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Yorkshire Wolds Way

Yorkshire Wolds Way

A walking holiday from Hessle in the south along the Yorkshire Wolds to Filey in the north.

6 to 9 nights
80 miles
Moderate to Demanding / Strenuous

From £816 per person

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About this route

6 to 9 nights
80 miles
Moderate to Demanding / Strenuous
2nd January to 24th December

From £816 per person

Yorkshire Wolds Way

Art of the marker stone found at the head of the Yorkshire Wolds Way.The Yorkshire Wolds Way travels through a tranquil corner of England that has remained largely unchanged for centuries. This landscape of softly rounded chalk hills and flower-filled hedgerows is alive with butterflies, birds, and villages nestled in wooded dells.

Between England’s most famous deserted medieval village at Wharram Percy, views across the Humber Bridge to the towers of Lincoln Cathedral, and the quaint seaside resort of Filey, there’s plenty to catch your attention on this remote, peaceful walking holiday, one of the shortest National Trails.

Standard
Interactive
© Contours Walking Holidays Yorkshire Wolds Way map
Hessle to Filey
80 miles (128 km)
2nd January to 24th December

Holiday highlights

Crossing the Yorkshire countryside from the foot of the Humber Bridge to the crumbling cliffs of Filey.

Visiting Yorkshire pubs for a well-earned taste of local ale, including the Wold Top Brewery, which sits on the trail near Hunmanby.

Catching a glimpse of the looming North York Moors over the Vale of Pickering.

Available tours

Code Tour Duration Difficulty Price per person
YWW1 From Hessle(L) to Filey 6 nights, 5 days walking Demanding / Strenuous £816
YWW2 From Hessle(L) to Filey 7 nights, 6 days walking Moderate / Demanding £952
YWW3 From Hessle(L) to Filey 8 nights, 7 days walking Demanding £1082
YWW4 From Hessle(L) to Filey 9 nights, 8 days walking Moderate £1217
"Malton, East Heslerton" by Niall Hyndman (2025) "Malton, East Heslerton" by Niall Hyndman (2025)
"Farm Track to Northfield House" by Paul Jenkins (2024) "Farm Track to Northfield House" by Paul Jenkins (2024)
"the Ramblers Rest, Millington" by Trisha Cressey (2022) "the Ramblers Rest, Millington" by Trisha Cressey (2022)
"Poetry Bench" by Trisha Cressey (2022) "Poetry Bench" by Trisha Cressey (2022)
"Entertaining Weather Vane" by Trisha Cressey (2022) "Entertaining Weather Vane" by Trisha Cressey (2022)
"Looking towards the Enclosure Rites Art Installation" by Trisha Cressey (2022) "Looking towards the Enclosure Rites Art Installation" by Trisha Cressey (2022)
The path near a pond in Wintringham - The path near a pond in Wintringham
The path near a pond in Wintringham The path near a pond in Wintringham
"Staxton Trees" by Jo McDonough "Staxton Trees" by Jo McDonough
"Shadows over Thixendale" by Jo McDonough "Shadows over Thixendale" by Jo McDonough
"Thixendale" by Ann Sheard "Thixendale" by Ann Sheard
"The Yorkshire Wolds Way Near Winteringham" by Marianne Engelshove "The Yorkshire Wolds Way Near Winteringham" by Marianne Engelshove
Yellow canola on the Yorkshire Wolds Way - Yellow canola on the Yorkshire Wolds Way
Yellow canola on the Yorkshire Wolds Way Yellow canola on the Yorkshire Wolds Way
Big smiles on the Yorkshire Wolds Way - Big smiles on the Yorkshire Wolds Way
Big smiles on the Yorkshire Wolds Way Big smiles on the Yorkshire Wolds Way
"Camp Dale" by Stuart Inglis "Camp Dale" by Stuart Inglis
Locals at East Heslerton - Locals at East Heslerton
Locals at East Heslerton Locals at East Heslerton
Ganton Church - Ganton Church
Ganton Church Ganton Church
The steep climb out of Sylvan Dale - The steep climb out of Sylvan Dale
The steep climb out of Sylvan Dale The steep climb out of Sylvan Dale
Walking the Yorkshire Wolds Way - Walking the Yorkshire Wolds Way
Walking the Yorkshire Wolds Way Walking the Yorkshire Wolds Way
Peacock topiary in Londesborough village - Peacock topiary in Londesborough village
Peacock topiary in Londesborough village Peacock topiary in Londesborough village
The Yorkshire Wolds Way near Thixendale - The Yorkshire Wolds Way near Thixendale
The Yorkshire Wolds Way near Thixendale The Yorkshire Wolds Way near Thixendale
"Between Millington and Huggate" by Gary Gimbel "Between Millington and Huggate" by Gary Gimbel
"Filey" by Gary Gimbel "Filey" by Gary Gimbel
"Between West Heslerton and Sherburn" by Gary Gimbel "Between West Heslerton and Sherburn" by Gary Gimbel
"Poet Bench" by Chris and Ann Malone "Poet Bench" by Chris and Ann Malone
Walking through Swin Dale - Walking through Swin Dale
Walking through Swin Dale Walking through Swin Dale
"Clouds Passing Over" by Marianne Engelshove "Clouds Passing Over" by Marianne Engelshove
Approaching Brantingham Church - Approaching Brantingham Church
Approaching Brantingham Church Approaching Brantingham Church
"Huggate" by Ann Sheard "Huggate" by Ann Sheard
"Hunmanby, Filey" by Sonia Connors "Hunmanby, Filey" by Sonia Connors
"Wharram Percy" by Stuart Inglis "Wharram Percy" by Stuart Inglis
Humber Bridge - Humber Bridge
Humber Bridge Humber Bridge
"Vessey Hill" by Jo McDonough "Vessey Hill" by Jo McDonough
"Swin Dale" by Stuart Inglis "Swin Dale" by Stuart Inglis
Thixendale - Thixendale
Thixendale Thixendale
"Winteringham" by Stuart Inglis "Winteringham" by Stuart Inglis
"Bench on the Yorkshire Wolds Way" by Marianne Engelshove "Bench on the Yorkshire Wolds Way" by Marianne Engelshove

Customer reviews from the Yorkshire Wolds Way

“Thoroughly enjoyed our first walking holiday.”
Mr Hall, UK
“The countryside was stunning and everybody we met was keen to be of assistance.”
Miss Brown, UK
“Walking was very enjoyable and directions to and from accommodation were clear. Very good accommodation and well posted trail made this an excellent experience. We feel your service has been excellent and your package for walking very informative.”
Miss Morton, UK
“The holiday was very well organised. We had no problems with any part of the holiday.”
Mr Wilson, UK
“It was absolutely wonderful! Besides introducing us to an area of the country neither of us knew, we were impressed by the efficiency of the organisation, logistics and support provided by Contours. Everything worked very smoothly. The materials provided for our walk -- the Harvey's map and waterproof carrying case, route, itinerary and information on each stop were all excellent.”
Ms Armstrong, UK
“Yorkshire Wolds route itself is fantastic. Thoroughly enjoyed the route. Some sharp, nasty climbs but well signposted. Going through an area I grew up.”
Mrs Jones, UK
“I enjoyed the walk across the Yorkshire Wolds very much, especially the glorious broad vistas across the Vale of York and the Vale of Pickering. The support we received from those whose hospitality we enjoyed and those who gave a taxi service to us and our luggage was exceptional. We met nothing but kindness from the people we encountered. For all this I am very grateful, and to the staff at Contours who organised the holiday.”
Ms Calderbank, UK
“Taxi transfers worked very well, always on time and easy to contact, very helpful.”
Mrs Bloomfield, UK
“It is as well organised and all the accommodation was very good.”
Dr Smith, UK
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