Challenge walks in Scotland
Find challenge walks in Scotland in 2026/2027 - filter by date, location or category, display on a map or use the advanced search to find your perfect race.
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- Sat 16 May
- £20-£25
Big Hike | The Trossachs
Escape to nature and take on a Big Hike in the Trossachs. You’ll explore stunning lochs, waterfalls, and forests whilst supporting life-saving research.
- Hike 3
- Sat 13 - Sun 14 Jun
- £65
Ben Nevis at Sunrise
Trek by torchlight to the summit of Ben Nevis, conquering the UK’s highest peak by sunrise in an unforgettable night-time challenge to support life-changing causes.
- 12 miles hiking + 1345 m ascent
- Sat 25 Jul
- £330
Rat Race 100 Ultramarathon
The 100-mile ultra for people who don't do 100-mile ultramarathons. Walk or run from Edinburgh Castle to Glamis within 48 hours, fully supported.
- 100 miles trail running + 4853 ft ascent
- Sat 29 Aug
- £20-£25
- 25% off
Mighty Hikes | Rob Roy
Follow in the footsteps of Rob Roy on this breathtaking hike through the Scottish Highlands, taking in lochs, forests and mountains — to support people living with cancer.
- Charity hike 2
- Sat 12 - Sun 13 Sep
- £20-£30
Follow the Seagulls | Scotland
A trekking challenge with tranquil forests, historic castles, quaint fishing villages and beautiful beaches to support brainstrust, the brain cancer charity.
- Charity walk 2
- Sat 10 Oct
- £10-£270
- Early bird
William Wallace Running Festival
"Follow in the Footsteps of Legends". Step onto Scotland’s most storied battlefields, where warriors once fought for freedom, and take on your own epic challenge. Are you ready to take the field?
- Ultra run
- 50K ultra run
- 10K run
- Fun run
- Fri 22 - Mon 25 May
- £399
West Highland Way Challenge
- 4 days trekking
- Sun 7 Jun
- £20
The Kiltwalk Aberdeen | Mighty Stride
- 18 miles walking + 443 ft ascent
- Sun 16 Aug
- £20
The Kiltwalk Dundee | Mighty Stride
- 20 miles walking + 457 ft ascent