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Lady Anne's Way

A walk through Wharfedale and Wensleydale following the footsteps of Lady Anne Clifford on her travels between her many impressive homes and castles.
Lady Anne's Way Map

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Anne Clifford was the third and only surviving child of the 3rd Earl of Cumberland, Queen Elizabeth I's Champion, who owned vast estates in the Yorkshire Dales and Westmorland. On her father's death in 1605, she failed to inherit his estates, the land and titles going instead to her uncle. After spending 38 years fighting this injustice, Lady Anne gained control of the estates in 1643 and devoted the rest of her life to restoring her castles at Skipton, Barden, Pendragon, Appleby, Brough and Brougham. She also rebuilt the churches and chapels on her estates, erected monuments, built bridges, founded almshouses and gave frequently to the poor; her philanthropy was legendary. Whilst supervising the work on her castles, she would travel to each one in turn with her retinue of ladies-in-waiting, servants and followers, spending months at a time at each.

Holiday Option
  • Lady Anne's Way
    Skipton to Penrith
    100 miles (160 km)
    5 to 9 walking days
    from £405 per person
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Lady Anne's Way retraces the routes she took between her castles, visiting all of the important buildings associated with her story. The trail runs from Skipton Castle, where she was born on 30th January 1590, to Brougham Castle on the outskirts of Penrith, where she died on 22nd March 1676, aged 86. It meanders through Wharfedale and Wensleydale in the Yorkshire Dales, follows an ancient green lane known as Lady Anne's Highway through ruggedly beautiful Mallerstang and then explores the tranquil countryside of the Eden Valley. Along the way it passes through many attractive villages and market towns such as Burnsall, Grassington, Kettlewell, Askrigg, Hawes, Kirkby Stephen and Appleby, one of the most delightful small towns in England, with a wide tree-lined main street overlooked by many fine buildings including the castle, Moot Hall, almshouses and St Lawrence's Church, where Lady Anne is buried. In addition to Skipton, Barden, Pendragon, Appleby, Brough, Brougham and Penrith Castles, the route passes many other sites of historic interest including Nappa Hall, a fine medieval fortified manor house; Hell Gill, a deep gorge which the highwayman Dick Turpin is said to have leapt to avoid capture; Great Ormside's ancient little church with it's 'leper's squint'; and Brougham Hall, the 'Windsor of the North'.

Holiday Highlights

  • Admiring the impressive castles restored to their former glory by Lady Anne Clifford, including Skipton Castle, Pendragon and Brougham Castle.
  • Following in the footsteps of Lady Anne Clifford as she travelled between her homes in the fine old castles of the Yorkshire Dales.
  • Absorbing the idyllic atmosphere as you pass through Wharfedale, Wnsleydale and the rugged Mallerstang valley in the Vale of Eden.

Lady Anne's Way

Skipton to Penrith through Wharfedale, Wensleydale and the Mallerstang Valley.
Total Distance 100 miles (160 km)
Start and Finish Skipton to Penrith
Availability 27th March to 11th October
Tour Code Itinerary Tour Price    
LAW0 6 nights, 5 days walking £405 per person More Information Book Online
LAW1 7 nights, 6 days walking £465 per person More Information Book Online
LAW2 8 nights, 7 days walking £525 per person More Information Book Online
LAW3 9 nights, 8 days walking £595 per person More Information Book Online
LAW4 10 nights, 9 days walking £655 per person More Information Book Online
Our prices are based upon two people sharing a room. If you are walking on your own, or are part of a group, but require a room of your own, the following charges apply:
Solo Walker Supplement: £28 per person / per night
Single Supplement: £13 per person / per night
You can add rest days at any of the overnight stops. For each extra night add £48 per person. All of our prices are in British pounds (£). Use our currency converter to convert British pounds (£) to your country’s currency.
The price that you pay includes accommodation on a bed and breakfast basis, door to door luggage transfers for every day of your tour, maps, guidebooks and a tour pack detailing specific information about your holiday.
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Dr Wilkins. UK.

The walk is very scenic and provides some wonderful views of the North Pennine Hills, Cother End to Outhgill, the remoteness and scenery is excellent. I think that Contours provides an excellent service, everything ran smoothly again on this holiday. Thank you.

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