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Western Connecticut Planning Region

Southport

Western Connecticut Planning Region

Southport

The best cycling routes around Southport

4.6

(21)

177

riders

rides

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

Last updated: December 13, 2025

5.0

(4)

riders

1. Sherwood Island State Park via East Coast Greenway — Bridgeport, Connecticut

33.7km

02:00

170m

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

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Moderate

3.0

(1)

riders

2. Calf Pasture Beach via Norwalk River Valley Trail — Bridgeport, Connecticut

64.1km

03:45

300m

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

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Moderate

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3. Bridgeport to Cove Island via East Coast Greenway

75.6km

04:26

390m

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

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Moderate

5.0

(3)

riders

4. Southport Beach – Compo Beach loop from Fairfield

33.9km

02:02

190m

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

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Moderate

5.0

(2)

riders

5. Burying Hill Beach – Jennings Beach loop from Black Rock Gardens Historic District

27.4km

01:38

130m

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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The best cycling routes around Southport

1. Sherwood Island State Park via East Coast Greenway — Bridgeport, Connecticut

2. Calf Pasture Beach via Norwalk River Valley Trail — Bridgeport, Connecticut

3. Bridgeport to Cove Island via East Coast Greenway

4. Southport Beach – Compo Beach loop from Fairfield

5. Burying Hill Beach – Jennings Beach loop from Black Rock Gardens Historic District

Most popular routes around Southport

Most popular attractions around Southport

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