Cleveland Way 50th Celebrations

The 109-mile long Cleveland Way meanders through dramatic coastline and heather moorland, whilst offering stunning views of castles, ancient stone crosses and fishing villages tucked into tiny coves, it really does have it all!  

2019 marks the 50th anniversary of the Cleveland Way and to celebrate there are events, walks, talks, competitions and exhibitions taking place throughout the year, including: 

  • The Cleveland Way Collection - a booklet listing the general public’s suggestions for the 50 best things to do on the Cleveland Way. Click here to download it (pdf).
  • A new film all about the trail.
  • Landscape artist Debbie Loane has been appointed as the trail’s artist in residence and is now preparing a major exhibition of her work, titled ‘109 Miles’ that will be staged from 11 May – 9 June at the National Park’s Inspired by… gallery at Danby. Find out more.
  • The Castle to Abbey Challenge - a new 24 mile walking challenge along the Cleveland Way from Scarborough Castle to Whitby Abbey. Taking place on Saturday 11 May and Saturday 14 September 2019 the event, organised by Large Outdoors, is the coastal equivalent to the Three Peaks! Find out more and register.
  • A special event on the actual anniversary on 24 May that will see some walkers wearing 1960s hiking gear striding out from Helmsley to Rievaulx Abbey.
  • The North York Moors National Park Authority's walking festival - WalkFest 2019 - is celebrating the 50th by theming all the walks around the Cleveland Way. Taking place on Saturday 25 May, Sunday 26 May and Monday 27 May, places are limited so please book early. Find out more and book your place.
  • Redcar & Cleveland Walking Festival (15-23 June) 
  • A new 5k family run - the Bunny Run -  on the Cleveland Way on 16 June starting from Sutton Bank
  • A celebration of the Charm Bracelet- the Cleveland Way's most iconic art piece at Saltburn on Midsummer's night 21st June
  • Events aimed at schools and group visits
  • A celebratory print of the Cleveland Way and accompanying cards, donated by award-winning landscape photographer Joe Cornish as a fundraiser for the two official charities - Scarborough & Ryedale and Cleveland Mountain Rescue Teams, available to purchase through Joe Cornish Galleries (further details to be confirmed).

Keep checking back here for more details and information on activity and announcements taking place in 2019. Events are also listed on the Events and Itineraries page.