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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MapEvent listings
Select an event for photos, video, route, location, reviews, entry fees and how to enter.
- Sun 13 Sep
- £29-£33
Rye Ancient Trails 30K & 15K
A true steeplechase race across the breathtaking scenery of the ancient trails surrounding the medieval town of Rye in East Sussex, linking Norman churches as you go.
- Multi-terrain run 2
- Sat 26 Sep
- £49-£139
Chiltern 50 Ultra Challenge
A beautiful, end-of-season, looped challenge in some of the Chilterns' finest countryside, with historic trails, rolling hills, nature reserves and fantastic views with routes from 10km up to 50km.
- 50K ultra run
- Trail run
- 10K run
- Sat 3 Oct
- £45
North Downs Way Ultra Run
Follow ancient trails on a guided run along the North Downs Way plus Box Hill, tackling rolling hills and woodland paths with expansive views across southern England’s historic long-distance route.
- 30 miles trail running
- Sat 10 Oct
- £49-£139
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
- Sat 10 Oct
- £31-£35
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
- Sun 18 Oct
- £7-£32
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
- Sat 24 Oct
- £72
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
- Sun 25 Oct
- £37.50-£39.50
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
- Sun 25 Oct
- £26-£37
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
- Sun 1 Nov
- £7-£47
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
- Sun 8 Nov
- £20-£37
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
- Sun 15 Nov
- £8-£35
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
- Tue 24 Nov
- £16
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
- Sat 28 Nov
- £26-£37
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
- Sun 29 Nov
- £8-£30
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
- Sun 29 Nov
- £45
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
- Sat 5 Dec
- £21-£40
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
- Sat 5 Dec
- £19
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
- Sat 12 Dec
- £26-£37
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
- Sat 26 Dec
- £16-£35
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
- Sat 9 Jan 2027
- £85
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
- Sat 21 Mar
- £52-£98
Winter's End - 50 Mile Ultra & Marathon
- Marathon 2
- Ultra run