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

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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

4 to 6 nights
64 miles
Moderate / Demanding to Strenuous
1st April to 20th October

From £480 per person

Pennine Way - North Section

The best-preserved and most dramatic stretch of Hadrian’s Wall provides an impressive start to the north section of the Pennine Way. Yet the core strength of this walking holiday lies in its most demanding sections, where huge views are won with long climbs through remote territory.

There’s utterly exhilarating walking along the border ridge of the Cheviot Hills, and glorious vistas from Windy Gyle and the Schill, not to mention the cliff-flanked ravine and waterfall of Hen Hole.

Those welcoming, walker-wise inns that are such an integral part of the full trail are just as prevalent along its northernmost section. We particularly recommend the bar of the Border Hotel!

Available tours

Code Tour Duration Difficulty Price per person
PENN1 From Greenhead(L) to Kirk Yetholm 4 nights, 3 days walking Strenuous £480
PENN2 From Greenhead(L) to Kirk Yetholm 5 nights, 4 days walking Demanding / Strenuous £595
PENN3 From Greenhead(L) to Kirk Yetholm 6 nights, 5 days walking Moderate / Demanding £710

Short breaks

Code Tour Duration Difficulty Price per person
PENSBN From Middleton-in-Teesdale to Dufton(T) 3 nights, 2 days walking Moderate £385
"Byrness Hill View" by Dagmara Ginter (2023) "Byrness Hill View" by Dagmara Ginter (2023)
"Cheviot Hills" by Dagmara Ginter (2023) "Cheviot Hills" by Dagmara Ginter (2023)
"Signpost to Bellingham" by Dagmara Ginter (2023) "Signpost to Bellingham" by Dagmara Ginter (2023)
"Cheviot Hills Path" by Dagmara Ginter (2023) "Cheviot Hills Path" by Dagmara Ginter (2023)

Customer reviews from the Pennine Way - North Section

“We were lucky with the weather. We have had other Contours holidays, and will definitely use you again.”
Mr Oldfield, UK
“Thank you vey much for everything - arrangements worked perfectly.”
Ms Cadwallader, UK
“Really enjoyed getting out into the countryside and away to the peace and quiet. The views from the Schil were outstanding. Already looking to see where we might go next year.”
Prof Hood, UK
“The five of us had a great time on the holiday and felt everything was very well-organized and smooth. It was a beautiful route with generally top-flight accommodations and we would recommend it. Would definitely recommend Contours again and in fact have already booked another tour with you!”
Ms Thomson, Canada
“Great to complete the Pennine Way - but it’s tough.”
Ms Tooke-Kirby, UK
“Very well planned, so no stress trying to arrange accommodation etc.”
Mrs Moore, UK
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