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Western Connecticut Planning Region

Cos Cob

Western Connecticut Planning Region

Cos Cob

The best road cycling routes around Cos Cob

4.0

(2)

253

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rides

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

Last updated: October 10, 2025

riders

1. Taconic Road – Milbank Conservation Easement loop from Cos Cob

58.0km

02:33

490m

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

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2. Round Hill Community Church – Milbank Conservation Easement loop from Cos Cob

63.2km

02:51

620m

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

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3. St Mary's Church – Taconic Road loop from Cos Cob

50.5km

02:19

470m

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

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Intermediate

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4. Cos Cob Mill Pond – View of Rockwood Lake loop from Cos Cob

38.5km

01:49

370m

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

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5. Grant Road – Cross River Reservoir loop from Cos Cob

91.9km

04:17

890m

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 Cos Cob

1. Taconic Road – Milbank Conservation Easement loop from Cos Cob

2. Round Hill Community Church – Milbank Conservation Easement loop from Cos Cob

3. St Mary's Church – Taconic Road loop from Cos Cob

4. Cos Cob Mill Pond – View of Rockwood Lake loop from Cos Cob

5. Grant Road – Cross River Reservoir loop from Cos Cob

Most popular routes around Cos Cob

Most popular attractions around Cos Cob

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