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Pennine Way Walking Holidays

The Pennine Way was the first and is probably now the best-known of all the UK’s National Trails. This long-distance footpath begins in the heart of England, the Peak District, and weaves its way north through the Yorkshire Dales, the Cheviots and onwards to the border with Scotland, forming what is often described as the "spine" of England. With a combined ascent of more than the height of Everest, to do the full walk is a challenge not to be sniffed at, but it is one National Trail which should be on any keen walker's bucket list! 

Macs Adventure have been helping plan adventures on the Pennine Way since 2010. With the freedom to create your own itinerary and the knowledge that our team have the expertise to tailor-make this trip to perfectly suit you, you can book with confidence. We offer a large variety of itineraries, depending on your fitness level and the time you have available. You can also walk the entire route, or walk the North, South or Central sections of the Pennine Way.

Discover Pennine Way

  • Top Tips for the Pennine Way
    Top Tips for the Pennine Way

    Take a Break - We recommend that you incorporate at least a couple of rest days into your walk. Malham and Middleton-in-Teesdale are great places to re-charge the batteries. Or if you want more time to explore Hadrian's Wall Country, Once Brewed is a good option!

    Take your time - You will enjoy the route much more if you don’t push yourself too much, and it gives you more time to take in the beautiful scenery along the way! We offer Pennine Way itineraries up to 22 days long so you should find an option to suit your abilities.

    Make sure you have the right gear - Take a look at our blog for more details – as this can make a big difference to how enjoyable you find the walk.  In particular, we recommend having a pair of gaiters for those tricky boggy bits and a good pair of walking poles for those gnarly descents.

    Meet the locals. - Quite often the B&B owners and locals are the best people to speak to about ideas for alternative routes, places to see, lunch stops etc. This local knowledge can really help make your walk go as smoothly as possible. 

    Get some training in! - The full Pennine Way has a combined ascent which exceeds the height of Mount Everest so it isn't a challenge to be undertaken lightly. If you can get some training in and start doing some walks in hillier terrain and also some longer walks to get used to the idea of long distance walking, you will get much more enjoyment from it!

  • Most Frequently Asked Questions on the Pennine Way
    Most Frequently Asked Questions on the Pennine Way

    Q: How far in advance do I need to book?

    A: We suggest you book as soon as your plans are finalised as some of the villages on the Pennine Way have quite limited accommodation options. If booking at short notice we will always try our best to accommodate your plans. 

    Q: When is the best time of year to walk the Pennine Way?

    A: Traditionally April/May has always been the most popular time of year because the theory goes that the weather is better. This said any time between late April and September offers a great experience! If you are doing the full Pennine Way you are sure to experience rain at some point though so make sure you pack your waterproofs!

    Q: What is the walk like?

    A: The Pennine Way isn't a technically challenging walk - just a long one! The terrain varies from grassy tracks and pastures, to open boggy sections, to more challenging rocky sections with steeper ascents. A lot of work has been done in recent years to lay down stones over the worst boggy sections, but some still exist, so this is a walk where a pair of gaiters will definitely come in handy!

    Q: Do I need to be able to navigate?

    A: Most of the trail is well signposted with the wooden signposts and acorn symbol. However, booking with Macs Adventure you can download our app, which has the routes already loaded, so that we no longer need to use paper and can do our bit for the planet. However as the weather can be rather unpredictable in some of the moorland sections we do recommend that you have had some experience in navigating in order to get full enjoyment from the walk.

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