Hilly Trail runs in South East
Find hilly 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.
Filter by place
Filter by date
This week
This weekend
Next week
Next weekend
Mar
Apr
May
Jun
Jul
Sep
Oct
Nov
Dec
Spring
Summer
Autumn
Winter
Filter by category
MapEvent listings
Select an event for photos, video, route, location, reviews, entry fees and how to enter.
- Sat 21 Mar
- £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
- Tue 24 Mar
- £16
Hankley Common 10K
As seen in James Bond and Avengers! Take your own slice of the action on a stunning guided trail run jam-packed with interest in an area home to an abundance of rare wildlife.
- 10 km trail running
- Sat 28 Mar
- £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
- Sun 29 Mar
- £26-£37.50
Running Tribe Races | Mar
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
- Sat 2 - Sun 3 May
- £39-£199
Isle of Wight Ultra Challenge
Great challenges need great settings, and up to 2,000 adventurers will take on the Isle of Wight stunning coastal path – all out to push themselves further this year!
- Trail run 3
- 50K ultra run 3
- 100K ultra run 2
- Ultra run
- 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
- Sun 24 May
- £89
Brighton Challenge
A new 25km option – ideal if you want to explore the surrounding countryside around Brighton and sections of the South Downs Way with its fabulous views back over the Sussex countryside.
- 25 km trail running + 400 m ascent
- 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
- Sun 7 Jun
- £7-£32
Wendover Woods Half Marathon & 10K
Come and conquer the Wendover Woods this summer and enjoy a scenic forest trails half marathon or 10K challenge to delight the senses.
- Fun run
- 10K run
- Half marathon
- Sat 13 Jun
- £33-£62
Bewl Water Summer
Previously rated one of the top 10 UK marathons! Scenic mixed-terrain routes following Bewl Water around the reservoir route on undulating rural wooded trails and quiet country lanes.
- 10K run
- Half marathon
- Marathon
- 50K ultra run
- Sat 20 Jun
- £60-£185
Race to the King
Take on a challenge fit for royalty in this epic ultramarathon taking in the South coast, South Downs Way, and Monarch’s Way over your choice of distance from a 30km loop up to a non-stop 100km!
- 100K ultra run
- 50K ultra run 2
- Trail run
- Charity ultra
- 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
- Sat 5 - Sun 6 Sep
- £89-£199
South Coast Ultra Challenge
The South Downs National Park is a superb backdrop for a real challenge featuring Beachy Head, the Seven Sisters and the South Downs Way with a choice of distances from 25km right up to 100km!
- 100K ultra run 2
- Ultra run 2
- Trail run
- Sat 12 Sep
- £33-£62
Bewl Water Autumn
Previously rated one of the top 10 UK marathons! Scenic mixed-terrain routes following Bewl Water around the reservoir route on undulating rural wooded trails and quiet country lanes.
- 10K run
- Half marathon
- Marathon
- 50K ultra 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
- £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
- 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
- Sun 3 May
- £20
Three Forts Challenge | 5 Mile Trail Run
- 5 miles trail running + 553 ft ascent