Challenge walks in East Midlands
Find challenge walks near me in East Midlands 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.

- Sat 14 Jun
- £25
- Sat 14 Jun
- £25
Big Hike | Peak District | Marathon
Hike through magnificent woodlands, past pretty waterfalls and limestone cliffs, and take in beautiful views across the Peak District to help beat cancer step by step.
- Chip timing
- Enter online
- Fundraising required
- Hilly
- Age 16 & over
- 26.2 miles hiking + 1800 ft ascent

- Sat 14 Jun
- £20
- Sat 14 Jun
- £20
Big Hike | Peak District | Half Marathon
Hike through magnificent woodlands, past pretty waterfalls and limestone cliffs, and take in beautiful views across the Peak District to help beat cancer step by step.
- Chip timing
- Enter online
- Fundraising required
- Undulating
- Age 14 & over
- 13.1 miles hiking + 1302 ft ascent

- Sat 21 Jun
- £25
- Sat 21 Jun
- £25
Pink Ribbon Walk | Chatsworth House and the Peak District | 20 Mile
Experience the Peak District's beauty as you travel along this breathtaking route. Enjoy magnificent landscapes, fresh air, and connect with nature while you explore on foot.
- Enter online
- Fundraising required
- Undulating
- Age 13 & over
- 20 miles walking

- Sat 28 Jun
- £139
- 16 charities
- Sat 28 Jun
- £139
- 16 charities
Peak District Ultra Challenge | 1st Half
Start and finish from the idyllic Bakewell basecamp for a few steep ascents and descents taking you into the heart of this beautiful and varied landscape to return for a finish line celebration!
- Chip timing
- Enter online
- GPS tracking
- Undulating
- Age 18 & over
- 53 km trail running + 1250 m ascent

- Sat 28 - Sun 29 Jun
- £199
- 16 charities
- Sat 28 - Sun 29 Jun
- £199
- 16 charities
Peak District Ultra Challenge | Full 100km continuous
Take on the full 100km in a figure-of-eight route through the north and south of the Peak District with stops every 12-13km and whatever support you need to get you to the finish line celebration!
- Chip timing
- Enter online
- GPS tracking
- Undulating
- Age 18 & over
- 100 km trail running + 2150 m ascent

- Sat 28 - Sun 29 Jun
- £199
- 16 charities
- Sat 28 - Sun 29 Jun
- £199
- 16 charities
Peak District Ultra Challenge | Full 100km over 2 days
Take on the full 100km in a figure-of-eight route through the north and south of the Peak District in daylight with a good night's rest and full support to get you to the finish line celebration!
- Chip timing
- Enter online
- Undulating
- Hilly
- Age 18 & over
- 100 km trail running + 2150 m ascent

- Sat 28 Jun
- £89
- 15 charities
- Sat 28 Jun
- £89
- 15 charities
Bakewell 25km Loop
From the idyllic basecamp in Bakewell, journey past Chatsworth House, the best of the Derwent Valley Heritage Way and the beautiful Combs Dale on your looped challenge route.
- Enter online
- Undulating
- Hilly
- Age 14 & over
- 25 km trail running + 600 m ascent

- Sat 28 - Sun 29 Jun
- £169
- 16 charities
- Sat 28 - Sun 29 Jun
- £169
- 16 charities
Peak District Ultra Challenge | 3/4 Challenge
Take on a mighty ultra adventure through the stunning Peak District with regular stops and whatever support you need to get you to the finish line celebration! You can even cover it in two days.
- Chip timing
- Enter online
- GPS tracking
- Undulating
- Hilly
- Age 18 & over
- 73 km trail running

- Sat 28 Jun
- £39
- 15 charities
- Sat 28 Jun
- £39
- 15 charities
Bakewell 10
Take on the 10-mile looped route starting and finishing at the Bakewell basecamp, taking in the best of the Derwent Valley Heritage Way along The River Derwent up to Chatsworth House.
- Chip timing
- Enter online
- GPS tracking
- Undulating
- Hilly
- Age 8 & over
- 10 miles trail running + 405 m ascent

- Sat 28 - Sun 29 Jun
- £139
- 16 charities
- Sat 28 - Sun 29 Jun
- £139
- 16 charities
Peak District Ultra Challenge | 2nd Half
Starting out from the idyllic Bakewell basecamp, trek through some fantastic southern Peaks scenery on the way back to the very welcome finish line and celebration!
- Chip timing
- Enter online
- GPS tracking
- Hilly
- Age 18 & over
- 47 km trail running + 900 m ascent
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- Sat 19 Jul
- £25
- Entries closed
- Sat 19 Jul
- £25
- Entries closed
Mighty Hikes | Peak District | Marathon
Take on a challenge and join Macmillan at the Peak District Mighty Hike - where you'll trek through the UK's oldest National Park to support people living with cancer.
- Enter online
- Fundraising required
- Hilly
- Traffic free
- Age 14 & over
- 26.2 miles hiking + 753.74 m ascent
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- Sat 19 Jul
- £20
- Entries closed
- Sat 19 Jul
- £20
- Entries closed
Mighty Hikes | Peak District | Half Marathon
Take on a challenge and join Macmillan at the Peak District Mighty Hike - where you'll trek through the UK's oldest National Park to support people living with cancer.
- Enter online
- Fundraising required
- Undulating
- Traffic free
- Age 14 & over
- 14.2 miles hiking + 410.88 m ascent
- Fri 19 Sep
- Fri 19 Sep
Peak District Challenge | Copper Challenge 25K
By Wilderness Development Trek or Run: 25km, 50km, 75km, 100km or 100miles in 24 hours
- Enter online
- GPS tracking
- Flat
- Age 18 & over
- 75 km trail running
- Fri 19 Sep
- Fri 19 Sep
Peak District Challenge | Gold Ultra 100K
By Wilderness Development Trek or Run: 25km, 50km, 75km, 100km or 100miles in 24 hours
- Enter online
- GPS tracking
- Age 18 & over
- 100 km trail running
- Fri 19 Sep
- Fri 19 Sep
Peak District Challenge | 100 Miles Ultra
By Wilderness Development Trek or Run: 25km, 50km, 75km, 100km or 100miles in 24 hours
- Enter online
- GPS tracking
- Age 21 & over
- 100 miles trail running