Quality guided and self-guided walking holidays along Hadrians Wall, Northumberland Coastal Path, Berwickshire Coastal Path, St Cuthberts, St Oswalds Way and lots more.

Your accommodation, luggage transfers, route map, guidebooks and our expertise is all included.

view all holidays

Our holidays

Hadrian's Wall Trail

Both guided and self-guided holidays along this National Trail

St Oswald's Way

Self-guided walking holidays along both the full length and also the ‘highlights’ of St Oswald's Way

St Cuthbert's Way

Self-guided and guided walking holidays along St Cuthbert’s Way

Northumberland Coast Path

We offer a range of self-guided trips along the Northumberland Coast Path

Yorkshire Wolds Way

A 9 day itinerary along this beautiful trail.

Berwickshire Coastal Path

Dramatic clifftop scenery complete with arches, stacks and crumbling castles

Dales Way

Limestone pavements, through valleys, and alongside river banks

The Cumbria Way

Pass quaint villages, homely country pubs and fantastic scenery

Isle of Man

Spectacular clifftop views with much birdlife and contrasting sections on resort promenades

A Taste of Two Trails

Such varying trails that complement each other

Cleveland Way

Full Cleveland Way or Moorland/ Coastal sections for a shorter holiday

Herriot Way

Passes through some of the best and most varied scenery in the Yorkshire Dales

The Pennine Way

Delivered as 3 sections (South, Mid & North)

Northern Saints Trails

Way of Light

West Highland Way

Self-guided walking holiday along the full length of the West Highland Way

"We did this walk with Shepherds Walks last year and really enjoyed. Paul was a great guide and his with and knowledge kept us going for the full length of the trip. Thanks very much looking forward to walking with you again."

Simon and Jean Brown
read more reviews

Latest Tweets

Instagram

your photos

mailing list

Sign up to our mailing list to receive special offers, news, updates all directly to your inbox:

Latest News

Walk Hadrian's Wall West to East or East to West? Our Local Advice Oct 2026


Which way should you walk Hadrian's Wall? We've guided dozens of holidays and recommend west to east. Here's why, with tips on logistics and the finish. more...