Hilly Trail runs in South East
Find hilly trail runs in South East in 2025/2026 - 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 10 Jan 2026
- £8-£28
Dark Skies Surrey Hills
The Dark Skies returns for an undulating yomp through Surrey’s muddy, rolling hills and feature a thrilling 5K, 10K, 10 Mile, kids races and canicross with hot food and drinks, medals, kit and prizes.
- Families
- Beginner-friendly
- Plastic bottle free
- Dogs allowed at venue
- Event village
- Rural
- Sustainability policy
- Plastic-free event
- Age 3 & over
- Fun run 2
- 5K run
- 10K run
- 10 miler
- CaniCross 2
- Sat 10 Jan 2026
- £27-£31
Fitstuff G3 Run Series | Race 1
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.
- Trees not tees
- Beginner-friendly
- Event village
- Rural
- Sustainability policy
- Plastic-free event
- Age 15 & over
- 10K run
- Trail run
- Sat 10 Jan 2026
- £73-£115
Kent Backyard Ultra | Round Two: Dover
A crisp morning start from the farm on a 50/50 road-trail mix with coastal views. Run a loop (a 'yard') every hour, on the hour, until only one runner remains. Miss the bell, and you're out.
- Beginner-friendly
- Event village
- Rural
- Age 16 & over
- Fixed time runs
- Ultra run
- Sat 24 Jan 2026
- £26-£37.50
Running Tribe Races | Jan | 14K
A new and unique concept where you turn up ready to conquer a Half Marathon but if you're feeling great tackle a Marathon, or go easy and run a cool 10km depending on how you feel on the day!
- Enter online
- Hilly
- Age 16 & over
- 14 km multi terrain running + 1754 ft ascent
- Sat 31 Jan 2026
- £27-£31
Fitstuff G3 Run Series | Race 2
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.
- Trees not tees
- Beginner-friendly
- Event village
- Rural
- Sustainability policy
- Plastic-free event
- Age 15 & over
- 10K run
- Trail run
- Sat 21 Feb 2026
- £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.
- Beginner-friendly
- Dogs allowed at venue
- Event village
- Park
- Rural
- Public transport links
- Age 16 & over
- Multi-terrain run 2
- Half marathon
- Marathon
- Ultra run
- Sat 28 Feb 2026
- £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.
- Trees not tees
- Beginner-friendly
- Event village
- Rural
- Sustainability policy
- Plastic-free event
- Age 15 & over
- 10K run
- Trail run
- Sat 28 Mar 2026
- £85
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.
- Beginner-friendly
- Chip timing
- Enter online
- Hilly
- Traffic free
- Event village
- Park
- Age 20 & over
- 10 hrs trail running + 1824 ft ascent
- Sun 29 Mar 2026
- £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!
- Enter online
- Hilly
- Age 16 & over
- 10 km multi terrain running + 1501 ft ascent
- Sat 13 Jun 2026
- £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.
- Beginner-friendly
- Event village
- Rural
- Age 15-80
- 10K run
- Half marathon
- Marathon
- 50K ultra run
- Sun 14 Jun 2026
- £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.
- Families
- Recycling
- Beginner-friendly
- Event village
- Sustainability policy
- All ages
- Fun run
- 10K run
- Half marathon
- Sat 20 Jun 2026
- £60-£175
Race to the King
Take on a challenge fit for royalty in this epic ultramarathon along the South Downs Way and Monarch’s Way. Choose from two unique 50km loops – or tackle both in a non-stop 100km challenge!
- Recycling
- Beginner-friendly
- Entertainment
- Music
- Event village
- Park
- Rural
- Free venue entry
- Sustainability policy
- Public transport links
- Age 18 & over
- 100K ultra run
- 50K ultra run 2
- Trail run
- Ultra run
- Sat 12 Sep 2026
- £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.
- Beginner-friendly
- Event village
- Rural
- Age 15-80
- 10K run
- Half marathon
- Marathon
- 50K ultra run
- Sat 10 Oct 2026
- £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.
- Beginner-friendly
- Event village
- Rural
- Sustainability policy
- Plastic-free event
- Age 16 & over
- Trail run
- Half marathon
- Sun 28 Dec
The Christmas Charity Run at Rathfinny
- 10 km trail running + 184 m ascent
- Sun 8 Mar 2026
Leith Hill Half Marathon
- 13.1 miles trail running + 1778 ft ascent
- Sun 3 May 2026
Three Forts Challenge | 5 Mile Trail Run
- 5 miles trail running + 553 ft ascent
- Sat 23 May 2026
Seven Sisters Half Marathon
- 13.1 miles trail running + 2057 ft ascent
- Sun 5 Jul 2026
Chiltern Ridge Half Marathon
- 21.3 km trail running + 526 m ascent