Cleveland Way – Whitby to Scarborough

by | Aug 30, 2013 | Walking Holidays | 0 comments

Organiser – Gary Box
When – December 6th-8th 2013 (Fri-Sun)
Cost – £82.00 (includes 2 nights accommodation, 2 breakfasts and guided walk)


The Cleveland Way is a 110 mile national trail and for this weekend we will be walking a 2 day section between Whitby and Scarborough which offers some great Yorkshire Coastal scenery. I’ve scheduled this event to coincide with the Robin Hoods Bay Victorian Weekend which should provide lots of added visual interest and photographic opportunities. Since we will be hiking with our belongings both days I’ve organised breakfast at the hostels Saturday and Sunday and we can also buy packed lunches locally or from the hostels. All bedding is provided so all you need to carry is clothing for the 2 days, towel and toiletries and perhaps a camera as the views are stunning.


On Friday evening we will depart London headed for Whitby which is about 5 hours drive away. We have booked 16 beds in 3 bedrooms at YHA Whitby which is situated high up on the cliffs right next to the famous ruined abbey and overlooking the town below.

On Saturday morning breakfast is included at the hostel where you can have cereals, toast and a full English cooked breakfast as well as tea, coffee and juice. In the morning there will be time to check out Whitby, a seaside town with lots of history and things to see. Whitby has a famous maritime past, evident by statues of James Cook and William Scoresby as well as a much photographed huge whalebone arch. Whitby is also famous for its connections with with Dracula. Bram Stoker stayed in Whitby in 1890 and the Whitby Abbey, the church tombstones and bats flying around all provided inspiration for the novel Dracula. Even the name Dracula came from a library book he read in Whitby.

Once we have seen all we want in Whitby we will begin our walk which on Saturday is an easy 11.5km (7.15 miles). The Cleveland Way coastline is stunning and sights today will include Robin Hoods Bay which is well known as the one end of the famous Coast to Coast path. During our visit it also plays host to the Victorian Weekend which has been an annual event since 1994. All the locals dress up in Victorian costumes and the village also looks festive with Christmas decorations, trees, lights and window dressings.

Our accommodation Saturday night is YHA Boggle Hole, an old Smuggler’s Cove situated right on the beach. It’s just a 15 minute walk beyond Robin Hoods Bay so we can either eat at the hostel or perhaps back in Robin Hoods Bay where the Victorian Weekend festivities will make it a fun place to spend the evening.

On Sunday breakfast is again provided. Our coastal walk will then continue, today the destination is Scarborough, some 21.6km (13.4 miles) away. More great coastal scenery awaits us and once we arrive at the finish passengers can relax with a well earned drink whilst drivers get a bus back to Whitby to collect the vehicles.

You can expect to arrive back in London at about 8:30pm.

What to bring

  • 2 days hiking clothes
  • Rucksack
  • Towel & Toiletries
  • Camera

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