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Challenge walks in September 2025

Find challenge walks in September 2025 - filter by date or location, display on a map or use the advanced search to find your perfect race.

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Select an event for photos, video, route, location, reviews, entry fees and how to enter.

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
  • £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
Entries closed
Experience the beauty of the Scottish Highlands and conquer the highest peak in Britain with Muscular Dystrophy UK to help change the future of muscle wasting conditions.
  • Fri 12 - Sun 14 Sep
  • £95
  • Entries closed
Fort William, Highland, UK

Ben Nevis Trek

Experience the beauty of the Scottish Highlands and conquer the highest peak in Britain with Muscular Dystrophy UK to help change the future of muscle wasting conditions.

  • Enter online
  • Fundraising required
  • Mountainous
  • Traffic free
  • Rural
  • Mountains
  • Sustainability policy
  • Age 18 & over
  • 1 day hiking + 1345 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
  • £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 taking in moorland, ancient monuments, waterfalls, stunning coastal views and smuggler's coves in support of the brain cancer charity, brainstrust.
  • Sat 13 Sep
  • £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
  • £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
A guided, circular walk from the beautiful town of Keswick in the Lake District National Park with charity, Sands. Trek Together for 20 miles to help reduce the number of baby deaths in the UK.
  • Sat 13 Sep
  • £30
Keswick, Cumbria, UK

Trek Together | 20 Mile

A guided, circular walk from the beautiful town of Keswick in the Lake District National Park with charity, Sands. Trek Together for 20 miles to help reduce the number of baby deaths in the UK.

  • Enter online
  • Fundraising required
  • Hilly
  • Age 14 & over
  • 20 miles walking + 1060 m ascent
The full, non-stop option of the epic 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
  • £199
London, UK

Thames Path Ultra Challenge | Full 100km Continuous

The full, non-stop option of the epic 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
An epic challenge from leafy South West London on the River Thames featuring Hampton Court, Runnymede of Magna Carta Fame, Henley-on-Thames and a fabulous celebration finish - all in daylight.
  • Sat 13 - Sun 14 Sep
  • £199
London, UK

Thames Path Ultra Challenge | Full 100km over 2 days

An epic challenge from leafy South West London on the River Thames featuring Hampton Court, Runnymede of Magna Carta Fame, Henley-on-Thames and a fabulous celebration finish - all in daylight.

  • Chip timing
  • Enter online
  • GPS tracking
  • Flat
  • 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
  • £139
London, UK

Thames Path Ultra Challenge | 1st Half

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
Move around the spectacular and hilly Cannock Chase Forest and earn a 50km ultra, with a generous cut off time this is a chance to smash a big goal on a tough course.
  • Sat 13 Sep
  • £70
Rugeley, Staffordshire, UK

TrailFest | Cannock Chase Forest | 50K

Move around the spectacular and hilly Cannock Chase Forest and earn a 50km ultra, with a generous cut off time this is a chance to smash a big goal on a tough course.

  • Chip timing
  • Enter online
  • Hilly
  • Traffic free
  • Age 21 & over
  • 50 km trail running + 1118 m ascent
Start this epic challenge in leafy South West London on the River Thames. This route follows the meandering waterway to Hampton Court for a big celebration finish and picnic!
  • Sat 13 Sep
  • £89
London, UK

Thames Path Ultra Challenge | 1st Quarter

Start this epic challenge in leafy South West London on the River Thames. This route follows the meandering waterway to Hampton Court for a big celebration finish and picnic!

  • Chip timing
  • Enter online
  • 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
  • £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 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
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
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
Join 2500 walkers and trek 25km across the capital with unrivalled views of the skyline and landmarks as you zig-zag over 16 historic bridges to a party-style finish line celebration!
  • Sat 13 Sep
  • £89
London, UK

Thames Bridges Trek 25km

Join 2500 walkers and trek 25km across the capital with unrivalled views of the skyline and landmarks as you zig-zag over 16 historic bridges to a party-style finish line celebration!

  • Enter online
  • Flat
  • Age 14 & over
  • 25 km walking
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
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
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
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
  • £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
Entries closed
Get ready, Kiltwalkers! Experience the banter, fun, bagpipes, support and sheer emotion in Scotland's capital this year over a challenging 21 mile route.
  • Sun 14 Sep
  • Entries closed
Edinburgh, UK

The Kiltwalk Edinburgh | Mighty Stride

Secure your charity place in the KiltWalk Edinburgh Mighty Stride today. Walk for charity and experience the banter and bagpipes while supporting Scottish charities. Find a cause and join their team!

  • Enter online
  • Fundraising required
  • Undulating
  • Age 13 & over
  • 20 miles walking
Entries closed
Get ready, Kiltwalkers! Experience the banter, fun, bagpipes, support and sheer emotion in Scotland's capital this year over an achievable 11 mile route.
  • Sun 14 Sep
  • Entries closed
Musselburgh, East Lothian, UK

The Kiltwalk Edinburgh | Big Stroll

Secure your charity place in the KiltWalk Edinburgh Big Stroll today. Walk for charity and experience the banter and bagpipes while supporting Scottish charities. Find a cause and join their team!

  • Enter online
  • Fundraising required
  • Undulating
  • Age 10 & over
  • 11 miles walking
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
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
Entries close tomorrow
Are you Trailwalker strong? As a team of four, trek 100km non-stop across the South Downs in under 30 hours.
  • Fri 19 - Sun 21 Sep
  • £75-£300
  • Entries close tomorrow
Horndean, Hampshire, UK

Trailwalker

Are you Trailwalker strong? As a team of four, trek 100km non-stop across the South Downs in under 30 hours.

  • Newcomers
  • Enter online
  • GPS tracking
  • Fundraising required
  • Hilly
  • Event village
  • Park
  • Age 18 & over
  • 100 km trekking
A hilly and challenging route showcasing the best of the Peak District for those who can maintain 4kph over 24 hours. Night navigation experience is essential.
  • Fri 19 Sep
  • £80
Hope Valley, Derbyshire, UK

Peak District Challenge | Gold Ultra 100K

A hilly and challenging route showcasing the best of the Peak District for those who can maintain 4kph over 24 hours. Night navigation experience is essential.

  • Enter online
  • GPS tracking
  • Hilly
  • Age 20 & over
  • 100 km trail running + 3300 m ascent
Set off 9pm Friday; get back by 9pm Saturday. Navigate 100 miles through the night via set checkpoints over hilly and challenging terrain and maintain 7kph throughout.
  • Fri 19 Sep
  • £99
Hope Valley, Derbyshire, UK

Peak District Challenge | 100 Miles Ultra

Set off 9pm Friday; get back by 9pm Saturday. Navigate 100 miles through the night via set checkpoints over hilly and challenging terrain and maintain 7kph throughout.

  • Enter online
  • GPS tracking
  • Hilly
  • Age 20 & over
  • 100 miles trail running + 4800 m ascent
Not to be underestimated, the Silver Challenge follows the easiest and flattest routes between eight checkpoints but covers a long distance. For determined and experienced walkers and runners.
  • Fri 19 Sep
  • £75
Hope Valley, Derbyshire, UK

Peak District Challenge | Silver Challenge 75K

Not to be underestimated, the Silver Challenge follows the easiest and flattest routes between eight checkpoints but covers a long distance. For determined and experienced walkers and runners.

  • Enter online
  • GPS tracking
  • Hilly
  • Age 18 & over
  • 75 km trail running + 2235 m ascent

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