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Challenge walks in UK in September 2025

Find challenge walks near me in UK 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 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
Make a mountain of difference to people living with cancer. Beginning in the heart of Snowdonia this spectacular challenge will see you trekking to the top of Yr Wyddfa (Snowdon), at night!
  • Sat 6 - Sun 7 Sep 2025
  • £45-£169
  • Sat 6 - Sun 7 Sep 2025
  • £45-£169
Llanberis, Gwynedd, UK

Defeat the Peak | Yr Wyddfa (Snowdon) at Night Challenge

Make a mountain of difference to people living with cancer. Beginning in the heart of Snowdonia this spectacular challenge will see you trekking to the top of Yr Wyddfa (Snowdon), at night!

  • Enter online
  • Fundraising required
  • Mountainous
  • Traffic free
  • Rural
  • Mountains
  • Sustainability policy
  • Age 14 & over
  • 21 km hiking + 975 m ascent
Take on a challenge and join Macmillan at the Northumberland Coast Mighty Hike - where you'll take in famous sights such as Alnwick Castle and Bamburgh Castle to support people living with cancer.
  • Sat 13 Sep 2025
  • £25
  • Sat 13 Sep 2025
  • £25
Alnwick, Northumberland, UK

Mighty Hikes | Northumberland Coast | Marathon

Take on a challenge and join Macmillan at the Northumberland Coast Mighty Hike - where you'll take in famous sights such as Alnwick Castle and Bamburgh Castle to support people living with cancer.

  • Enter online
  • Fundraising required
  • Undulating
  • Age 14 & over
  • 26.03 miles hiking + 302.97 m ascent
A trekking challenge with tranquil forests, historic castles, quaint fishing villages and beautiful beaches to support brainstrust, the brain cancer charity.
  • Sat 13 Sep 2025
  • £20
  • Sat 13 Sep 2025
  • £20
Newburgh, Fife, UK

Follow the Seagulls | Scotland | One Day Challenge

A trekking challenge with tranquil forests, historic castles, quaint fishing villages and beautiful beaches to support brainstrust, the brain cancer charity.

  • Enter online
  • Fundraising required
  • Undulating
  • Age 18 & over
  • 26 miles walking
A trekking challenge with tranquil forests, historic castles, quaint fishing villages and beautiful beaches to support brainstrust, the brain cancer charity.
  • Sat 13 - Sun 14 Sep 2025
  • £30
  • Sat 13 - Sun 14 Sep 2025
  • £30
Newburgh, Fife, UK

Follow the Seagulls | Scotland | Two Day Challenge

A trekking challenge with tranquil forests, historic castles, quaint fishing villages and beautiful beaches to support brainstrust, the brain cancer charity.

  • Enter online
  • Fundraising required
  • Undulating
  • Age 18 & over
  • 50 miles walking
A trekking challenge taking in moorland, ancient monuments, waterfalls, stunning coastal views and smuggler's coves in support of the brain cancer charity, brainstrust.
  • Sat 13 Sep 2025
  • £20
  • Sat 13 Sep 2025
  • £20
Whitby, North Yorkshire, UK

Follow the Seagulls | Yorkshire | One Day Challenge

A trekking challenge taking in moorland, ancient monuments, waterfalls, stunning coastal views and smuggler's coves in support of the brain cancer charity, brainstrust.

  • Enter online
  • Fundraising required
  • Hilly
  • Age 18 & over
  • 26 miles walking
A trekking challenge taking in moorland, ancient monuments, waterfalls, stunning coastal views and smuggler's coves in support of the brain cancer charity, brainstrust.
  • Sat 13 - Sun 14 Sep 2025
  • £30
  • Sat 13 - Sun 14 Sep 2025
  • £30
Whitby, North Yorkshire, UK

Follow the Seagulls | Yorkshire | Two Day Challenge

A trekking challenge taking in moorland, ancient monuments, waterfalls, stunning coastal views and smuggler's coves in support of the brain cancer charity, brainstrust.

  • Enter online
  • Fundraising required
  • Hilly
  • Age 18 & over
  • 50 miles walking
The full, non-stop option of the Thames Path Challenge from leafy South West London following the river to Hampton Court, Runnymede to finish at Henley-on-Thames for a celebratory finish and BBQ.
  • Sat 13 - Sun 14 Sep 2025
  • 11 charities
  • Sat 13 - Sun 14 Sep 2025
  • 11 charities
London, UK

Thames Path Challenge | Full 100km continuous charity places

The full, non-stop option of the Thames Path Challenge from leafy South West London following the river to Hampton Court, Runnymede to finish at Henley-on-Thames for a celebratory finish and BBQ.

  • Chip timing
  • Enter online
  • GPS tracking
  • Flat
  • Undulating
  • Age 18 & over
  • 100 km trail running + 350 m ascent
The full distance option of the Thames Path Challenge over 2 days with 50km on day 1 and 50km on day 2, meaning you experience the route in daylight with the chance to sleep overnight.
  • Sat 13 - Sun 14 Sep 2025
  • 11 charities
  • Sat 13 - Sun 14 Sep 2025
  • 11 charities
London, UK

Thames Path Challenge | Full 100km over 2 days charity places

The full distance option of the Thames Path Challenge over 2 days with 50km on day 1 and 50km on day 2, meaning you experience the route in daylight with the chance to sleep overnight.

  • Chip timing
  • Enter online
  • GPS tracking
  • Undulating
  • Age 18 & over
  • 100 km trail running + 350 m ascent
The first half option of the Thames Path Challenge from leafy South West London on the River Thames along the river to Hampton Court to finish at Runnymede for a big celebration finish and hot meal.
  • Sat 13 Sep 2025
  • 11 charities
  • Sat 13 Sep 2025
  • 11 charities
London, UK

Thames Path Challenge | 1st Half charity places

The first half option of the Thames Path Challenge from leafy South West London on the River Thames along the river to Hampton Court to finish at Runnymede for a big celebration finish and hot meal.

  • Chip timing
  • Enter online
  • GPS tracking
  • Flat
  • Undulating
  • Age 18 & over
  • 50 km trail running + 200 m ascent
The first quarter option of the Thames Path Challenge from leafy South West London following the river to Hampton Court for a celebratory finish and BBQ.
  • Sat 13 Sep 2025
  • 11 charities
  • Sat 13 Sep 2025
  • 11 charities
London, UK

Thames Path Challenge | 1st Quarter charity places

The first quarter option of the Thames Path Challenge from leafy South West London following the river to Hampton Court for a celebratory finish and BBQ.

  • Chip timing
  • Enter online
  • GPS tracking
  • Flat
  • Age 14 & over
  • 28 km trail running + 20 m ascent
Make a mountain of difference to people living with cancer. Beginning in the heart of Snowdonia, this challenge will see you trekking to the top of Snowdon!
  • Sat 13 Sep 2025
  • £45-£165
  • Sat 13 Sep 2025
  • £45-£165
Llanberis, Gwynedd, UK

Defeat the Peak | Yr Wyddfa (Snowdon) by Day Challenge

Make a mountain of difference to people living with cancer. Beginning in the heart of Snowdonia, this challenge will see you trekking to the top of Snowdon!

  • Enter online
  • Fundraising required
  • Mountainous
  • Traffic free
  • Rural
  • Mountains
  • Sustainability policy
  • Age 14 & over
  • 15 km hiking + 1000 m ascent
Start this epic Challenge in near Hampton Court. This route follows the meandering waterway to Runnymede, for a big celebration finish and hot meal at Henley on Thames.
  • Sat 13 Sep 2025
  • 11 charities
  • Sat 13 Sep 2025
  • 11 charities
London, UK

Thames Path Ultra Challenge | 3/4 Challenge charity places

Start this epic Challenge in near Hampton Court. This route follows 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
Walk across 16 of the capital's historic bridges for some of the best vantage points over the London skyline and famous landmarks.
  • Sat 13 Sep 2025
  • 10 charities
  • Sat 13 Sep 2025
  • 10 charities
London, UK

Thames Bridges Trek 25km charity places

Walk across 16 of the capital's historic bridges for some of the best vantage points over the London skyline and famous landmarks.

  • Chip timing
  • Enter online
  • GPS tracking
  • Flat
  • Age 14 & over
  • 25 km walking
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 second quarter option of the Thames Path Challenge following the river to Runnymede for a celebratory finish and BBQ.
  • Sat 13 Sep 2025
  • 11 charities
  • Sat 13 Sep 2025
  • 11 charities
London, UK

Thames Path Challenge | 2nd Quarter charity places

The second quarter option of the Thames Path Challenge following the river to Runnymede for a celebratory finish and BBQ.

  • Chip timing
  • Enter online
  • GPS tracking
  • Flat
  • Age 14 & over
  • 22 km trail running + 20 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
Take on a challenge and join Macmillan at the Northumberland Coast Mighty Hike - where you'll take in famous sights such as Alnwick Castle and Dunstanburgh Castle to support people living with cancer.
  • Sun 14 Sep 2025
  • £20
  • Sun 14 Sep 2025
  • £20
Alnwick, Northumberland, UK

Mighty Hikes | Northumberland Coast | Half Marathon

Take on a challenge and join Macmillan at the Northumberland Coast Mighty Hike - where you'll take in famous sights such as Alnwick Castle and Dunstanburgh Castle to support people living with cancer.

  • Enter online
  • Fundraising required
  • Undulating
  • Age 14 & over
  • 12.9 miles hiking + 169.25 m ascent
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
Escape the city. Explore the trails. Run or walk a stunning trail marathon that starts from Bristol and heads into the stunning Cotswolds before finishing in the UNESCO World Heritage City of Bath.
  • Sat 27 Sep 2025
  • £55
  • Sat 27 Sep 2025
  • £55
Bristol, Somerset, UK

Trail Escape | Bristol-to-Bath | Marathon

Escape the city. Explore the trails. Run or walk a stunning trail marathon that starts from Bristol and heads into the stunning Cotswolds before finishing in the UNESCO World Heritage City of Bath.

  • Chip timing
  • Enter online
  • Undulating
  • Traffic free
  • Age 18 & over
  • 26.2 miles trail running

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