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Western Connecticut Planning Region

Darien Downtown

Western Connecticut Planning Region

Darien Downtown

The best cycling routes around Darien Downtown

4.8

(26)

191

riders

rides

Looking for the best cycling routes around Darien Downtown? On this page, we bring you the best bike rides around Darien Downtown so you can just get out and go. All you’ve got to do is choose your route!

Last updated: November 22, 2025

5.0

(2)

riders

1. Siscowit Reservoit & New Canaan loop

36.7km

02:14

320m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

5.0

(2)

riders

2. Siscowit & South Norwalk Reservoir loop

49.0km

03:04

470m

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

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5.0

(1)

riders

3. Cove Island to Mianus River Park loop

25.7km

01:38

190m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

4. Metric Century loop from Stamford, CT

100km

06:17

980m

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

5. Holly Pond & Cove Island loop — Stamford, CT

8.51km

00:30

40m

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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Easy

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Browse the best Cycling routes in other regions.

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The best cycling routes around Darien Downtown

1. Siscowit Reservoit & New Canaan loop

2. Siscowit & South Norwalk Reservoir loop

3. Cove Island to Mianus River Park loop

4. Metric Century loop from Stamford, CT

5. Holly Pond & Cove Island loop — Stamford, CT

Most popular routes around Darien Downtown

Most popular attractions around Darien Downtown

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