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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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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.
  • Sat 6 - Sun 7 Sep 2025
  • 11 charities
  • Sat 6 - Sun 7 Sep 2025
  • 11 charities
Polegate, East Sussex, UK

South Coast Ultra Challenge | Full 100km continuous charity places

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
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.
  • Sat 6 - Sun 7 Sep 2025
  • 10 charities
  • Sat 6 - Sun 7 Sep 2025
  • 10 charities
Polegate, East Sussex, UK

South Coast Ultra Challenge | Full 100km over 2 days charity places

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
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.
  • Sat 6 Sep 2025
  • 11 charities
  • Sat 6 Sep 2025
  • 11 charities
Polegate, East Sussex, UK

South Coast Ultra Challenge | 1st Half charity places

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
The first quarter option of the South Coast Challenge from Eastbourne to the coastline, over the Seven Sisters to Cuckmere Haven, over the South Downs to finish at Alfriston.
  • Sat 6 Sep 2025
  • 11 charities
  • Sat 6 Sep 2025
  • 11 charities
Polegate, East Sussex, UK

South Coast Ultra Challenge | 1st Quarter charity places

The first quarter option of the South Coast Challenge from Eastbourne to the coastline, over the Seven Sisters to Cuckmere Haven, over the South Downs to finish at Alfriston.

  • Chip timing
  • Enter online
  • GPS tracking
  • Hilly
  • Age 14 & over
  • 25 km trail running + 660 m ascent
The second half option of the South Coast Challenge is a scenic ‘marathon plus’ adventure across the South Downs towards Arundel.
  • Sat 6 - Sun 7 Sep 2025
  • 11 charities
  • Sat 6 - Sun 7 Sep 2025
  • 11 charities
Hove, East Sussex, UK

South Coast Ultra Challenge | 2nd Half charity places

The second half option of the South Coast Challenge is a scenic ‘marathon plus’ adventure across the South Downs towards Arundel.

  • Chip timing
  • Enter online
  • GPS tracking
  • Hilly
  • Age 18 & over
  • 43 km trail running + 850 m ascent
The main event of the day! Experience the full selection of the Denbies wine range with six award-winning English wines to try along the course accompanied with food. Your slowest half marathon ever!
  • Sun 7 Sep 2025
  • £67
  • Sun 7 Sep 2025
  • £67
Dorking, Surrey, UK

Bacchus Wine Half Marathon

The main event of the day! Experience the full selection of the Denbies wine range with six award-winning English wines to try along the course accompanied with food. Your slowest half marathon ever!

  • Chip timing
  • Enter online
  • Undulating
  • Traffic free
  • Age 18 & over
  • 13.1 miles trail running
A taster event through the Denbies Vineyard with two wine and food stations on route, commemorative medal, photos and post-race pulled-pork party. Your slowest (and most fun) 10K ever!
  • Sun 7 Sep 2025
  • £43
  • Sun 7 Sep 2025
  • £43
Dorking, Surrey, UK

Bacchus Wine 10K

A taster event through the Denbies Vineyard with two wine and food stations on route, commemorative medal, photos and post-race pulled-pork party. Your slowest (and most fun) 10K ever!

  • Chip timing
  • Enter online
  • Undulating
  • Traffic free
  • All ages
  • 10 km trail running
The final event of Bacchus is a fun run aimed at children. It is untimed, free to enter and all entrants will receive a medal at the finish.
  • Sun 7 Sep 2025
  • FREE
  • Sun 7 Sep 2025
  • FREE
Dorking, Surrey, UK

Bacchus Fun Run

The final event of Bacchus is a fun run aimed at children. It is untimed, free to enter and all entrants will receive a medal at the finish.

  • Enter online
  • Undulating
  • Traffic free
  • Fancy dress
  • All ages
  • 2 km trail running
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.
  • Sat 13 Sep 2025
  • £58-£60
  • Sat 13 Sep 2025
  • £58-£60
Wadhurst, East Sussex, UK

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 & over
  • 50 km trail running
Previously rated one of the top UK marathons! Scenic mixed-terrain route around Bewl Water on undulating rural wooded trails and quiet country lanes.
  • Sat 13 Sep 2025
  • £53-£55
  • Sat 13 Sep 2025
  • £53-£55
Wadhurst, East Sussex, UK

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
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.
  • Sat 13 Sep 2025
  • £43-£45
  • Sat 13 Sep 2025
  • £43-£45
Wadhurst, East Sussex, UK

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
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.
  • Sat 13 Sep 2025
  • £33-£35
  • Sat 13 Sep 2025
  • £33-£35
Wadhurst, East Sussex, UK

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
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.
  • Sat 13 - Sun 14 Sep 2025
  • 11 charities
  • Sat 13 - Sun 14 Sep 2025
  • 11 charities
Egham, Surrey, UK

Thames Path Challenge | 2nd Half charity places

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
  • Undulating
  • Age 18 & over
  • 50 km trail running + 150 m ascent
The third quarter option of the Thames Path Challenge from Runnymede of Magna Carta Fame following the meandering waterway to finish at Cookham.
  • Sat 13 - Sun 14 Sep 2025
  • 11 charities
  • Sat 13 - Sun 14 Sep 2025
  • 11 charities
Egham, Surrey, UK

Thames Path Challenge | 3rd Quarter charity places

The third quarter option of the Thames Path Challenge from Runnymede of Magna Carta Fame following the meandering waterway to finish at Cookham.

  • Chip timing
  • Enter online
  • GPS tracking
  • Flat
  • Age 14 & over
  • 28 km trail running + 20 m ascent
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.
  • Sun 14 Sep 2025
  • £28-£35
  • Sun 14 Sep 2025
  • £28-£35
Rye, East Sussex, UK

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
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.
  • Sun 14 Sep 2025
  • £32-£35
  • Sun 14 Sep 2025
  • £32-£35
Rye, East Sussex, UK

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
A fabulous 10km loop through Remenham countryside with a start / finish near Henley Bridge on Sunday morning.
  • Sun 14 Sep 2025
  • 11 charities
  • Sun 14 Sep 2025
  • 11 charities
Henley-on-Thames, Oxfordshire, UK

The Henley 10K charity places

A fabulous 10km loop through Remenham countryside with a start / finish near Henley Bridge on Sunday morning.

  • Chip timing
  • Enter online
  • GPS tracking
  • Flat
  • Age 15 & over
  • 10 km trail running
The fourth quarter option of the Thames Path Challenge from Cookham along the meandering waterway to Henley-on-Thames, home of the regatta, to a fabulous celebration finish and family BBQ.
  • Wed 17 Sep 2025
  • 11 charities
  • Wed 17 Sep 2025
  • 11 charities
Maidenhead, Berkshire, UK

Thames Path Challenge | 4th Quarter charity places

The fourth quarter option of the Thames Path Challenge from Cookham along the meandering waterway to Henley-on-Thames, home of the regatta, to a fabulous celebration finish and family BBQ.

  • Chip timing
  • Enter online
  • GPS tracking
  • Flat
  • Age 14 & over
  • 22 km trail running + 10 m ascent
The full distance option of the Chiltern 50 Challenge from basecamp in Henley on a loop via Greys Court, the Ridgeway, Shakespeare's Way, The Chilterns and Hambleden Village.
  • Sat 27 Sep 2025
  • 10 charities
  • Sat 27 Sep 2025
  • 10 charities
Henley-on-Thames, Buckinghamshire, UK

Chiltern 50 Ultra Challenge | Full 50km charity places

The full distance option of the Chiltern 50 Challenge from basecamp in Henley on a loop via Greys Court, the Ridgeway, Shakespeare's Way, The Chilterns and Hambleden Village.

  • Enter online
  • GPS tracking
  • Undulating
  • Age 18 & over
  • 50 km trail running + 920 m ascent
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!
  • Sat 27 Sep 2025
  • £52
  • Sat 27 Sep 2025
  • £52
Gerrards Cross, Buckinghamshire, UK

Running Tribe Races | Sep | 32K

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
  • Undulating
  • Age 17 & over
  • 32 km multi terrain running
The shorter 25km loop option of the Chiltern 50 Challenge from Henley Showground past the River Thames, Greys Court and the pretty Hambleden Village.
  • Sat 27 Sep 2025
  • 10 charities
  • Sat 27 Sep 2025
  • 10 charities
Henley-on-Thames, Buckinghamshire, UK

Chiltern 50 Ultra Challenge | Henley 25km Loop charity places

The shorter 25km loop option of the Chiltern 50 Challenge from Henley Showground past the River Thames, Greys Court and the pretty Hambleden Village.

  • Enter online
  • GPS tracking
  • Undulating
  • Age 14 & over
  • 25 km trail running + 500 m ascent
A beautiful 10km looped route from the basecamp at Henley Showground.  The route explores public footpaths  & wonderful woodlands within the Culden Faw estate.
  • Sat 27 Sep 2025
  • 10 charities
  • Sat 27 Sep 2025
  • 10 charities
Henley-on-Thames, Buckinghamshire, UK

The Chiltern 10K charity places

A beautiful 10km looped route from the basecamp at Henley Showground. The route explores public footpaths & wonderful woodlands within the Culden Faw estate.

  • Enter online
  • GPS tracking
  • Undulating
  • Age 15 & over
  • 10 km trail running + 235 m ascent
  • Sat 27 Sep 2025
Lewes, East Sussex, UK

Dark Downs 50K Race

  • 50 km trail running
  • Sun 28 Sep 2025
Dorking, Surrey, UK

Trust 10K Run - Polesden Lacey

  • 10 km trail running
  • Sun 28 Sep 2025
Buckingham, Buckinghamshire, UK

Trust 10K Run

  • 10 km trail running

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