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.
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- Sat 21 Feb
- £26-£37.50
Running Tribe Races | Feb
A new and unique concept where you decide how many loops you feel capable of on the day - whether it's 7km, 14km, Half Marathon, Full Marathon or an Ultra Marathon! Push yourself further or go easy.
- Multi-terrain run 2
- Half marathon
- Marathon
- Ultra run
- Sat 28 Feb
- £27-£31
Fitstuff G3 Run Series | Race 3
Take on a tough, award-winning 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.
- 10K run
- Trail run
- 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 | 10K
A new and unique concept where you turn up ready to conquer 10km but if you're feeling great, tackle a Half Marathon or even further depending on how you feel on the day!
- 10 km multi terrain running + 1501 ft ascent
- 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!
- 50K ultra run 2
- 100K ultra run
- Trail run
- Charity ultra
- 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 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
- 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 - whether it's 7km, 14km, Half Marathon, Full Marathon or an Ultra Marathon! Push yourself further or go easy.
- Multi-terrain run 2
- Half marathon
- Marathon
- Ultra run
- Sun 8 Mar
- £39
Leith Hill Half Marathon
- 13.1 miles trail running + 1778 ft ascent
- Sat 2 - Sun 3 May
- £39-£199
Isle of Wight Ultra Challenge
- Trail run 3
- 50K ultra run 3
- 100K ultra run 2
- Ultra run
- Sun 3 May
- £20
Three Forts Challenge | 5 Mile Trail Run
- 5 miles trail running + 553 ft ascent
- Sun 10 May
- £28-£42
The Rathfinny Run 10.7K and Half Marathon
- 10K run
- Half marathon
- Sat 23 May
- £42-£44
Seven Sisters Half Marathon
- 13.1 miles trail running + 2057 ft ascent
- Sun 5 Jul
- £30-£32
Chiltern Ridge Half Marathon
- 21.3 km trail running + 526 m ascent
- Sat 5 - Sun 6 Sep
- £89-£199
South Coast Ultra Challenge
- 100K ultra run 2
- Ultra run 2
- Trail run