why us?

A personal touch, walking holidays with heart

Since 2000, Shepherds Walks Holidays has been trusted by walkers from across the UK and beyond to deliver truly memorable walking experiences. Here’s why so many choose to walk with us – and keep coming back.

We’ve Walked Every Trail We Offer

Our team has personally walked every route we deliver – so when we say we know the trail, we really do. You benefit from local insight, up-to-date knowledge, and carefully planned itineraries with no surprises.

Inclusive Holiday Packages

We take care of everything: handpicked accommodation, baggage transfers, detailed route notes, maps, and even GPX files if needed. You just enjoy the walk – we’ll handle the rest.

Physical Info Packs in the Post

Long before your boots hit the trail, your journey begins with a beautifully prepared info pack sent straight to your door. It’s something our customers still love – tangible, clear, and comforting.

Your Money is Protected

When you book with us, your peace of mind matters. That’s why all our holidays are protected through a dedicated Trust Account, meaning your money is completely secure until your holiday is complete. Reliable, transparent, and fully protected – just as it should be.

Jon, Katherine and Jane - Shepherds Walks Holidays
Pen-y-ghent, Yorkshire Dales

Sustainably Run & Locally Invested

We’re proud to be a small, local business rooted in the landscapes we love. By booking with us, you’re supporting local communities, accommodation providers, and rural businesses.

Personal Touch & Outstanding Support

You’ll always speak to a real person who cares – before, during and after your trip. Whether it’s advice, tweaks to your route, or last-minute queries, we’re here for you.

Emergency Support Line

If anything unexpected crops up on your holiday, we’re only a phone call away. Our emergency support line runs throughout your trip – added reassurance when you’re out walking.

Small Group Guided Walks

Prefer company and a knowledgeable guide? Join one of our small group guided holidays – relaxed, friendly, and full of camaraderie.

Tailored for All Levels

Whether you're a seasoned walker or just starting out, we offer holidays to match your pace and preferences – from gentle coastal ambles to more demanding upland treks.

Flexible Booking with a Human Touch

Plans can change – we get that. That’s why our booking process is refreshingly flexible, and always handled by someone who understands.

Repeat Guests & Word of Mouth

A large percentage of our bookings come from returning guests or personal recommendations. We take that as the highest compliment.

Inspiration & Trust Since 2000

From humble beginnings to thousands of happy walkers later, our ethos remains unchanged: local knowledge, personal service, and exceptional walking holidays.

Bespoke Walking Holidays for Groups

Travelling with friends, family, or a walking group? We specialise in creating tailor-made walking holidays built around your group’s needs and interests.

Whether you’re after a gentle itinerary with time for sightseeing, something more challenging, or a mix of guided and self-guided days, we’ll craft an experience that suits everyone. From accommodation and baggage transfers to expert-led walks, we take care of the details so you can simply enjoy the journey.

And to make things even easier, we offer individual payment options, so no one needs to take charge of the group finances. Just let us know what you’d like, and we’ll do the rest.