Challenge Walking

Push your limits and prove you’re capable of anything

Relish the challenge of our longest walks, rise to the occasion of our exhilarating mountain adventures. HF Holidays’ Challenge holidays are not for the faint-hearted, but once you complete these superb walks, bragging rights are all yours. 

Our selection of adventurous walks are perfect for avid walkers - you’ll need a good head for heights as we tackle higher peaks, narrow ridges and challenging scrambles in the Lake District, Snowdonia, or the Scottish Highlands.

Really push your limits and explore world famous walking areas from a different perspective. Our experienced leaders will keep you on the right track and before you know it you’ll have proved to yourself that you’re capable of anything.


Filter by…

Activity

Filter by activity

Destination

Filter by destination

  • UK and Ireland
  • Europe

Accommodation

Filter by accommodation

Level

Filter by level

Good for

Filter by good for

Holiday leader

Filter by holiday leader

Enter dates, or leave the fields empty to see all availability

15 nights - From £1,898.00

Guided Trail

  • Coastal
  • High Mountains
  • Hills & moorland

10 nights - From £1,724.00

Guided Trail

  • High Mountains
New

10 nights - From £1,074.00

Guided Trail

  • Central location
  • High Mountains

7 nights - From £749.00

Guided Trail

  • High Mountains
  • Rural peace

7 nights - From £789.00

Scotland

  • High Mountains
  • Rural peace

7 nights - From £769.00

Wales

  • High Mountains
  • Rural peace

7 nights - From £948.00

Dolomites, Italy

  • Comfort
  • Flora
  • High Mountains

7 nights - From £898.00

French Alps, France

  • High Mountains

7-14 nights - From £798.00

Zillertal Alps, Austria

  • Central location
  • Comfort
  • High Mountains

7 nights - From £779.00

Lake District

  • High Mountains
  • Newly Refurbished
New

3 nights - From £309.00

Yorkshire Dales

  • Hills & moorland
  • Rural peace
New
Wainwright Bagging with HF Holidays

7 nights - From £779.00

Lake District

  • High Mountains
  • Newly Refurbished
New

7 nights - From £779.00

Lake District

  • High Mountains
  • Rural peace

7 nights - From £769.00

Wales

  • High Mountains
  • Rural peace

5-7 nights - From £574.00

Scotland

  • High Mountains
  • Rural peace
New

7 nights - From £779.00

Lake District

  • High Mountains
  • Newly Refurbished
New

7 nights - From £789.00

Scotland

  • High Mountains
  • Rural peace