Trail runs in South East in September 2025
Find trail runs near me in South East in September 2025 - 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 6 - Sun 7 Sep
- £199
- 14 charities
- Sat 6 - Sun 7 Sep
- £199
- 14 charities
South Coast Ultra Challenge | Full 100km continuous
The full distance option of the South Coast Challenge from sunny Eastbourne, over the magnificent Seven Sisters, onto Cuckmere Haven and over the South Downs all the way to historic Arundel.
- Chip timing
- Enter online
- GPS tracking
- Hilly
- Age 18 & over
- 100 km trail running + 2100 m ascent
- Sat 6 - Sun 7 Sep
- £199
- 13 charities
- Sat 6 - Sun 7 Sep
- £199
- 13 charities
South Coast Ultra Challenge | Full 100km over 2 days
The full distance option of the South Coast Challenge over 2 days with 57km on day 1 and 43km on day 2, meaning you experience the route in daylight with the chance to sleep overnight.
- Chip timing
- Enter online
- GPS tracking
- Hilly
- Age 18 & over
- 100 km trail running + 2100 m ascent
- Sat 6 Sep
- £139
- 14 charities
- Sat 6 Sep
- £139
- 14 charities
South Coast Ultra Challenge | 1st Half
The first half option of the South Coast Challenge from Eastbourne to the coastline, over the Seven Sisters to Cuckemere Haven, over the South Downs to finish via Brighton's promenade.
- Chip timing
- Enter online
- GPS tracking
- Hilly
- Age 18 & over
- 57 km trail running + 1250 m ascent
- Sat 6 Sep
- £89
- 14 charities
- Sat 6 Sep
- £89
- 14 charities
South Coast Ultra Challenge | 1st Quarter
The first quarter option of the South Coast Ultra Challenge from Eastbourne to the coastline, over the Seven Sisters to Cuckmere Haven, over the South Downs to finish at Alfriston for a celebration!
- Chip timing
- Enter online
- GPS tracking
- Hilly
- Age 14 & over
- 25 km trail running + 660 m ascent
- Sat 6 - Sun 7 Sep
- £139
- 14 charities
- Sat 6 - Sun 7 Sep
- £139
- 14 charities
South Coast Ultra Challenge | 2nd Half
The second half option of the South Coast Ultra Challenge is a scenic ‘marathon plus’ adventure across the South Downs towards Arundel with wonderful coastal views and a celebratory finish!
- Chip timing
- Enter online
- GPS tracking
- Hilly
- Age 18 & over
- 43 km trail running + 850 m ascent
- Sat 13 Sep
- £60-£62
- Sat 13 Sep
- £60-£62
Bewl Water Autumn | Ultra
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
- Hilly
- Age 20-80
- 50 km trail running + 1500 ft ascent
- 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 18-80
- 26.2 miles trail running + 1420 ft ascent
- Sat 13 Sep
- £169
- 17 charities
- Sat 13 Sep
- £169
- 17 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 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 + 710 ft 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 + 140 ft ascent
- Sat 13 - Sun 14 Sep
- £139
- 17 charities
- Sat 13 - Sun 14 Sep
- £139
- 17 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
- £89
- 17 charities
- Sat 13 Sep
- £89
- 17 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
- 17 charities
- Sat 13 - Sun 14 Sep
- £89
- 17 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
- Sun 14 Sep
- £28
Rye Ancient Trails 15K
A true steeplechase race across the breathtaking scenery of the ancient trails surrounding the medieval town of Rye in East Sussex, linking Norman churches as you go.
- Chip timing
- Enter online
- Undulating
- Age 16 & over
- 15 km multi terrain running + 734 ft ascent
- Sun 14 Sep
- £32
- Sun 14 Sep
- £32
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 + 1492 ft ascent
- Sun 14 Sep
- £39
- 14 charities
- Sun 14 Sep
- £39
- 14 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
- 17 charities
- Wed 17 Sep
- £89
- 17 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 + 877 ft ascent
- 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 + 498 ft ascent
- Sat 27 Sep
- £139
- 12 charities
- Sat 27 Sep
- £139
- 12 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
- 12 charities
- Sat 27 Sep
- £89
- 12 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
- 13 charities
- Sat 27 Sep
- £39
- 13 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
- Sun 28 Sep
- £65-£80
- Sun 28 Sep
- £65-£80
Hever Castle | Marathon
Get active in the award-winning grounds and surrounding Kent countryside in a full marathon! Recruit your friends and celebrate completing your challenge in the festival village.
- Chip timing
- Enter online
- Relay
- Age 18 & over
- 42.2 km trail running
- Sun 28 Sep
- £45
- Sun 28 Sep
- £45
Hever Castle | Half Marathon
Get active in the award-winning grounds and surrounding Kent countryside in a half marathon! Recruit your friends and celebrate completing your challenge in the festival village.
- Chip timing
- Enter online
- Age 17 & over
- 21.1 km trail running
- Sun 28 Sep
- £35
- Sun 28 Sep
- £35
Hever Castle | 10K
Get active in the award-winning grounds and surrounding Kent countryside in a 10K run! Recruit your friends to join in then celebrate completing your challenge in the festival village.
- Chip timing
- Enter online
- Age 15 & over
- 10 km trail running