The attractive market town of Helmsley is gloriously located for walkers. Situated on the River Rye on the southern boundary of the North York Moors National Park, hikes around Helmsley …

Last updated: December 18, 2025

4.8

(42)

157

hikers

1. Helmsley Castle & Rievaulx Abbey loop

17.1km

04:43

280m

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

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Moderate

2.5

(2)

hikers

2. Rievaulx Bank and Newgate Bank loop from Helmsley — North York Moors National Park

22.7km

06:07

300m

Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.

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Hard

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4.8

(29)

137

hikers

3. Fairy Staircase – Duncombe Park Mansion loop from Helmsley

7.06km

01:54

90m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

4.6

(30)

151

hikers

4. Helmsley Market Cross – Helmsley — Market Town loop from Carlton

14.2km

03:50

180m

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

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Moderate

4.9

(17)

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5. Duncombe Park Mansion – Helmsley Market Cross loop from Helmsley

9.85km

02:39

120m

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

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Moderate

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The best walks and hikes around Helmsley

1. Helmsley Castle & Rievaulx Abbey loop

2. Rievaulx Bank and Newgate Bank loop from Helmsley — North York Moors National Park

3. Fairy Staircase – Duncombe Park Mansion loop from Helmsley

4. Helmsley Market Cross – Helmsley — Market Town loop from Carlton

5. Duncombe Park Mansion – Helmsley Market Cross loop from Helmsley

Other adventures around Helmsley

Most popular routes around Helmsley

Most popular attractions around Helmsley

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