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Our Long Distance Trail Walking Holidays

Walk Yorkshire offer a variety of long distance trail walks within the North York Moors National Park. Our long distance trail walks currently include the Cleveland Way National Trail, The Tabular Hills Walk, Yorkshire Heritage Coastal Walk, The Lyke Wake Walk, St Hilda’s Way and the Crosses Walk.

Self-guided long distance walks give you the independence to start when you wish, agree the number of days to complete the walk, you’re preferred daily distance and any rest days you may wish to incorporate into your itinerary. These longer walking breaks tend to be taken by our customers who like a challenge and wish to walk together with a partner or in small groups to encapsulate that shared experience.

This type of walking provides the ultimate linear walking experience, allowing you to explore deep within a particular area experiencing the unquestionable character and stunning scenery. 

This type of walk is ideal if:

You wish to discover and experience seeing and staying at several different locations.

You’re an experienced walker looking for a bigger challenge

You wish to travel light each day, as we take the heavy stuff for you to the next location

The sense of adventure appeals to you

You want to appreciate and enjoy a more innovative experience of the North Yorkshire area. 


5 products
  • The Cleveland Way National Trail

    From: £1,000.00 based on 2 people sharing a twin, or double room.
    Difficulty: various

    Prices start from £670 per person for 8 nights – 7days walking.

    The Cleveland Way National Trail.

    The Cleveland Way trail is a 110 mile stunning self guided walking holiday situated within the North York Moors National Park. The Cleveland Way became England’s second national trail in 1969 and offers stunning moorland walking and breathe taking coastal encounters en-route from the start in Helmsley to the finish at Filey Brigg.

  • St Hilda’s Way

    From: £640.00 based on 2 people sharing a twin, or double room.
    Difficulty: Moderate

    Prices from £320 per person

    St. Hilda’s Way

    St. Hilda’s Way starts from Hinderwell at the northern end of the north York Moors and finishes at Whitby Abbey. The trail is a celebration of the life of St. Hild, an Anglo-Saxon princess who in 664 became the first Abbess of Whitby Abbey. Your journey begins at a holy spring discovered by St. Hilda in Hinderwell takes you over the moors via Danby, Egton Bridge, and follows the Esk Valley Walk into Whitby.

  • The Crosses Walk

    From: £640.00 based on 2 people sharing a twin, or double room.
    Difficulty: Moderate

     Prices start from £320 per person

    The Crosses Walk

    It is by no coincidence that the North York Moors National Park contains what is probably the largest collection of standing stones in England. The ancient stone crosses and boundary markers are a common feature across the national park, some marked the way for travellers, some bear a religious significance, some are boundary markers and some well we still aren’t really sure. This self guided walk is a 55 mile circular trail round the moors taking in 7 or 14 moorland crosses, the walk starts and finishes in the picturesque village of Goathland, known to millions as Aidensfield after the popular TV series Heartbeat.

  • The Lyke Wake Walk

    From: £640.00 based on 2 people sharing a twin, or double room.
    Difficulty: Moderate

    Prices start from £320 per person

    The Lyke Wake Walk

    The Lyke Wake Walk is a 40 mile self guided crossing of the North York Moors from the village of Osmotherley to the west and Ravenscar on the east coast. Wake – meaning watching over a corpse and Lyke – the corpse itself is where the name originates, and on this route you pass many ancient burial mounds known as tumulus or howes. One of the most popular challenges on the North York Moors, since its creation in 1955 literally tens of thousands of people have made the crossing.

  • The Tabular Hills Walk

    From: £780.00 based on 2 people sharing a twin, or double room.
    Difficulty: Moderate

    Prices start from £390 per person for 4 nights and 3 days walking.

    The Tabular Hills Walk

    Skirting round the southern edge of the North York Moors National park the route is dissected by a series of dales that leave tabular, or table like uplands between them. This self guided walk starts at Scalby Mills just north of Scarborough and meanders inland to the market town of Helmsley, the route takes in the gentle forested or cultivated land with open stretches of moorland towards the latter sections of the walk. The walk passes through some of the most picturesque and unspoilt villages on the North York Moors. The total distance for this walk is just under 50 miles.

About Our Holidays

Walk Yorkshire walking holidays have been carefully selected to discover the finest scenery and the most pleasant places within the North York Moors.

The breaks are structured so you go at your own pace, take detours to places of interest, and have a break when and where you wish. Our routes will provide plenty of opportunities to take refreshments and at the end of each day a relaxing place to spend the night.

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We had an excellent weekend away with Walk Yorkshire. Kev is very knowledgable and makes the whole experience even more personal!

Mr & Mrs Harvey

We decided to try a new kind of weekend break and discovered Walk Yorkshire. The "Gateway to the Moors" break was a perfect introduction for us and we'll be booking with Kev again very soon! 

Mr & Mrs Davies

Simply amazing! We booked a family gathering/walking holiday with Walk Yorkshire and every stop on the Cleveland Way trail was perfect! Cannot recommend Walk Yorkshire enough! 

The Atkinsons