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

Last updated: September 17, 2025

5.0

(1)

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1. Terrington Tea Room – Terrington Bank loop from Sheriff Hutton

18.1km

00:52

230m

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. Bench Outside the Post Office – Castle Howard Obelisk loop from Sheriff Hutton

29.5km

01:23

330m

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

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Intermediate

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3. Bench Outside the Post Office – All Saints Church, Brandsby loop from Sheriff Hutton

22.5km

01:01

160m

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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4. Terrington Bank – View of Slingsby Castle loop from Sheriff Hutton

31.2km

01:29

400m

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

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Intermediate

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5. Easingwold Cafés – Crayke Village and Castle loop from Sheriff Hutton

47.4km

02:03

250m

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

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Intermediate

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The best road cycling routes around Whenby

1. Terrington Tea Room – Terrington Bank loop from Sheriff Hutton

2. Bench Outside the Post Office – Castle Howard Obelisk loop from Sheriff Hutton

3. Bench Outside the Post Office – All Saints Church, Brandsby loop from Sheriff Hutton

4. Terrington Bank – View of Slingsby Castle loop from Sheriff Hutton

5. Easingwold Cafés – Crayke Village and Castle loop from Sheriff Hutton

Most popular routes around Whenby

Most popular attractions around Whenby

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