Walk the Pennine Way - The Backbone of Britain

Often described as Britain's toughest National Trail, the Pennine Way is also one of the most rewarding long-distance walks in the UK. Stretching for 268 miles from Edale in Derbyshire to Kirk Yetholm in the Scottish Borders, it offers an unforgettable adventure through the heart of the country.

Whether you’re a seasoned long-distance walker or taking on your first big trail, the Pennine Way promises dramatic landscapes, atmospheric moorlands, and a deep sense of achievement.

Frequently Asked Questions about the Pennine Way

How long does it take to walk the Pennine Way? This varies depending on your pace and how many rest days you include. Most walkers take around 16 to 21 days to complete the full route, but many choose to split it into sections.

Is the Pennine Way well signposted? Yes, the trail is well waymarked with the official acorn symbol of National Trails. However, due to remote terrain and unpredictable weather, a GPS device or good map-reading skills are recommended.

When is the best time to walk the Pennine Way? Late spring through early autumn (May to September) offers the best weather. Be prepared for changeable conditions year-round.

Can I do the Pennine Way in sections? Absolutely. Many people opt to complete it over several trips.

Are there accommodation options along the way? Yes, there are plenty of walker-friendly B&Bs, inns, and guesthouses, though booking in advance is essential—especially in more remote areas.

Practical Questions We’re Often Asked

How fit do I need to be to walk the Pennine Way? The trail involves some tough days, including ascents, remote moorland, and long distances between services. A good base level of fitness and some long-distance walking experience are helpful.

Do I need to carry my own luggage? Not with Shepherds Walks Holidays! We offer daily baggage transfers so you can walk with just a daypack.

Is the trail suitable for solo walkers? Yes, many solo adventurers enjoy the Pennine Way. We provide emergency support and a comprehensive information pack to ensure peace of mind.

Will I get mobile phone signal? Signal can be patchy in remote areas. We recommend downloading offline maps and ensuring you carry emergency contact information.

The Best Way to Walk the Pennine Way

At Shepherds Walks Holidays, we make this incredible journey accessible and rewarding with three self-guided walking holidays:

1. Pennine Way South Section – 9 days - more here
From Edale to Horton-in-Ribblesdale
Traverse the dramatic moors and gritstone edges of the Peak District, and wander through the Yorkshire Dales. Highlights include Kinder Scout, Malham Cove, and Pen-y-ghent.

2. Pennine Way Mid Section – 9 days - more here
From Horton-in-Ribblesdale to Greenhead
A wilder, more remote stretch with rich heritage and classic moorland walking. This section brings you through Tan Hill (the UK’s highest pub) and into the North Pennines Area of Outstanding Natural Beauty.

3. Pennine Way North Section – 8 days - more here
From Greenhead to Kirk Yetholm
Arguably the most scenic stretch, featuring Hadrian’s Wall, the Cheviots, and the rolling Borders countryside. End your journey in Kirk Yetholm, the traditional finish line for the trail.

Each holiday includes quality accommodation, luggage transfers, comprehensive trip notes, and emergency backup – so all you have to do is walk.

Pennine Way Highlights

• The wild beauty of the Yorkshire Dales and North Pennines

• Climbing iconic peaks such as Pen-y-ghent and Cross Fell

• The remote charm of Tan Hill Inn

• Walking alongside Hadrian’s Wall

• Crossing the Cheviot Hills into Scotland

Why Walk the Pennine Way with Shepherds Walks Holidays?

We’re based in the North and know this trail intimately. Our self-guided walking holidays allow you to take on the challenge with full support, local expertise, and all the details taken care of. You choose your pace, your section, and we handle the rest.

Ready to take the first step?
Book your Pennine Way adventure today