Want to go road cycling around Upper Helmsley? We’ve reviewed all of the road rides around Upper Helmsley to identify the best. Explore them all here, and find your perfect road cycling route around Upper Helmsley.

Last updated: November 12, 2025

4.0

(3)

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1. Stamford Bridge loop to Elvington — The Vale of York

40.4km

01:48

110m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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Easy

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2. Kirkham Priory – Millington Dale Road loop from Stamford Bridge

70.5km

03:08

640m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

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3. Sand Hutton Village – York Hospital loop from Holtby

34.2km

01:22

90m

Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

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Moderate

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4. Lower Helmsley Hill – Sand Hutton Village loop from Holtby

39.3km

01:43

160m

Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

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Moderate

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5. Sand Hutton Village – Kirkham Priory loop from Stamford Bridge

37.0km

01:44

260m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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Easy

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The best road cycling routes around Upper Helmsley

1. Stamford Bridge loop to Elvington — The Vale of York

2. Kirkham Priory – Millington Dale Road loop from Stamford Bridge

3. Sand Hutton Village – York Hospital loop from Holtby

4. Lower Helmsley Hill – Sand Hutton Village loop from Holtby

5. Sand Hutton Village – Kirkham Priory loop from Stamford Bridge

Most popular routes around Upper Helmsley

Most popular attractions around Upper Helmsley

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