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Challenge walks in East Sussex

Find challenge walks near me in East Sussex for 2025/2026 - 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.

A new 25km option – ideal if you want to explore the surrounding countryside around Brighton and sections of the South Downs Way with its fabulous views back over the Sussex countryside.
  • Sun 25 May
  • £89
  • 14 charities
  • Sun 25 May
  • £89
  • 14 charities
Brighton, East Sussex, UK

Brighton Challenge

A new 25km option – ideal if you want to explore the surrounding countryside around Brighton and sections of the South Downs Way with its fabulous views back over the Sussex countryside.

  • Enter online
  • Undulating
  • Hilly
  • Age 14 & over
  • 25 km trail running + 400 m ascent
Take on a challenge and join Macmillan at the South Coast Mighty Hike - where you’ll explore the stunning South Downs Way and take in spectacular coastal views to support people living with cancer.
  • Sat 7 Jun
  • £25
  • Sat 7 Jun
  • £25
Brighton, East Sussex, UK

Mighty Hikes | South Coast | Marathon

Take on a challenge and join Macmillan at the South Coast Mighty Hike - where you’ll explore the stunning South Downs Way and take in spectacular coastal views to support people living with cancer.

  • Enter online
  • Fundraising required
  • Hilly
  • Age 14 & over
  • 26.2 miles hiking + 964.73 m ascent
Take on a challenge and join Macmillan at the South Coast Mighty Hike - where you’ll explore the stunning South Downs Way and take in spectacular coastal views to support people living with cancer.
  • Sat 7 Jun
  • £20
  • Sat 7 Jun
  • £20
Polegate, East Sussex, UK

Mighty Hikes | South Coast | Half Marathon

Take on a challenge and join Macmillan at the South Coast Mighty Hike - where you’ll explore the stunning South Downs Way and take in spectacular coastal views to support people living with cancer.

  • Enter online
  • Fundraising required
  • Hilly
  • Age 14 & over
  • 13 miles hiking + 481.14 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 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 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

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