To help you find the best hikes and walks around Upper Helmsley, we’ve reviewed our full collection of trails and routes in the region. Browse all of the details of each route below — and explore more of the nature around Upper Helmsley.

Last updated: October 12, 2025

4.6

(8)

hikers

1. Wilson's Plantation loop from Stamford Bridge

15.5km

03:55

30m

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

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Intermediate

3.0

(3)

hikers

2. Battle of Stamford Bridge Site – Buttercrambe Bridge loop from Stamford Bridge

11.2km

02:52

40m

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

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Intermediate

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4.0

(2)

hikers

3. Town End Plantation loop from Stamford Bridge

7.29km

01:51

20m

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

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Easy

4.3

(3)

hikers

4. Hiking loop from Holtby

7.71km

02:00

40m

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

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Easy

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5. Battle of Stamford Bridge Site – High Catton Hill Summit loop from Stamford Bridge

9.59km

02:27

40m

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

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Intermediate

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The best walks and hikes around Upper Helmsley

1. Wilson's Plantation loop from Stamford Bridge

2. Battle of Stamford Bridge Site – Buttercrambe Bridge loop from Stamford Bridge

3. Town End Plantation loop from Stamford Bridge

4. Hiking loop from Holtby

5. Battle of Stamford Bridge Site – High Catton Hill Summit loop from Stamford Bridge

Most popular routes around Upper Helmsley

Most popular attractions around Upper Helmsley

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