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 £785 per person

Find your holiday

About this route

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

From £785 per person

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 peaceful walking holiday.

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 £785
YWW2 From Hessle(L) to Filey 7 nights, 6 days walking Moderate / Demanding £915
YWW3 From Hessle(L) to Filey 8 nights, 7 days walking Demanding £1040
YWW4 From Hessle(L) to Filey 9 nights, 8 days walking Moderate £1170
"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

“Perfect arrangements and perfect weather! Not a part of Yorkshire I now that well and the views were stunning.”
Mr Fisher, UK
“The weather helped and all the accommodation was very good and friendly. Everything was well organised from B&Bs to taxi pickups. We enjoyed it so, hopefully, others would too. We have had or been involved in several holidays through Contours and would come back time and time again.”
Mr Calvert, UK
“Can`t fault Contours, despite late changes all went smoothly. Already have recommended this holiday with Contours with a number of people.”
Mr Baldwin, UK
“Lovely route with varied scenery. All the trip arrangements went smoothly and good accommodation.”
Mr Beedle, UK
“Everything went exactly to plan.”
Mrs Oldham, UK
“We really enjoyed walking this route, especially as the scenery is markedly different to the North Yorkshire Moors where we live, and the travel arrangements worked very well. All in all, a most enjoyable 5 days.”
Mrs Walkley, UK
“An interesting & generally quite varied route, different from what I'd normally choose to walk, well way marked, mostly excellent accommodation. Possibly the best waymarked route I've walked.”
Mrs Jackson, UK
“Taxi transfers worked very well, always on time and easy to contact, very helpful.”
Mrs Bloomfield, UK
“The whole experience was one we thoroughly enjoyed and the Contours arrangements too away all the hassle associated with organising such a walking holiday. The walking maps, detailed instructions, accommodation arrangements and general travel information all helped to enrich the experience and enabled us to concentrate on enjoying the walk.”
Mr Callister, Australia
Find your holiday