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

Last updated: November 8, 2025

4.2

(10)

1,633

riders

1. Weymouth Bay Cycle Path – Rhododendron Mile loop from Weymouth

96.6km

04:29

840m

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

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Moderate

riders

2. Portland Bill & Chesil Beach loop from Weymouth

78.9km

03:42

930m

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

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Hard

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4.0

(3)

riders

3. Tour of Britain stage, Burton Bradstock, Dorchester & Weymouth loop

92.1km

04:10

840m

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

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Moderate

4.5

(4)

148

riders

4. Winters Lane – Cafe and Farm Shop loop from Weymouth

35.2km

01:49

320m

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

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Moderate

2.5

(2)

riders

5. Chesil Beach – Weymouth Bay Beach Hut loop from Weymouth

14.7km

00:39

90m

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 Fleet

1. Weymouth Bay Cycle Path – Rhododendron Mile loop from Weymouth

2. Portland Bill & Chesil Beach loop from Weymouth

3. Tour of Britain stage, Burton Bradstock, Dorchester & Weymouth loop

4. Winters Lane – Cafe and Farm Shop loop from Weymouth

5. Chesil Beach – Weymouth Bay Beach Hut loop from Weymouth

Most popular routes around Fleet

Most popular attractions around Fleet

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