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

Last updated: December 19, 2025

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1. Cressbrook Switchback – Millers Dale Viaducts loop from Ashford in the Water

23.7km

01:21

470m

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

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2. Winnats Pass – Millers Dale Viaducts loop from Ashford in the Water

49.4km

02:40

890m

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

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Moderate

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3. Monyash Café – Peak Feast loop from Flagg

32.3km

01:42

400m

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

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Moderate

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4. Crowdicote Climb – Long Dale Road loop from Flagg

28.5km

01:31

390m

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

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Moderate

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5. Millers Dale Viaducts – Longstone Lane loop from Bakewell

34.6km

01:50

530m

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

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Moderate

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Browse the best Road cycling routes in other regions.

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The best road cycling routes around Sheldon

1. Cressbrook Switchback – Millers Dale Viaducts loop from Ashford in the Water

2. Winnats Pass – Millers Dale Viaducts loop from Ashford in the Water

3. Monyash Café – Peak Feast loop from Flagg

4. Crowdicote Climb – Long Dale Road loop from Flagg

5. Millers Dale Viaducts – Longstone Lane loop from Bakewell

Most popular routes around Sheldon

Most popular attractions around Sheldon

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