Walking Holidays in North Yorkshire

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The North York Moors and Yorkshire's Heritage Coastline are quite simply a walker’s Mecca!  The only problem you’ll have is simply too many walking choices.  

We’ve got four World-class longer distance paths available to guests of Rosella Cottage or Spyglass 1708 -  in the Lyke Wake Walk, the Cleveland Way, the Abbey Trail, and the Coast-to-Coast Walk.

Cleveland way sign

There are also just hundred’s and hundred’s of day-walks to choose from your base in Rosedale or Whitby.

We’ve listed  just a few of our favourites which you'll find below.

And check out and "bookmark" our blog for further information on walks in the area.

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Abbey Trail

Abbey Trail links our own historic Whitby to Rosedale Abbey and to five other of our ancient Abbey’s at Kirkstall, Fountains, Byland, Rievaulx, and Lastingham.  The walk is asuper  long distance pilgrimage with an ecclesiastical and historical theme.  

The Abbey Trail takes in 118 miles (191 kms) of our finest North Yorkshire countryside scenery and is best undertaken as a series of eight single day walks - using Spyglass 1708 as a base for the Northern sections from Whitby to Thirsk.

Upper Rosedale Walk

The upper Rosedale Roundtrip walk is a 10-mile scenic tour around upper Rosedale and is faily easy going on most sections - as it follows the old cinder track of the Rosedal Mineral railway.  This walk offers stunning views over Rosedale and is immersed with industrial history.

Upper rosedale Walk 1

The Upper Rosedale Walk Follows the Course of the Old Mineral Railway Around the Dale.

 Walkers on Mineral Railway

Walkers on the Roedale Mineral Railway Near the Old East Mines and Sintering Works.

Danby to Castleton

On the upper Esk valley, this walk of about 6-miles is of medium difficulty but it does take in four pubs to offer some comfort!  

Start at the Duke of Wellington in Danby and head off towards Ainthorpe.  Cross the Esk by the bridge but notice the old Mill on your right.  Head up-hill to the Fox and Hounds for your first well-earned rest.  Continue the route round into Castleton Village. Just ask the friendly bar staff at the Fox to point you in the correct direction.  

In the Centre of Castleton you’ll come to the Downe Arms.  Just time for a quick-half before heading onwards.  Go across the road through the quant Cottages on Primrose Hill and walk down the bank towards the Esk River.  On the right before you walk down hill you’ll see the old “Motte” of the original Castle; after which Castleton got its name.  

You’ll cross the Esk by the stone bridge and you’ll find the Eskdale Hotel straight in front on the left.  If there’s a game of cricket, you might spend some pleasant time watching.  Go under the rail bridge and turn right and head off through Park Woods.  You’ll be walking parallel with the railway line and heading downstream with the valley.  Eventually the path will rejoin the bitumen road.  Carry on and you’re arrive back at the Duke of Wellington.

Farndale Daffodils

The Church Houses to Low Mills (return) walk is simply gorgeous each spring.  

This is the walk to take in spring-time when you’re wanting to see the famous Farndale Daffodils.  

Start the walk at the Feversham Arms pub in Church Houses.  The walk to Low Mills and back is a little over three-miles return and mostly an easy stroll along the valley bottom.  There may be some muddy sections but nothing challenging if you’re averagely fit.  The route is down the lane from the Feversham Arms Public House towards the sign-posted “Daffy Café”.  Once on the correct path out of Church houses, you can’t really go wrong as there’ll probably be lots of other walkers going in the same direction!  It gets busy in the Daffodil season around Easter.

North Yorkshire Inn Way

The North Yorkshire Inn Way is a long distance walking path from Rosedale Abbey and visiting Hutton-le-Hole, Levisham, Egton Bridge, and Hawnby; and passing 31 traditional inns on the way.  It covers 89 miles and takes around 5-6 days of walking.  Best done as a series of day-walks with Rosella Cottage in Rosedale Abbey as your base.

Northdale view 3

Winter Sunshine Over Rosedale Makes for a Perfect Day for Walking.

Lyke Wake Walk

The Lyke Wake Walk is a 40-mile endurance walk which must be completed within a single day.  The walk can be undertaken in either direction from Ravenscar on the coast or Osmotherley in the West.  Either way, you’ll head up into the high-moors around Rosedale Head with the Lion Inn on Blakey Ridge being close to the half-way point in either direction.  It’s a tough walk and not for the feint of heart!

Blakey Sign

A Sight for Sore Eyes - And Feet- When Attempting the Lyke Wake Walk.

Cleveland Way

The Cleveland Way is one of twelve designated National Trails.  It begins and ends at either Helmsley on the edge of the Moors or at Filey on the coast.  The 110 mile walking path is really two walks rolled into one.  Firstly, it takes in the moor land at edge of the North York Moors National Park.  But then it becomes a coastal path on the scenic and historic North Sea on the way through Whitby to Filey.

The Moors Centre

The Moors Centre at Danby is the main visitors centre for the whole of the North Yorkshire Moors National Park and it offers a great interpretive centre, a gallery, café and some lovely short walks in a beautiful setting by the River Esk.

Aine Howe Snow 2

Moorland Crosses - this one at Ana Howe - Have Guided Walkers for Centuries.

Roseberry Topping 

Roseberry Topping is North Yorkshire’s very own Mountain!  Well, almost.  The walk up Roseberry Topping is not too bad if you’re of average fitness, and the view from the top on a good day is worth the endurance.  Set out for the top from Newton under Roseberry.  You can also walk to Captain Cooks Monument by following the Cleveland Way walking path around the escarpment.

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