Pennine Way Walking Holidays
Take on England’s legendary Pennine Way—from Edale to Kirk Yetholm across wild moorlands, the Yorkshire Dales, Hadrian’s Wall and the Cheviots. Expect gritstone edges, big-sky views and waterfalls like High Force, with cozy inns at day’s end. We’ll tailor stages to your pace, book handpicked stays and move your bags. Tell us your dates and we’ll send a tailor-made quote.
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Personalized quotation
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24h travel assistance
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Luggage transfers
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Selected accommodations
Pennine Way Walking Holidays
Pennine Way Walks
Get to know waterfalls, glaciers and mountains on this tour of the “backbone” of England.
21 Days
From
Take Britain’s longest and oldest trail through parks and nature reserves.
19 Days
From
Explore nature reserves on Britain’s longest and oldest trail.
15 Days
From
Walk on one of Britain’s longest and most difficult trails.
9 Days
From
Discover this ancient and iconic path along ‘The Backbone of England’.
9 Days
From
Explore England’s longest path among Roman ruins and nature reserves.
7 Days
From
Why Pennine Way?
- Walk England’s Wild Backbone – From Edale across moors, dales and the Cheviots to Kirk Yetholm; big skies, gritstone edges and remote beauty.
- Iconic Sights & History – Pass Malham Cove, Pen-y-ghent, High Force and Hadrian’s Wall country with far-reaching views.
- Worry-Free Challenge – Handpicked stays with breakfast, daily luggage transfers and 24/7 support—just walk.
Pennine Way: England’s Classic Spine of Adventure
Tackle England’s first National Trail from Edale to Kirk Yetholm, tracing the wild backbone of Britain. The Pennine Way leads over gritstone edges and heather moors of the Peak District, through the limestone drama of Malham Cove, the rolling Yorkshire Dales, the windswept North Pennines and Hadrian’s Wall, before the final push across the Cheviot Hills.
Expect big-sky vistas, curlew calls, peat bogs and flagstone causeways, thundering falls like High Force, and characterful market towns for well-earned pub suppers. It’s a legendary, rewarding challenge for walkers who crave remoteness, history and true upland wilderness.
With Orbis Ways, everything is seamless: hand-picked accommodations, luggage transfers, detailed route notes and friendly support. Ready to walk the spine of Britain? Start your Pennine Way journey today!
Why Choose Orbis Ways ?
Find Your Ideal Trip
Explore over 200 carefully designed routes tailored just for you.
Tailor-Made Budget
We adapt to your needs to provide you with the best possible experience.
Get the Most Out of Your Trip
Join the Orbis Ways community and embark on an unforgettable adventure.
