Trail runs in South East in October 2025
Find trail runs near me in South East in October 2025 - filter by date or location, display on a map or use the advanced search to find your perfect race.
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- Sat 11 Oct
- £139
- 6 charities
- Sat 11 Oct
- £139
- 6 charities
Kent Downs 50 Ultra Challenge | 50km
Set in an Area of Outstanding Natural Beauty offering dramatic views, vibrant communities, a rich historic heritage, and diverse wildlife and habitats – featuring the North Downs Way National Trail.
- Chip timing
- Enter online
- GPS tracking
- Undulating
- Age 16 & over
- 50 km trail running + 1000 m ascent

- Sat 11 Oct
- £89
- 6 charities
- Sat 11 Oct
- £89
- 6 charities
Kent Downs 50 Ultra Challenge | 25km
The 25km loop sits within the 50km loop and splits off at the picturesque village of Aylesford - one of the River Medway’s hidden jewels heading east on Augustine Camino to Detling via Boxley.
- Enter online
- GPS tracking
- Undulating
- Age 14 & over
- 25 km trail running + 450 m ascent

- Sat 11 Oct
- £31
- Sat 11 Oct
- £31
The Hurt | 15km
The toughest trail run in the South East is back by popular demand. Likened to fell running, the 15K route includes steep, rocky ascent on lesser-known trails through the luscious Hurtwood Forest.
- Chip timing
- Enter online
- Hilly
- Age 16 & over
- 15 km trail running + 650 m ascent

- Sat 11 Oct
- £35
- Sat 11 Oct
- £35
The Hurt | 21km
The toughest trail run in the South East is back by popular demand. Likened to fell running, the 21K route includes steep, rocky ascent on lesser-known trails through the luscious Hurtwood Forest.
- Chip timing
- Enter online
- Hilly
- Age 17 & over
- 21 km trail running + 650 m ascent

- Sat 11 Oct
- £39
- 6 charities
- Sat 11 Oct
- £39
- 6 charities
Kent Downs 50 Ultra Challenge | Maidstone 10K
The 10km loop sits within the 50km and 25km events and splits off at the Pilgrim Way returning to Detling via Boxley and back to the Kent Showground. You’ll be rewarded with a medal and glass of fizz!
- Enter online
- Undulating
- Age 8 & over
- 10 km trail running + 180 m ascent

- Sun 19 Oct
- £31
- Sun 19 Oct
- £31
Bedgebury Forest Half Marathon
An unforgettable race between the pines and beneath the majestic canopy of Bedgebury Forest - a trail race that will ignite your racer's heart.
- Chip timing
- Enter online
- Undulating
- Traffic free
- Age 17 & over
- 13.1 miles trail running

- Sun 19 Oct
- £7
- Sun 19 Oct
- £7
Bedgebury Forest Junior Race
A chip-timed run for aspiring junior racers! The race will take place before the main race, on the trails and paths around Bedgebury and will be fully marshalled.
- Chip timing
- Enter online
- Undulating
- Traffic free
- Age 9 & over
- 2 km trail running

- Sun 19 Oct
- £26
- Sun 19 Oct
- £26
Bedgebury Forest 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.
- Chip timing
- Enter online
- Undulating
- Traffic free
- Age 15 & over
- 10 km trail running

- Sat 25 Oct
- £70
- Sat 25 Oct
- £70
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.
- Newcomers
- Enter online
- GPS tracking
- Event village
- Rural
- Age 18 & over
- 47 miles trail running + 913 ft ascent
- Sun 5 Oct
Rushmoor Wellesley 10K, 5K & Fun Run | 2K Fun Run
- 2 km trail running
- Sun 19 Oct
Henley Half Marathon | Family Fun Run
- 1 km trail running
- Sat 25 Oct
Beachy Head Marathon | Ultramarathon
- 52.6 km trail running + 4534 ft ascent
- Sat 25 Oct
Beachy Head Marathon | Marathon
- 26.2 miles trail running + 3875 ft ascent
- Sat 25 Oct
Beachy Head Marathon | 10K
- 10 km trail running + 1017 ft ascent
- Sun 26 Oct
Beachy Head Marathon | Half Marathon
- 13.1 miles trail running + 1601 ft ascent