Walks and hikes around Stokesley offer a charming glimpse into the rural beauty of North Yorkshire. This market town, nestled at the foot of the Cleveland Hills, serves as an …

Last updated: December 9, 2025

4.8

(4)

hikers

1. Stokesley Castle Hill – G and Tea Café loop from Stokesley

9.19km

02:19

20m

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

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Moderate

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2. G and Tea Café loop from Stokesley

5.08km

01:17

10m

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

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Easy

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3.7

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3. Stokesley Castle Hill loop from Stokesley

4.93km

01:15

10m

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

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Easy

4.0

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4. Captain James Cook Statue – Waterfall Park, Great Ayton loop from Stokesley

12.3km

03:08

30m

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

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Moderate

4.0

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5. Roseberry Topping Shooting Box – Roseberry Topping Summit loop from Stokesley

23.5km

06:34

440m

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

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Hard

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The best walks and hikes around Stokesley

1. Stokesley Castle Hill – G and Tea Café loop from Stokesley

2. G and Tea Café loop from Stokesley

3. Stokesley Castle Hill loop from Stokesley

4. Captain James Cook Statue – Waterfall Park, Great Ayton loop from Stokesley

5. Roseberry Topping Shooting Box – Roseberry Topping Summit loop from Stokesley

Most popular routes around Stokesley

Most popular attractions around Stokesley

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