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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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Click an event for full event details, location, route, sustainability, what's included and how to enter.

The South Downs National Park is a superb backdrop for a real charity challenge featuring Beachy Head, the Seven Sisters and the South Downs Way with a choice of distances from 25km right up to 100km!
  • Sat 6 - Sun 7 Sep 2025
  • £30-£50
  • 14 charities
  • Sat 6 - Sun 7 Sep 2025
  • £30-£50
  • 14 charities
Eastbourne, East Sussex, UK

South Coast Ultra Challenge

The South Downs National Park is a superb backdrop for a real charity challenge featuring Beachy Head, the Seven Sisters and the South Downs Way with a choice of distances from 25km right up to 100km!

  • Newcomers
  • Music
  • Chip timing
  • Enter online
  • GPS tracking
  • Fundraising required
  • Undulating
  • Event village
  • Urban
  • Rural
  • Coast
  • Age 14 & over
  • 1 day trail running
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
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 30K & 15K | 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 & 15K | 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 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

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