Click here to vote for Contours Holidays in the Wanderlust Reader Travel Awards!

Classic Trails in the North of England

The North of England boasts some of the most beloved walking holidays in the UK. This part of the country is famous for the beauty of its scenery, including the stunning lakes and mountains of the Lake District, the rich green valleys of the Yorkshire Dales, the rolling heather moorland of the North York Moors, the craggy limestone dales of the Peak District and the golden beaches of Northumberland's unspoilt coastline.

Whether you're looking to conquer mountains, marvel at ancient architecture or discover views that have inspired artists and writers for centuries, our selection of Classic Trails in the North of England has something to suit everyone. Select a trail below to learn more.

Refine further

All Dog-Friendly
Cleveland Way

Cleveland Way
6 to 11 nights
109 miles
Moderate+
Dog friendly
From £798 per person
A scenic walk from Helmsley to Filey around the edge of the North York Moors National Park. Find Out More
Coast to Coast Walk

Coast to Coast Walk
13 to 19 nights
190 miles
Moderate+
Dog friendly
From £1,554 per person
A world-famous walk from St. Bees to Robin Hood's Bay across the breadth of northern England. Find Out More
Cumbria Way

Cumbria Way
6 to 8 nights
73 miles
Moderate / Demanding+
From £755 per person
A self-guided walking holiday from Ulverston to Carlisle through the beautiful Lake District. Find Out More
Dales Way

Dales Way
7 to 10 nights
79 miles
Easy / Moderate+
From £951 per person
A self-guided walking holiday from Ilkley to Windermere through the heart of the Yorkshire Dales. Find Out More
Hadrian's Wall Path

Hadrian's Wall Path
5 to 12 nights
84 miles
Easy / Moderate+
Dog friendly
From £630 per person
A walking holiday alongside the world-famous Hadrian's Wall from coast to coast. Find Out More
Pennine Way

Pennine Way
15 to 22 nights
265 miles
Moderate / Demanding+
From £1,838 per person
A self-guided walking holiday from Edale to Kirk Yetholm along England's best-known National Trail. Find Out More
Yorkshire Wolds Way

Yorkshire Wolds Way
6 to 9 nights
80 miles
Moderate+
From £785 per person
A walking holiday from Hessle in the south along the Yorkshire Wolds to Filey in the north. Find Out More
Contours Walking Holidays Contours Cycling Holidays Contours Trail Running Holidays

Please be aware that this website uses cookies to give you the best possible experience. We value your privacy and treat your data with care. Learn more.

For more information, please refer to our privacy policy.

Strictly necessary cookies which are essential for navigating a website and using its features and functionalities. These temporary 'session' cookies are required for basic services such as logging in or making a booking.

Marketing cookies which are used to monitor our marketing & advertising efforts, enabling us to personalise content and enhance results.

Analytics cookies track website usage data, including traffic numbers, page views, and user interactions. This information helps us improve website performance and understand user behavior.

User experience cookies enhance the browsing experience by enabling features like heatmapping and chat functionalities, allowing us to better understand user behavior and improve website usability.