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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Event listings
Select an event for photos, video, route, location, reviews, entry fees and how to enter.
- 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
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- Sat 27 Sep
- £25
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
- Sat 27 Sep
- £139
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
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- Sat 27 Sep
- £20
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
- Sat 27 Sep
- £89
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
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
- Sun 14 Sep
The Great Southern Walk | 15 Mile Challenge Walk
- 15 miles walking + 1300 ft ascent
- 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