Pennine Way

Pennine Way

An iconic walking trail through the Peak District, Pennines, Yorkshire and Northumberland.

3 to 22 nights
21-265 miles
Moderate to Strenuous

From £385 per person

Find your holiday

About the trail

The Pennine Way was Britain’s first ever National Trail, and it remains one of the best-known and arguably the most challenging of the lot. We offer holidays along its full 265-mile length, as well as some shorter options to make this monster of a trail fit busier schedules.

Through the wild landscapes of the Peaks, Pennines, Yorkshire Dales and the Cheviot Hills, the Pennine Way walking holiday straddles the spine of England as it stretches from Edale to Kirk Yetholm, taking in a wide variety of scenery from mountains to moorland. If you embark on the Pennine Way, expect to encounter inclement weather, phenomenal climbs and the binding comradery of walkers on a truly epic adventure.

We offer multiple holiday options along this trail. If you wish to experience the entire trail, simply select the first option from the list below.

Choose your route

  • Pennine Way
  • Pennine Way - Central Section
  • Pennine Way - South Section
  • Pennine Way - North Section
  • Pennine Way Short Break - North Section

Trail running tours available

We also organise trail running holidays along this route. Find out more.

About this route

7 to 8 nights
95 miles
Moderate / Demanding to Demanding
1st April to 20th October

From £890 per person

Pennine Way - South Section

Ancient packhorse trails and drovers’ ways traverse this appealing southern section of the Pennine Way across the windswept moors of the South Pennines.

Wild and remote, the Pennines have a unique atmosphere. It’s built on views like those from Kinder Scout and Pinshaw Beacon, and immersive landscapes like that at Top Withen, a romantic moorland setting that reputedly inspired Wuthering Heights.

Add to this the limestone scenery of the Yorkshire Dales, and the bustling villages that welcome you in all along the route, and the South Section of the Pennine Way becomes a windswept and beautiful exploration of daunting landscapes and cosy inns.

Available tours

Code Tour Duration Difficulty Price per person
PENS2 From Edale to Horton-in-Ribblesdale(L) 7 nights, 6 days walking Demanding £890
PENS3 From Edale to Horton-in-Ribblesdale(L) 8 nights, 7 days walking Moderate / Demanding £1015

Short breaks

Code Tour Duration Difficulty Price per person
PENSBN From Middleton-in-Teesdale to Dufton(T) 3 nights, 2 days walking Moderate £385

Customer reviews from the Pennine Way - South Section

“Absolutely brilliant!”
Ms Ginter, UK
“Tailored exactly right to meet my needs. Booking was very simple and adaptions to proposals were readily incorporated without fuss.”
Mr Swift, UK
“It was a wonderful experience. I had a really great time. Well organised.”
Mr Hildreth, UK
“The holiday was well-organised and the accommodation was of a high standard.”
Mrs Russell, UK
“Everything was well-planned and well-coordinated.”
Mr Tobler, USA
“Excellent organisation from the Contours end. The accommodation was all acceptable with some more enjoyable than others. The changing types of accommodation is to be expected. I just booked another holiday with you.”
Mr Mountford, UK
“A tough walk but amazing experience.”
Mrs Carrington, UK
“The B&B's were all excellent with very kind and friendly people. We thoroughly enjoyed our Pennine way walk and found the map book and guide book you sent useful. Thank you for the help and guidance, we would definitely recommend you to others.”
Mr Richardson, UK
“Walk was great.”
Mr Hunnibell, UK
Find your holiday