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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.

Starting and finishing in Haslemere, this guided run features some of the best parts of the Serpent Trail and the Sussex Border Path.
  • Sun 29 Nov
  • £45
Haslemere, Surrey

Serpent Trail Ultra Run

Starting and finishing in Haslemere, this guided run features some of the best parts of the Serpent Trail and the Sussex Border Path.

  • 30 miles trail running
Come and join 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

The Snow Globe Gallop Bobble Hat Run

Come and join 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
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.
  • Sat 5 Dec
  • £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
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

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

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

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
  • Sun 26 Apr
  • £30
Horsham, West Sussex

Leonardslee x Spring

  • 5K run
  • 10K run
  • Sun 26 Apr
  • £27-£30
Worthing, West Sussex

Angmering Bluebell Trail Run

  • 10K run
  • CaniCross 2
  • 10 miler
  • Sun 26 Apr
  • FREE
Buckingham, Buckinghamshire

Trust 10K Run

  • 10 km trail running
  • Sun 26 Apr
  • £15-£18
Winchelsea, East Sussex

Icklesham 8K Trail Race

  • 8 km trail running
  • Sun 26 Apr
  • £35-£37
Polegate, East Sussex

The Ale Trail 15 Mile Run

  • 15 miles trail running
  • Sun 3 May
  • £25
Epsom, Surrey

Leatherhead Rotary Bluebell 10K

  • 10 km trail running
  • Sun 3 May
  • £13-£39
Camberley, Surrey

Run Frimley | 1 Mile Fun Run

  • 1 km trail running
  • Mon 4 May
  • £38-£56
Winchester, Hampshire

BigWayRound - Winchester

  • Trail run 2
  • Marathon
  • 50K ultra run
  • Mon 4 May
  • £10-£20
Andover, Hampshire

Harewood Forest Trail Race

  • 5K run
  • CaniCross 2
  • 10K run
  • Sat 9 - Sun 10 May
  • £35-£80
Reading, Berkshire

Goring Gap Trails

  • Ultra run 2
  • Long distance walk
  • Short walk 2
  • Half marathon
  • Sat 9 May
  • £118-£120
Chesham, Buckinghamshire

Chiltern Hills 100K

  • 100 km trail running
  • Sun 10 May
  • £8-£18.50
Stockbridge, Hampshire

The Houghton Trail Event

  • Fun run
  • Trail run
  • CaniCross
  • Mountain biking events 2
  • Sun 10 May
  • £28-£42
Polegate, East Sussex

The Rathfinny Run 10.7K and Half Marathon

  • 10K run
  • Half marathon
  • Sun 10 May
  • £3-£22
Shoelands, Surrey

Woodland Woggle 10K

  • Trail run
  • 10K run
  • Short walk
  • Sun 10 May
  • £15
Tring, Buckinghamshire

Marsworth 10K Fun Run

  • 10 km trail running
  • Thu 14 May
  • £8-£26
Wokingham, Berkshire

Dinton 5K & 10K Summer Series - Race 1

  • Fun run
  • 5K run
  • 10K run
  • Sat 16 May
  • £32.50-£40
Newbury, Berkshire

Compton Challenge

  • Trail run
  • Marathon
  • 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

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