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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Events near me
Click an event for full event details, location, route, sustainability, what's included and how to enter.
- Sun 14 Sep
- 5 charities
- Sun 14 Sep
- 5 charities
The Kiltwalk Edinburgh | Mighty Stride
Secure your charity place in The KiltWalk Edinburgh today. Walk The KiltWalk and support top charities in Scotland. Find a cause and join their team today!
- Enter online
- Fundraising required
- Undulating
- Age 13 & over
- 20 miles walking
- Sun 14 Sep
- 4 charities
- Sun 14 Sep
- 4 charities
The Kiltwalk Edinburgh | Big Stroll
Secure your charity place in The KiltWalk Edinburgh today. Walk The KiltWalk and support top charities in Scotland. Find a cause and join their team today!
- Enter online
- Fundraising required
- Undulating
- Age 10 & over
- 11 miles walking
- Wed 17 Sep
- £89
- 17 charities
- Wed 17 Sep
- £89
- 17 charities
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
- Fri 19 - Sun 21 Sep
- £75-£300
- Fri 19 - Sun 21 Sep
- £75-£300
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
- Fri 19 Sep
- £80
- Fri 19 Sep
- £80
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
- Fri 19 Sep
- £99
- Fri 19 Sep
- £99
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
- Fri 19 Sep
- £75
- Fri 19 Sep
- £75
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
- Sat 20 Sep
- £60
- Sat 20 Sep
- £60
Peak District Challenge | Bronze Challenge 50K
Take in the valleys of the dark peak and the scenic trails of the white peak and reach the highest point at 464m, with a 12-hour target time which is generous for runners and a brisk pace for hikers.
- Enter online
- GPS tracking
- Hilly
- Age 16 & over
- 50 km trail running + 1140 m ascent
- Sat 20 Sep
- £55
- Sat 20 Sep
- £55
Peak District Challenge | Copper Challenge 25K
An achievable challenge following a circular route from Hathersage to Baslow along riverside paths and back via a hillier crossing of Curbar and Frogatt edges with some of the best views of The Peaks!
- Enter online
- GPS tracking
- Hilly
- Age 12 & over
- 25 km trail running + 577 m ascent
- Sat 27 Sep
- £139
- 12 charities
- Sat 27 Sep
- £139
- 12 charities
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
- Sat 27 Sep
- £89
- 12 charities
- Sat 27 Sep
- £89
- 12 charities
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
- Sat 27 Sep
- £65
- Sat 27 Sep
- £65
2 Valleys Trail
Celebrating the unique valleys of the Lake District which are part of the UNESCO World Heritage Site status, by linking them together with spectacular trail and ultra routes for you to enjoy!
- Enter online
- GPS tracking
- Age 17 & over
- 22.4 km trail running + 500 m ascent
- Sat 27 Sep
- £10
- Sat 27 Sep
- £10
GLOW Night Walk | Birmingham
GLOW up and join a 20km night walk through Birmingham with lights and glowsticks to mark World Mental Health Day, taking in the bright lights and iconic buildings for Mental Health UK.
- Families
- Wheelchair users
- Newcomers
- Dogs allowed
- Enter online
- Fundraising required
- Flat
- Fancy dress
- Urban
- Public transport links
- All ages
- 20 km walking
- Sat 27 Sep
Trail Escape | Bristol-to-Bath | Marathon
- 26.2 miles trail running + 522 m ascent
- Sat 27 Sep
Trail Escape | Bristol-to-Bath | 25km
- 25 km trail running + 371 m ascent
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