Pennine Way

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

3 to 22 nights
20-256 miles
Moderate to Strenuous

From £260 per person

About The Trail

Britain’s first and best-known National Trail marches along the backbone of England, over gritstone moors, limestone pavement, peaty bogs and glaciated chasms. These wild landscapes mark the Pennine Way as one of the country’s most demanding long distance walks – and one of the most satisfying to complete.

This rising, falling route has its gentle moments, too. Through Swaledale, it tours farmland, crisscrossed by drystone walls; beside the River Tees, it sweeps through wildflower meadows; and from even the highest summits it finds its way into welcoming villages.

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

Dog friendly tours available

Dogs are welcome on select routes along this trail. Look for the pawprint icon when choosing your holiday.

Trail running available

We also organise trail running holidays along this trail. Visit Contours Trail Running Holidays.

Routes on this trail

Pennine Way

14 to 22 nights
256 miles
Moderate / Demanding+
From £1,135 per person
A self-guided walking holiday from Edale to Kirk Yetholm along England's best-known National Trail.Find Out More

Pennine Way - South Section

6 to 8 nights
90 miles
Moderate / Demanding+
From £495 per person
A walk from Edale to Horton-in-Ribblesdale via the Peak District, South Pennines and the Yorkshire Dales.Find Out More

Pennine Way - Central Section

6 to 10 nights
102 miles
Moderate / Demanding+
Dog friendly
From £495 per person
A walk from Horton-in-Ribblesdale to Greenhead via the Yorkshire Dales, North Pennines and HadrianFind Out More

Pennine Way - North Section

4 to 6 nights
64 miles
Moderate / Demanding+
From £430 per person
A walk from Greenhead to Kirk Yetholm via HadrianFind Out More

Pennine Way Short Break - South Section

3 nights
27 miles
Moderate / Demanding+
From £260 per person
A short walking holiday along the Pennine Way National Trail from Edale to Standedge.Find Out More

Pennine Way Short Break - North Section

3 nights
20 miles
Moderate
From £260 per person
A short walking holiday through the stunning North Pennines from Middleton-in-Teesdale to Dufton.Find Out More

Customer reviews from the Pennine Way

“This is our 6th long distance walking holiday with you and your company’s arrangements have again been to a high standard.”
Mr Gregory, UK
“An excellent walk and one of the pleasures is to meet fellow walkers and share experiences. The Pennine Way is a challenging walk and we feel pleased to have completed it.”
Mrs Deadman, UK
“Great time, loved it all. We would have turned back and walked back to the start if we had the time and money to do so, we enjoyed it that much!”
Mr Kirkup, UK
“The holiday was well-organised and the accommodation was of a high standard.”
Mrs Russell, UK
“Thank you vey much for everything - arrangements worked perfectly.”
Ms Cadwallader, UK
“Accommodations great, luggage transfers were a breeze, taxis provided to accommodations were superb. All in all, the organisation was first class. This is my fifth tour with Contours, and it certainly lived up to my expectations.”
Mr Metcalf, 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
“Totally exhilarating and fulfilling walk through some stunning countryside. All pre travel information was detailed as was the guidebook and the accommodation details which assisted with daily planning. Baggage and taxi transfers all went smoothly and without any issues. We have used Contours on previous occasions and have no hesitation on using or recommending Contours.”
Mrs Davies, UK