Lady Anne Way Walking Holidays Baggage Transfer and Accommodation Booking

Let us do all the hard work - just choose where you want to stay. We'll make all the reservations, pick up your bags every morning and drop them at your destination the same afternoon

Lady Anne Way Walking Holidays Baggage Transfer

Arrange all the accommodation yourself - just tell us where you'll be staying each night. We'll collect your bags every day and they'll be waiting for you when you arrive at your next stop

Lady Anne Way Maps and Guide Books

To assist you in the planning of your walk and to accompany you along the way, we have selected the best maps and guidebooks you can comfortably carry in a rucksack pocket or walking jacket.

Lady Anne Way

Lady Anne Way Walking Holidays

  • Distance of walk
  • Distance of walk
  • 100 miles
  • Walking Season Dates
  • Season
  • April - October
  • Starting point
  • Starting point
  • Skipton
  • End of walk
  • End of walk
  • Penrith
Cumbria Way Walking Holidays Trail Planner Download

Each trail planner contains details of travel, overnight stops, points of interest, suggested routes, relative distances and the services we can provide.

Lady Anne Way Trail Planner

Starting at the wonderful Skipton Castle where Lady Anne Clifford was born, this walk passes through some of Britain’s stunning scenery on its 100 mile journey to Broughham Castle in Penrith where she passed way.

In 1605 Lady Anne Clifford lost the inheritance of her father’s estate to her uncle and male heirs. In 1643 she finally came into her inheritance and returned to restore her estate and the route was inspired by Lady Anne who repeatedly travelled between her castles and many homes.

The Lady Anne Way passes through the beautiful Yorkshire Dales including the villages of Wharfedale & Wensleydale. The Way continues onto the remote and rugged fellside of Mallerstang to reach Cumbria and the delights of the Eden Valley.

Typical Itinerary

Stage 1: Skipton to Grassington, 15.5 miles
Today you walk through the villages of Embsay and Eastby, before climbing to reach Barden Tower. Here you will meet the River Wharfe and follow its banks, visiting many picturesque villages along the way. As you progress through Wharfedale you will notice the field barns and dry stone walls, both important features in the Dales landscape. The day ends in the ever popular village of Grassington, with its cobbled streets.

Stage 2: Grassington to Buckden, 12.5 miles
Today you take to the fellsides and gain your first glimpse of limestone country. You pass the remains of Iron Age settlements before climbling along ond reads to reach Capplestone Gate. With stunning views you climb higher and higher and from the top it’s a gradual drop down to the lovely Kettlewell with shops and pubs before your final stretch into Buckden.

Stage 3: Buckden to Hawes, 18 miles
Stretch your legs on the climb to reach the top of Stake Moss. Enjoy lovely walking with extensive views all the way down to the flanks of Addlebrough. These ancient takes will take you out of the Yorkshire Dales villages of Wharfdate and Wensleydale where you pass Nappa Hall and its association with Lady Anne. You then continue on a valley walk to the town of Askrigg. You then carry on through fields and pastures to reach the market town of Hawes.

Stage 4: Hawes to Kirkby Stephen, 17.25 miles
The day starts with a walk through meadowland and follows a stiff climb up Cotter End travelling on “Lady Anne Clifford’s Highway”. Today you leave Yorkshire behind and enter Cumbria. You will be rewarded with wonderful views all the way to Mallerstang and the Upper Eden Valley. The day ends as it began, following the course of the river into Kirkby Stephen.

Stage 5: Kirkby Stephen to Appleby, 16.5 miles
Today's route is along valleys and beside rivers. You leave Mallerstang and its wild and dramatic scenery for the pastures of the Eden Valley where Brough forms the turning point as you start to head west towards the Lake District. There is much historical interest on today's walk, encompassing the ruins of Brough Castle, Ormside 'Cross' and church, and finishing with Appleby and its splendid castle and churches. This is easy walking with only minor undulations and many spectacular views.

Stage 6: Appleby to Penrith, 19.75 miles
A low level finish with superb views of the North Pennine hills. Pass the ancient ruins of Brougham Hall and its accompanying craft centre and cafe before the culmination of the day, when the magnificent ruins of Brougham Castle are reached. A short stretch of riverside walking takes you to the outskirts of Penrith and the end of Lady Anne’s Way.

Lady Anne Way trail planner with gradients