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

Last updated: September 19, 2025

3.7

(3)

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1. Paradise Beach – Whitby Harbour Lighthouse loop from Pickering

47.7km

02:09

160m

Intermediate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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2. Red Bulb Coffee Bar – Annina's Bakeshop & Cafe loop from Pickering

84.6km

03:30

450m

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

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3. Port Union Waterfront Park – View from Waterfront Trail loop from Pickering

32.2km

01:19

160m

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

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4. Red Bulb Coffee Bar loop from Pickering

80.3km

03:18

360m

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

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5. Amina's Restaurant – Annina's Bakeshop & Cafe loop from Pickering

77.1km

03:11

410m

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

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The best road cycling routes around Pickering

1. Paradise Beach – Whitby Harbour Lighthouse loop from Pickering

2. Red Bulb Coffee Bar – Annina's Bakeshop & Cafe loop from Pickering

3. Port Union Waterfront Park – View from Waterfront Trail loop from Pickering

4. Red Bulb Coffee Bar loop from Pickering

5. Amina's Restaurant – Annina's Bakeshop & Cafe loop from Pickering

Most popular routes around Pickering

Most popular attractions around Pickering

Get inspired with the komoot mobile app

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