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

Last updated: November 16, 2025

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1. Woolbridge Manor House – Corfe Castle loop from Warmwell

60.9km

02:29

310m

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

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Moderate

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2. Eggardon Hill Trig Point – Weymouth Bay Cycle Path loop from Sutton Poyntz

84.9km

04:11

920m

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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Hard

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3. Weymouth Bay Beach Hut – Weymouth Bay Cycle Path loop from Osmington

21.1km

01:02

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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4. Weymouth Bay Cycle Path – Weymouth Bay Beach Hut loop from Sutton Poyntz

22.0km

01:00

150m

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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5. View of Weymouth and Portland – View of Weymouth Bay loop from Warmwell

23.7km

01:16

250m

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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The best road cycling routes around Osmington

1. Woolbridge Manor House – Corfe Castle loop from Warmwell

2. Eggardon Hill Trig Point – Weymouth Bay Cycle Path loop from Sutton Poyntz

3. Weymouth Bay Beach Hut – Weymouth Bay Cycle Path loop from Osmington

4. Weymouth Bay Cycle Path – Weymouth Bay Beach Hut loop from Sutton Poyntz

5. View of Weymouth and Portland – View of Weymouth Bay loop from Warmwell

Other adventures around Osmington

Most popular routes around Osmington

Most popular attractions around Osmington

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