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Challenge walks in South East in September 2025

Find challenge walks 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
  • £199
  • 12 charities
  • Sat 6 - Sun 7 Sep
  • £199
  • 12 charities
Polegate, East Sussex, UK

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
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
  • £199
  • 11 charities
  • Sat 6 - Sun 7 Sep
  • £199
  • 11 charities
Polegate, East Sussex, UK

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
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
  • £139
  • 12 charities
  • Sat 6 Sep
  • £139
  • 12 charities
Polegate, East Sussex, UK

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
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!
  • Sat 6 Sep
  • £89
  • 12 charities
  • Sat 6 Sep
  • £89
  • 12 charities
Polegate, East Sussex, UK

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
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!
  • Sat 6 - Sun 7 Sep
  • £139
  • 12 charities
  • Sat 6 - Sun 7 Sep
  • £139
  • 12 charities
Hove, East Sussex, UK

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
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.
  • Sat 13 Sep
  • £169
  • 12 charities
  • Sat 13 Sep
  • £169
  • 12 charities
West Molesey, Surrey, UK

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
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
  • £139
  • 12 charities
  • Sat 13 - Sun 14 Sep
  • £139
  • 12 charities
Egham, Surrey, UK

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
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!
  • Sat 13 Sep
  • £89
  • 12 charities
  • Sat 13 Sep
  • £89
  • 12 charities
West Molesey, Surrey, UK

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
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
  • Sat 13 - Sun 14 Sep
  • £89
  • 12 charities
  • Sat 13 - Sun 14 Sep
  • £89
  • 12 charities
Egham, Surrey, UK

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
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!
  • Wed 17 Sep
  • £89
  • 12 charities
  • Wed 17 Sep
  • £89
  • 12 charities
Maidenhead, Berkshire, UK

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
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!
  • Sat 27 Sep
  • £139
  • 11 charities
  • Sat 27 Sep
  • £139
  • 11 charities
Henley-on-Thames, Buckinghamshire, UK

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
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!
  • Sat 27 Sep
  • £89
  • 11 charities
  • Sat 27 Sep
  • £89
  • 11 charities
Henley-on-Thames, Buckinghamshire, UK

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

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