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Challenge walks in UK

Find challenge walks in UK in 2025/2026 - filter by date, location or category, display on a map or use the advanced search to find your perfect race.

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Hike through the rolling hills and picturesque villages of the Cotswolds, and take in stunning views from Dover’s Hill to help beat cancer step by step.
  • Sat 11 Jul 2026
  • £20-£25
Moreton-in-Marsh, Gloucestershire, UK

Big Hike | Cotswolds

Hike through the rolling hills and picturesque villages of the Cotswolds, and take in stunning views from Dover’s Hill to help beat cancer step by step.

  • Families
  • Recycling
  • Newcomers
  • Fancy dress
  • Event village
  • Rural
  • Sustainability policy
  • Age 12 & over
  • Hike 3
Starting in Bakewell, trek through rolling hills and rugged moorland in the Peak District, exploring England’s oldest National Park while supporting people living with cancer.
  • Sat 18 Jul 2026
  • £20-£25
  • 30% off
Bakewell, Derbyshire, UK

Mighty Hikes | Peak District

Starting in Bakewell, trek through rolling hills and rugged moorland in the Peak District, exploring England’s oldest National Park while supporting people living with cancer.

30% off with discount code

  • Recycling
  • Fancy dress
  • Event village
  • Rural
  • Sustainability policy
  • Public transport links
  • Age 14 & over
  • Hike 2
Escape to nature and experience the Dedham Vale National Landscape. You’ll explore rolling meadows, the River Stour and pass by Flatford Mill, all whilst supporting life-saving research.
  • Sat 18 Jul 2026
  • £20-£25
Manningtree, Essex, UK

Big Hike | Suffolk & Essex

Escape to nature and experience the Dedham Vale National Landscape. You’ll explore rolling meadows, the River Stour and pass by Flatford Mill, all whilst supporting life-saving research.

  • Families
  • Recycling
  • Newcomers
  • Fancy dress
  • Event village
  • Rural
  • Sustainability policy
  • Age 12 & over
  • Hike 3
The 100-mile ultra for people who don't do 100-mile ultramarathons. Walk or run from Bamburgh Castle to Edinburgh Castle within 48 hours, fully supported.
  • Sat 25 Jul 2026
  • £330
Bamburgh, Northumberland, UK

Rat Race 100 Ultramarathon

The 100-mile ultra for people who don't do 100-mile ultramarathons. Walk or run from Bamburgh Castle to Edinburgh Castle within 48 hours, fully supported.

  • Recycling
  • Newcomers
  • Enter online
  • GPS tracking
  • Hilly
  • Park
  • Rural
  • Coast
  • Sustainability policy
  • Public transport links
  • Age 18 & over
  • 100 miles trail running + 4853 ft ascent
Get ready, Kiltwalkers! Experience the banter, fun, bagpipes, support and sheer emotion in the City of Discovery over a challenging 20 mile route.
  • Sun 16 Aug 2026
  • £20
St Andrews, Fife, UK

The Kiltwalk Dundee | Mighty Stride

Get ready, Kiltwalkers! Experience the banter, fun, bagpipes, support and sheer emotion in the City of Discovery over a challenging 20 mile route.

  • Enter online
  • Fundraising required
  • Undulating
  • Age 13 & over
  • 20 miles walking + 457 ft ascent
Explore iconic landmarks, including Alnwick and Bamburgh Castles, as you hike through some of Northumberland’s most spectacular seaside scenery to support people living with cancer.
  • Sat 5 - Sun 6 Sep 2026
  • £20-£25
  • 30% off
Alnwick, Northumberland, UK

Mighty Hikes | Northumberland Coast

Explore iconic landmarks, including Alnwick and Bamburgh Castles, as you hike through some of Northumberland’s most spectacular seaside scenery to support people living with cancer.

30% off with discount code

  • Recycling
  • Fancy dress
  • Event village
  • Rural
  • Coast
  • Sustainability policy
  • Public transport links
  • Age 14 & over
  • Hike 2
A trekking challenge with tranquil forests, historic castles, quaint fishing villages and beautiful beaches to support brainstrust, the brain cancer charity.
  • Sat 12 - Sun 13 Sep 2026
  • £20-£30
St Andrews, Fife, UK

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.

  • Rural
  • Coast
  • Sustainability policy
  • Public transport links
  • Age 18 & over
  • Charity walk 2
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 12 - Sun 13 Sep 2026
  • £20-£30
Whitby, North Yorkshire, UK

Follow the Seagulls | Yorkshire

A trekking challenge taking in moorland, ancient monuments, waterfalls, stunning coastal views and smuggler's coves in support of the brain cancer charity, brainstrust.

  • Rural
  • Coast
  • Sustainability policy
  • Public transport links
  • Age 18 & over
  • Charity walk 2
Take an epic walk through the wild Cheviots on some of the finest sections of the Pennine Way and the breathtaking upper reaches of the Coquet Valley, to finish proud!
  • Sat 26 Sep 2026
  • £44.50-£59.50
Morpeth, Northumberland, UK

Northern Pennine Way Challenge Walk

Take an epic walk through the wild Cheviots on some of the finest sections of the Pennine Way and the breathtaking upper reaches of the Coquet Valley, to finish proud!

  • Newcomers
  • Event village
  • Rural
  • Mountains
  • Age 16 & over
  • Challenge walk 3
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!
  • Sun 27 Sep 2026
  • £57.50
Keswick, Cumbria, UK

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 22 Mar 2026
Redhill, Surrey, UK

Y2Y North Downs Trek / Run | Marathon Walk

  • 26.2 miles walking + 3025 ft ascent
  • Sat 28 Mar 2026
Bristol, Somerset, UK

Beyond Bristol | 25K Trail

  • 25 km trail running + 216 m ascent
  • Sat 25 - Sun 26 Apr 2026
Alexandria, West Dunbartonshire, UK

The Kiltwalk Glasgow

  • Charity walk 4
  • Sat 25 Apr 2026
Newcastle upon Tyne, Tyne and Wear, UK

Beyond Newcastle | 25K

  • 25 km trail running + 142 m ascent
  • Fri 15 - Sun 17 May 2026
Westward Ho!, Devon, UK

Incredible Hike

  • 60 miles hiking
  • Sat 13 Jun 2026
Bristol, Somerset, UK

Top of the Gorge Walking Challenge

  • 8 miles walking
  • Sat 20 Jun 2026
London, UK

Beyond London | 25K Trail

  • 25 km trail running + 211 m ascent
  • Sat 18 Jul 2026
Manchester, Greater Manchester, UK

Beyond Manchester | 25K Trail

  • 25 km trail running + 102 m ascent
  • Sun 13 Sep 2026
Edinburgh, UK

The Kiltwalk Edinburgh

  • Charity walk 3

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