Beginner-friendly Trail runs in South East
Find beginner-friendly 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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- Sat 2 May
- £45
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
- Sun 3 May
- £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 30 May
- £22
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
- Wed 3 Jun
- £25
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
- Fri 26 Jun
- £113-£115
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
- Wed 1 Jul
- £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
- Tue 7 Jul
- £16
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
- Tue 8 Sep
- £16
Silent Pool 10K
Join this stunning guided trail run from the famous Silent Pool, a place admired by poet Alfred Tennyson, considered sacred, haunted, and home to the gin distillery.
- 10 km trail running
- Fri 11 - Sun 13 Sep
- £39-£199
Thames Path Ultra Challenge
England’s greatest river provides a fantastic backdrop for an unforgettable 'festival' challenge weekend, with distances from 10km right up to 100km there’s a Thames Challenge for everyone!
- 100K ultra run 2
- 50K ultra run 2
- Trail run 4
- Charity walk 4
- Ultra run
- + 1 more race
- 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
- £86
Fortitude Ultra | Pippingford
10 Hours • 10 Laps • You vs You. You will be awarded an event medal and coloured finisher's shirt based on your ability to complete 10 laps of the 3-mile, 4-mile or 5-mile loops in the given time.
- 10 hrs trail running + 1824 ft ascent
- 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
- 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
- £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
- £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 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