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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

From £580 per person

Discover the available tours

About this route

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.

© 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

CodeTourDurationDifficultyPrice per person
YWW1 From Hessle to Filey 6 nights, 5 days walking Demanding£580
YWW3 From Hessle to Filey 8 nights, 7 days walking Moderate£775
YWW4 From Hessle to Filey 9 nights, 8 days walking Moderate£870

Yorkshire Wolds Way 6 nights, 5 days walking

£NNN per person
  • Itinerary
  • What's included?
  • Extra nights?
  • Tour facts
  • Route profile
  • Travel info
  • Weather

Important information

Please note that extensive works along the banks of the Humber River (between Hessle and North Ferriby) will see this stage of the Yorkshire Wolds Way hiking route closed to the public. This was originally forecast to end in 2019, but is now expected to stay closed until January 2021.

After visiting the Humber Bridge at the start of the trail you will need to catch a bus or train from Hessle to North Ferriby to avoid this path closure where you can continue your walk from North Ferriby town. This will reduce the walking distance on the first day by approx. 3.5 miles (5.5km).  The cost of this transport is not included in the holiday cost.


Travel to Hessle where your first night's accommodation has been booked

Day 1

Hessle to North Newbald. 18 miles (29km) / 1850 ft (564 m) ascent

Day 2

North Newbald to Millington. 15 miles (24km) / 1509 ft (460 m) ascent

Day 3

Millington to Thixendale(L). 12.5 miles (20km) / 1670 ft (509 m) ascent

Day 4

Thixendale(L) to West Heslerton(L). 15 miles (24km) / 1644 ft (501 m) ascent

Day 5

West Heslerton(L) to Filey. 19.5 miles (31km) / 1516 ft (462 m) ascent


Depart from Filey after breakfast

Your Itinerary

This itinerary lists our preferred overnight stops for this tour. Sometimes there may be a shortage of available accommodation in a preferred location, in which case we will transfer you from the trail to your accommodation and back again at no extra charge. Overnight stops marked with a (T) will always require transfers as standard.

Overnight stops marked with an (L) have very limited accommodation, and therefore more often than not will also require a transfer, particularly on bank holidays and weekends. We will use non-transfer accommodation wherever possible.

The daily mileages quoted are average trail miles only and do not include the distance from the trail to your accommodation. We do not expect you to have to travel more than a mile from the trail to your accommodation; should your accommodation be further than this, transfers will be provided as standard.

Below are the additional costs that may apply depending on your requirements. Dog-friendly tours are subject to a Daily Dog Charge, which will be listed below if applicable. Our standard prices per person are based upon two people sharing a room; if you are on your own, or are part of a group but require a room of your own, then the Solo Traveller or Single Supplements apply respectively:

A note about transfers
Solo Traveller Supplement
£45.00 per person / per night
Single Supplement
£35.00 per person / per night

You can add rest days at any of the overnight stops:

Extra night (Standard)
£55.00 per person / per night

What's included?

  • 6 nights' accommodation in en-suite rooms (where available) in selected B&B’s, hotels, inns and guesthouses along the trail, or a short distance away via taxi provided at our expense.
  • Breakfast each day.
  • Door to door luggage transfer.
  • Maps with the route marked on and a guidebook or route notes describing the trail.
  • An information pack containing an itinerary, instructions on how to find your accommodation each night and a kit list.
  • Detailed travel instructions on how to get to the start of your holiday and back from the end of it.

Extra Nights & Rest Days


You can add rest days at any of the overnight stops:

Extra night (Standard)
£55.00 per person / per night

Tour Facts

Total distance: 80 miles (128 km)
Duration: 6 nights, 5 days walking
Minimum daily distance: 12.5 miles (20 km)
Maximum daily distance: 19.5 miles (31 km)
Code: YWW1 Grade: Demanding
Season: 2nd January - 24th December
Start of holiday: Hessle
End of holiday: Filey

Route Profile

Yorkshire Wolds Way Route Profile

Travel Information

Useful information and travel links that will assist you in your plans to travel to the start of the holiday and back from the end of it are sent to you with your full tour pack. A summary is given below:

By Air - The most convenient major city and international airports are Humberside, Durham-Tees Valley, Manchester and Leeds-Bradford.

By Rail - There is a rail station at the start of the trail (Hessle) and also at the end of the trail (Filey).

By Bus - Various bus services run to Hessle and from Filey.

From London - Trains run from London Kings Cross station to Hessle.

Return To The Start - The easiest way to return to the start of the trail, is to catch the train from Filey to Hessle.

Weather Information

To find out more about the weather forecast for your chosen holiday's general location, please see the following websites:

  • MetCheck - This website allows you to look up detailed weather information for specific locations as far as six months in advance.
  • Met Office - This website shows regional area forecasts a few days in advance, with a general UK forecast description of up to 30 days in advance.
  • Mountain Forecast - This website shows what the forecast is like up on specific hills and fells, and offers forecasts a few days in advance.

Customer reviews from the Yorkshire Wolds Way

“Lovely route with varied scenery. All the trip arrangements went smoothly and good accommodation.”
Mr Beedle, 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
“The holiday was very well organised. We had no problems with any part of the holiday.”
Mr Wilson, UK
“Everything went exactly to plan.”
Mrs Oldham, UK
“The countryside was stunning and everybody we met was keen to be of assistance.”
Miss Brown, UK
“Quiet solitude in a unique area of dry chalk valleys with extensive long distance views.”
Mr Ward, UK
“We enjoyed the holiday very much.”
Mr Linick, UK
“I loved it. A new part of Yorkshire for me and I thought it was beautiful. The way-marking on this route is so good you would have to try quite hard to get lost! I have now been booking with Contours most years since about 2000 and I have always had good service. I tell other walkers I meet how good it is.”
Dr Bailey, UK
“Thoroughly enjoyable walk in beautiful well kept countryside. To be recommended.”
Mr Collings, UK
"Hunmanby, Filey" by Sonia Connors (2017) "Hunmanby, Filey" by Sonia Connors (2017)
"Between Millington and Huggate" by Gary Gimbel (2018) "Between Millington and Huggate" by Gary Gimbel (2018)
"Filey" by Gary Gimbel (2018) "Filey" by Gary Gimbel (2018)
"Between West Heslerton and Sherburn" by Gary Gimbel (2018) "Between West Heslerton and Sherburn" by Gary Gimbel (2018)
"Poet Bench" by Chris and Ann Malone (2018) "Poet Bench" by Chris and Ann Malone (2018)