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Hilly Trail runs in September 2026

Find hilly trail runs near me in September 2026 - filter by date, location or category, display on a map or use the advanced search to find your perfect race.

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Now in its fifth year, this trail festival champions Yorkshire’s rugged beauty, inspiring runners to get active, explore lesser-known landscapes and take on a true trail ultra challenge.
  • Sat 5 Sep
  • £15-£82
Huddersfield, West Yorkshire, UK

Heights Ultra Trail

Now in its fifth year, this trail festival champions Yorkshire’s rugged beauty, inspiring runners to get active, explore lesser-known landscapes and take on a true trail ultra challenge.

  • Fun run 2
  • 10K run
  • Ultra run 2
  • 50K ultra run
  • Beginner-friendly
  • Event village
  • Rural
  • Age 16 & over
The South Downs National Park is a superb backdrop for a real challenge featuring Beachy Head, the Seven Sisters and the South Downs Way with a choice of distances from 25km right up to 100km!
  • Sat 5 - Sun 6 Sep
  • £89-£199
Polegate, East Sussex, UK

South Coast Ultra Challenge

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

  • 100K ultra run 2
  • Ultra run 2
  • Trail run
  • Families
  • Beginner-friendly
  • Music
  • Event village
  • Urban
  • Rural
  • Coast
  • Age 14 & over
Starting and finishing by the beach of Studland Bay, this challenging and hilly 30 mile guided ultra run will take you on a wonderful tour of the Jurassic Coast and Isle of Purbeck.
  • Sat 5 Sep
  • £45
Swanage, Dorset, UK

Jurassic Coast Ultra Run

Starting and finishing by the beach of Studland Bay, this challenging and hilly 30 mile guided ultra run will take you on a wonderful tour of the Jurassic Coast and Isle of Purbeck.

  • 30 miles trail running
  • Beginner-friendly
  • Enter online
  • Hilly
  • Event village
  • Coast
  • Age 18 & over
Previously rated one of the top 10 UK marathons! Scenic mixed-terrain routes following Bewl Water around the reservoir route on undulating rural wooded trails and quiet country lanes.
  • Sat 12 Sep
  • £33-£62
Wadhurst, East Sussex, UK

Bewl Water Autumn

Previously rated one of the top 10 UK marathons! Scenic mixed-terrain routes following Bewl Water around the reservoir route on undulating rural wooded trails and quiet country lanes.

  • 10K run
  • Half marathon
  • Marathon
  • 50K ultra run
  • Beginner-friendly
  • Event village
  • Rural
  • Age 15-80
This event takes in some of Cheshire's finest country, and certainly its highest! Summit Tegg's nose, Shuttlingsloe and Shining Tor with views, diverse terrain and finisher medal.
  • Sun 13 Sep
  • £38.50
Macclesfield, Cheshire, UK

Cheshire 3 Peaks Half Marathon

This event takes in some of Cheshire's finest country, and certainly its highest! Summit Tegg's nose, Shuttlingsloe and Shining Tor with views, diverse terrain and finisher medal.

  • 13.1 miles trail running + 847 m ascent
  • Beginner-friendly
  • Enter online
  • Hilly
  • Event village
  • Park
  • Age 18 & over
Trek or run through the Peak District on a distance of your choice from 25K to 100 miles with full safety support, food, drinks and a delicious stew supper! Navigate your way or join a guided group.
  • Fri 18 - Sat 19 Sep
  • £61-£99
Hope Valley, Derbyshire, UK

Peak District Challenge

Trek or run through the Peak District on a distance of your choice from 25K to 100 miles with full safety support, food, drinks and a delicious stew supper! Navigate your way or join a guided group.

  • Trail run 2
  • 100K ultra run
  • 100 mile ultra run
  • 50K ultra run
  • Beginner-friendly
  • Event village
  • Rural
  • Sustainability policy
  • Age 12 & over
  • Fri 4 Sep
  • £125-£150
Holyhead, Isle of Anglesey, UK

Ring O' Fire | Firelighter 50

  • 47 miles multi terrain running
  • Sun 6 Sep
  • £35-£45
Torquay, Devon, UK

City to Sea

  • Half marathon
  • Marathon
  • Thu 10 - Sun 13 Sep
  • £200-£1,200
London, UK

Run2Paris

  • 4 days multi terrain running
  • Sun 20 Sep
  • £40-£50
Swanage, Dorset, UK

The Purbeck Marathon

  • Marathon
  • Half marathon

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