Trail runs in South East
Find trail runs near me in South East for 2025/2026 - search by date or place, display on a map or use the advanced search to find your perfect race.
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Click an event for full event details, location, route, sustainability, what's included and how to enter.
- Sat 13 Sep
- £53-£55
- Sat 13 Sep
- £53-£55
Bewl Water Autumn | Marathon
Previously rated one of the top UK marathons! Scenic mixed-terrain route around Bewl Water on undulating rural wooded trails and quiet country lanes.
- Chip timing
- Enter online
- Hilly
- Age 18 & over
- 26.2 miles trail running
- Sat 13 Sep
- £43-£45
- Sat 13 Sep
- £43-£45
Bewl Water Autumn | Half Marathon
Scenic mixed-terrain route around Bewl Water on undulating rural wooded trails and quiet country lanes. The marathon course was previously rated one of the top UK marathons.
- Chip timing
- Enter online
- Undulating
- Age 17-80
- 13.1 miles trail running
- Sat 13 Sep
- £169
- 18 charities
- Sat 13 Sep
- £169
- 18 charities
Thames Path Ultra Challenge | 3/4 Challenge
Start this epic 3/4 distance of the Thames Path Challenge near Hampton Court and follow the meandering waterway to Runnymede for a big celebration finish and hot meal at Henley on Thames.
- Chip timing
- Enter online
- GPS tracking
- Flat
- Age 18 & over
- 72 km trail running + 60 m ascent
- Sat 13 - Sun 14 Sep
- £139
- 18 charities
- Sat 13 - Sun 14 Sep
- £139
- 18 charities
Thames Path Ultra Challenge | 2nd Half
The second half option of the Thames Path Challenge from Runnymede along the meandering river through Cookham to Henley-on-Thames, home of the regatta, to a celebration finish and family BBQ!
- Chip timing
- Enter online
- GPS tracking
- Flat
- Age 18 & over
- 50 km trail running + 150 m ascent
- Sat 13 Sep
- £33-£35
- Sat 13 Sep
- £33-£35
Bewl Water Autumn | 10K
Scenic mixed-terrain route around Bewl Water on undulating rural wooded trails and quiet country lanes. The marathon course was previously rated one of the top UK marathons.
- Chip timing
- Enter online
- Undulating
- Age 15-80
- 10 km trail running
- Sat 13 Sep
- £89
- 18 charities
- Sat 13 Sep
- £89
- 18 charities
Thames Path Ultra Challenge | 2nd Quarter
The second quarter event of the Thames Path Challenge takes a route from near Hampton Court and follows the meandering waterway to Runnymede of Magna Carta Fame, for a celebratory finish and hot meal!
- Chip timing
- Enter online
- Flat
- Age 14 & over
- 22 km trail running + 20 m ascent
- Sat 13 - Sun 14 Sep
- £89
- 18 charities
- Sat 13 - Sun 14 Sep
- £89
- 18 charities
Thames Path Ultra Challenge | 3rd Quarter
The epic third quarter option of the Thames Path Challenge starts from Runnymede of Magna Carta Fame following the meandering waterway to finish at Cookham to finish with a celebration and fizz at the
- Chip timing
- Enter online
- Flat
- Age 14 & over
- 28 km trail running + 20 m ascent
- Sun 14 Sep
- £28-£35
- Sun 14 Sep
- £28-£35
Rye Ancient Trails 15K
A truly breathtaking multi-terrain race through the High Weald Area of Outstanding Natural Beauty in East Sussex. A race that enchants and delights at every twist and turn.
- Chip timing
- Enter online
- Undulating
- Age 16 & over
- 15 km multi terrain running
- Sun 14 Sep
- £32-£35
- Sun 14 Sep
- £32-£35
Rye Ancient Trails 30K
A truly breathtaking multi-terrain race through the High Weald Area of Outstanding Natural Beauty in East Sussex. A race that enchants and delights at every twist and turn.
- Chip timing
- Enter online
- Undulating
- Age 18 & over
- 30 km multi terrain running
- Sun 14 Sep
- £39
- 16 charities
- Sun 14 Sep
- £39
- 16 charities
The Henley 10K
A fabulous 10km loop through Remenham countryside with a start and finish near Henley Bridge on Sunday morning. Take it on as a walk, jog or run and get your family and friends involved!
- Chip timing
- Enter online
- Flat
- Age 15 & over
- 10 km trail running
- Wed 17 Sep
- £89
- 18 charities
- Wed 17 Sep
- £89
- 18 charities
Thames Path Ultra Challenge | 4th Quarter
The epic fourth quarter option of the Thames Path Challenge starts in gorgeous Cookham and follows the meandering waterway to Henley-on-Thames, home of the regatta, to a fabulous celebration finish!
- Chip timing
- Enter online
- Flat
- Age 14 & over
- 22 km trail running + 10 m ascent
- Sat 20 Sep
- £27
- Sat 20 Sep
- £27
The Hard Yard 10 Mile Trail Race
An exceptional 10 mile route at Chilton Manor Farm which starts and finishes on the historic 800 year old Yew tree-lined avenue, which gives stunning views and a straight finish. A real treat!
- Chip timing
- Enter online
- Age 16 & over
- 10 miles trail running
- Sat 20 Sep
- £24
- Sat 20 Sep
- £24
The Yard 10K Trail Race
An exceptional 10K route at Chilton Manor Farm which starts and finishes on the historic 800 year old Yew tree-lined avenue, which gives stunning views and a straight finish.
- Chip timing
- Enter online
- Undulating
- Age 15 & over
- 10 km trail running
- Sat 27 Sep
- £139
- 13 charities
- Sat 27 Sep
- £139
- 13 charities
Chiltern 50 Ultra Challenge | Full 50km
The full 50K route of the Chiltern 50 Ultra Challenge starts from basecamp in Henley on a loop via Greys Court, the Ridgeway, Shakespeare's Way, The Chilterns and Hambleden Village to a party finish!
- Chip timing
- Enter online
- GPS tracking
- Undulating
- Age 18 & over
- 50 km trail running + 920 m ascent
- Sat 27 Sep
- £89
- 13 charities
- Sat 27 Sep
- £89
- 13 charities
Chiltern 50 Ultra Challenge | Henley 25km Loop
An exciting 25km loop as part of the Chiltern 50 Ultra Challenge from Henley Showground past the River Thames, Greys Court and the pretty Hambleden Village to a celebratory finish!
- Enter online
- GPS tracking
- Undulating
- Age 14 & over
- 25 km trail running + 500 m ascent
- Sat 27 Sep
- £39
- 14 charities
- Sat 27 Sep
- £39
- 14 charities
The Chiltern 10K
A beautiful 10km loop from the basecamp at Henley Showground exploring public footpaths and wonderful woodlands within the Culden Faw estate to be rewarded with a medal and glass of fizz!
- Enter online
- Undulating
- Age 15 & over
- 10 km trail running + 235 m ascent
- 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
- £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
- £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 4-15
- 2 km trail running
- Sun 19 Oct
- £24-£26
- Sun 19 Oct
- £24-£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
- Sun 19 Oct
- £29-£31
- Sun 19 Oct
- £29-£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 2 Nov
- FREE-£50
- Sun 2 Nov
- FREE-£50
Wendover Woods Marathon
An autumnal trail treat to delight the senses and lift your spirit as you clock the miles and enjoy the majestic beauty of Wendover Forest. See you there!
- Enter online
- Undulating
- Age 18 & over
- 26.2 miles trail running
- Sun 2 Nov
- FREE-£30
- Sun 2 Nov
- FREE-£30
Wendover Woods 10K
An autumnal trail treat to delight the senses and lift your spirit as you clock the miles and enjoy the majestic beauty of Wendover Forest. See you there!
- Enter online
- Undulating
- Age 15 & over
- 10 km trail running
- Sun 2 Nov
- FREE-£7
- Sun 2 Nov
- FREE-£7
Wendover Woods 1K
A fun 1K race for younger runners where all children who finish receive a medal! A wonderful, traffic-free event to inspire our younger people.
- Enter online
- Undulating
- All ages
- 1 km trail running