
  • £31
Goudhurst, Kent, UK

Bedgebury Forest 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.

  • Chip timing
  • Enter online
  • Undulating
  • Traffic free
  • Age 17 & over
  • 13.1 miles trail running
A chip-timed run for aspiring junior racers! The race will take place before the main race, on the trails and paths around Bedgebury and will be fully marshalled.
  • Sun 19 Oct
  • £7
  • Sun 19 Oct
  • £7
Goudhurst, Kent, UK

Bedgebury Forest Junior Race

A chip-timed run for aspiring junior racers! The race will take place before the main race, on the trails and paths around Bedgebury and will be fully marshalled.

  • Chip timing
  • Enter online
  • Undulating
  • Traffic free
  • Age 9 & over
  • 2 km trail running
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 19 Oct
  • £26
  • Sun 19 Oct
  • £26
Goudhurst, Kent, UK

Bedgebury Forest 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.

  • Chip timing
  • Enter online
  • Undulating
  • Traffic free
  • Age 15 & over
  • 10 km trail running
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 25 Oct
  • £70
  • Sat 25 Oct
  • £70
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.

  • Newcomers
  • Enter online
  • GPS tracking
  • Event village
  • Rural
  • Age 18 & over
  • 47 miles trail running + 913 ft ascent
An autumnal trail treat to delight the senses and lift your spirit as you clock the miles and enjoy the majestic beauty of Wendover Forest. See you there!
  • Sun 2 Nov
  • £46
  • Sun 2 Nov
  • £46
Tring, Buckinghamshire, UK

Wendover Woods Marathon

An autumnal trail treat to delight the senses and lift your spirit as you clock the miles and enjoy the majestic beauty of Wendover Forest. See you there!

  • Enter online
  • Undulating
  • Age 18 & over
  • 26.2 miles trail running + 2979 ft ascent
An autumnal trail treat to delight the senses and lift your spirit as you clock the miles and enjoy the majestic beauty of Wendover Forest. See you there!
  • Sun 2 Nov
  • £25
  • Sun 2 Nov
  • £25
Tring, Buckinghamshire, UK

Wendover Woods 10K

An autumnal trail treat to delight the senses and lift your spirit as you clock the miles and enjoy the majestic beauty of Wendover Forest. See you there!

  • Enter online
  • Undulating
  • Age 15 & over
  • 10 km trail running + 721 ft ascent
A fun 1K race for younger runners where all children who finish receive a medal! A wonderful, traffic-free event to inspire our younger people.
  • Sun 2 Nov
  • £6
  • Sun 2 Nov
  • £6
Tring, Buckinghamshire, UK

Wendover Woods 1K

A fun 1K race for younger runners where all children who finish receive a medal! A wonderful, traffic-free event to inspire our younger people.

  • Enter online
  • Undulating
  • All ages
  • 1 km trail running
An autumnal trail treat to delight the senses and lift your spirit as you clock the miles and enjoy the majestic beauty of Wendover Forest. See you there!
  • Sun 2 Nov
  • £30
  • Sun 2 Nov
  • £30
Tring, Buckinghamshire, UK

Wendover Woods Half Marathon

An autumnal trail treat to delight the senses and lift your spirit as you clock the miles and enjoy the majestic beauty of Wendover Forest. See you there!

  • Enter online
  • Undulating
  • Age 17 & over
  • 13.1 miles trail running + 1505 ft ascent
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 for the half marathon, Southampton!
  • Sun 9 Nov
  • £30-£35
  • Sun 9 Nov
  • £30-£35
Southampton, Hampshire, UK

Southampton MoRun | Half Marathon

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 for the half marathon, Southampton!

  • Chip timing
  • Enter online
  • Undulating
  • Age 17 & over
  • 13.1 miles trail 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 for the 5K, Southampton!
  • Sun 9 Nov
  • £25-£30
  • Sun 9 Nov
  • £25-£30
Southampton, Hampshire, UK

Southampton MoRun | 5K

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 for the 5K, Southampton!

  • Chip timing
  • Enter online
  • Undulating
  • All ages
  • 5 km trail 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 for the 10K, Southampton!
  • Sun 9 Nov
  • £25-£30
  • Sun 9 Nov
  • £25-£30
Southampton, Hampshire, UK

Southampton MoRun | 10K

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 for the 10K, Southampton!

  • Chip timing
  • Enter online
  • Undulating
  • All ages
  • 10 km trail 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 for the Mini MoRun, Southampton!
  • Sun 9 Nov
  • £12-£15
  • Sun 9 Nov
  • £12-£15
Southampton, Hampshire, UK

Southampton MoRun | Mini 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 for the Mini MoRun, Southampton!

  • Chip timing
  • Enter online
  • Undulating
  • Fancy dress
  • Age 3-12
  • 1.5 km trail running
Set in the stunning Wendover Woods, this is the perfect chance to challenge yourself and your dog on scenic trails surrounded by woodland. Enjoy the fresh air, stunning views and rewarding trails.
  • Sun 23 Nov
  • £24
  • Sun 23 Nov
  • £24
Tring, Buckinghamshire, UK

ATW Wendover Woods Trail Run | 5K Canicross

Set in the stunning Wendover Woods, this is the perfect chance to challenge yourself and your dog on scenic trails surrounded by woodland. Enjoy the fresh air, stunning views and rewarding trails.

  • Enter online
  • Undulating
  • Traffic free
  • Age 16 & over
  • 5 km trail running + 338 ft ascent
Set in the stunning Wendover Woods, this is the perfect chance to challenge yourself over 10K on scenic trails surrounded by woodland. Enjoy the fresh air, stunning views and rewarding trails.
  • Sun 23 Nov
  • £27
  • Sun 23 Nov
  • £27
Tring, Buckinghamshire, UK

ATW Wendover Woods Trail Run | 10K

Set in the stunning Wendover Woods, this is the perfect chance to challenge yourself over 10K on scenic trails surrounded by woodland. Enjoy the fresh air, stunning views and rewarding trails.

  • Enter online
  • Undulating
  • Traffic free
  • Age 15 & over
  • 10 km trail running
Set in the stunning Wendover Woods, this is the perfect chance to challenge yourself over half marathon distance on scenic trails. Enjoy the fresh air, stunning views and rewarding trails.
  • Sun 23 Nov
  • £35
  • Sun 23 Nov
  • £35
Tring, Buckinghamshire, UK

ATW Wendover Woods Trail Run | Half Marathon

Set in the stunning Wendover Woods, this is the perfect chance to challenge yourself over half marathon distance on scenic trails. Enjoy the fresh air, stunning views and rewarding trails.

  • Enter online
  • Undulating
  • Traffic free
  • Age 17 & over
  • 13.1 miles trail running
Set in the stunning Wendover Woods, this is the perfect opportunity to challenge yourself on scenic trails surrounded by beautiful woodland. Enjoy the fresh air, stunning views, and rewarding trails.
  • Sun 23 Nov
  • £19
  • Sun 23 Nov
  • £19
Tring, Buckinghamshire, UK

ATW Wendover Woods Trail Run | 5K

Set in the stunning Wendover Woods, this is the perfect opportunity to challenge yourself on scenic trails surrounded by beautiful woodland. Enjoy the fresh air, stunning views, and rewarding trails.

  • Enter online
  • Undulating
  • Traffic free
  • Age 11 & over
  • 5 km trail running + 338 ft ascent
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 for the 5K, Milton Keynes!
  • Sun 23 Nov
  • £25-£30
  • Sun 23 Nov
  • £25-£30
Milton Keynes, Buckinghamshire, UK

Milton Keynes MoRun | 5K

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 for the 5K, Milton Keynes!

  • Chip timing
  • Enter online
  • Undulating
  • All ages
  • 5 km trail 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 for the 10K, Milton Keynes!
  • Sun 23 Nov
  • £25-£30
  • Sun 23 Nov
  • £25-£30
Milton Keynes, Buckinghamshire, UK

Milton Keynes MoRun | 10K

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 for the 10K, Milton Keynes!

  • Chip timing
  • Enter online
  • Undulating
  • All ages
  • 10 km trail 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 for the Mini MoRun, Milton Keynes!
  • Sun 23 Nov
  • £12-£15
  • Sun 23 Nov
  • £12-£15
Milton Keynes, Buckinghamshire, UK

Milton Keynes MoRun | Mini 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 for the Mini MoRun, Milton Keynes!

  • Chip timing
  • Enter online
  • Undulating
  • Age 3-12
  • 1.5 km trail running
Take on a tough, award-winning 10K trail run in the Surrey Hills and North Downs with a cracking sunrise, stop-in-your-tracks views and five-star reviews! No nonsense trail running.
  • Sat 10 Jan 2026
  • £27
  • Sat 10 Jan 2026
  • £27
Guildford, Surrey, UK

Fitstuff G3 Run Series | Race 1 | 10K

Take on a tough, award-winning 10K trail run in the Surrey Hills and North Downs with a cracking sunrise, stop-in-your-tracks views and five-star reviews! No nonsense trail running.

  • Chip timing
  • Enter online
  • Hilly
  • Traffic free
  • Age 15 & over
  • 10.33 km trail running + 371 m ascent
Take on a tough, award-winning 15K trail run in the Surrey Hills and North Downs with a cracking sunrise, stop-in-your-tracks views and five-star reviews! No nonsense trail running.
  • Sat 10 Jan 2026
  • £31
  • Sat 10 Jan 2026
  • £31
Guildford, Surrey, UK

Fitstuff G3 Run Series | Race 1 | 15K

Take on a tough, award-winning 15K trail run in the Surrey Hills and North Downs with a cracking sunrise, stop-in-your-tracks views and five-star reviews! No nonsense trail running.

  • Chip timing
  • Enter online
  • Hilly
  • Traffic free
  • Age 16 & over
  • 15.16 km trail running + 547 m ascent

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