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United Kingdom
England
Yorkshire And The Humber
North Yorkshire
Ryedale

Heslerton

The best walks and hikes around Heslerton

4.5

(170)

1,189

hikers

85

hikes

Hikes around Heslerton explore the rural landscape of North Yorkshire, situated between the expansive North York Moors and the rolling hills of the Yorkshire Wolds. The area is characterized by a mix of agricultural land, quiet woodlands like Knapton Wood, and gentle, undulating chalk hills. These public footpaths offer routes through open countryside and forested sections, providing a varied hiking experience.

Best hiking trails around Heslerton

  • The most popular hiking route is St Peter’s Church, Wintringham loop from West Heslerton

Last updated: May 12, 2026

4.0

(2)

16

hikers

#1.

St Peter’s Church, Wintringham loop from Heslerton

17.2km

04:45

300m

300m

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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Moderate

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate
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Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate
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Popular around Heslerton

Yorkshire Wolds Way – Discover the serenity and beauty

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Yorkshire Wolds Way – Discover the serenity and beauty

Hiking Collection by

Dan Hobson

Tips from the Community

Wandering Cloud
August 12, 2023, St John's Church

A Grade 2-listed church, dating back to the 14th century. It was restored in 1882. A beautiful church, both on the inside and from the outside.

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Check woldies.co.uk for information

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Fun little track through a field as part of cycle or walking route. Can be very bad when wet though

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Great spot for a picnic by the dew pond. Extensive views over the Vale of Pickering.

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St Peter’s is a large Norman church in a peaceful setting. Whilst there is no mention of the church in the Domesday Book, the chancel dates to the 12th century and the rest of the church dates to the 14th century. The church, which is Grade I-listed, boasts medieval wall paintings and has stained glass windows from the 15th century.

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Frequently Asked Questions

Are there any good circular walks starting from Heslerton?

Yes, the area is excellent for circular hikes. Many routes begin directly from the village and loop through the surrounding countryside. For a shorter, moderate loop, the St Peter’s Church, Wintringham loop from Wintringham is a great option that showcases the classic Wolds landscape.

Where can I park for walks near Heslerton?

Most walks start from the villages themselves, where on-street parking is typically available, but please park considerately. For specific trailheads, like those in Chafer Wood or Dalby Forest, there are often designated free or paid car parks at the start of the routes.

Are the hiking trails around Heslerton suitable for dogs?

Many of the public footpaths through the fields and woodlands are great for walking with dogs. However, you will likely cross fields with livestock, so it's essential to keep your dog on a lead in these areas. Always follow the Countryside Code.

Can I find any easy, family-friendly walks in the area?

While many of the main loops are moderate, there are easier options suitable for families. The trails within Dalby Forest, such as the Dalby Beck Yellow Trail, or walks around the parkland of Scampston Hall offer gentler, well-maintained paths perfect for a family outing.

What is the terrain like on the Heslerton trails?

The hiking around Heslerton is defined by the rolling chalk hills of the Yorkshire Wolds. Expect a mix of open farmland with wide-reaching views, quiet country lanes, and sections through peaceful woodlands like Knapton Wood. The paths are generally well-defined public footpaths.

Are there any long-distance paths that pass near Heslerton?

Yes, two national trails run just south of the village. Both the Yorkshire Wolds Way National Trail and the Centenary Way offer opportunities for longer, more challenging treks through the region's stunning landscapes.

What are some notable natural landscapes to see while hiking?

The region is rich in beautiful scenery. To the south, you'll find the gentle, undulating hills of the Yorkshire Wolds. For a more rugged woodland experience, Dalby Forest offers extensive trails. A particularly popular area for its natural beauty is the Howardian Hills National Landscape, a heavily forested, rolling landscape sprinkled with picturesque villages.

How many people hike in the Heslerton area?

It's a popular destination for walkers. Over 1,000 komoot members have explored the trails here, and the routes are highly rated, with reviewers often praising the quiet woodlands and expansive views across the Wolds.

Are there any shorter hikes available?

Yes, there are plenty of shorter options. The St John's Church loop from Allerston is under 10 km and provides a wonderful, more compact hiking experience through the local countryside and woodland.

What is the difficulty of the hikes around Heslerton?

The trails offer a good mix for different fitness levels. While there are some easy routes, the majority are rated as moderate. These typically involve some gentle but sustained climbs over the rolling hills, such as the ascents on the Knapton Wood – West Heslerton Brow loop.

Are there any historical points of interest on the trails?

Yes, many routes pass by historical sites. Several trails feature charming old churches, like St. Peter's in Wintringham. The area is also known for its ancient settlements, and some paths through Chafer Wood lead past historic monuments.

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