Running around Bridgeport is one of the best ways to explore more of this region. To help you discover the most beautiful places to run, we’ve reviewed our full collection of routes around Bridgeport—and are proud to present the best running trails. Click on any of the routes for more details and browse real tips and photos uploaded by other runners.

Last updated: September 26, 2025

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1. Old Mine Park loop via Pequonnock Valley Greenway — Trumbull, Connecticut

12.9km

01:22

120m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Intermediate

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2. Bridgeport Seaside Beach Path — Seaside Park

5.61km

00:35

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Intermediate

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3. Twin Brooks Park loop via Pequonnock River Trail — Bridgeport, Connecticut

13.3km

01:24

70m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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4. Long Beach Trail & Pleasure Beach Park loop — Stratford, Connecticut

5.72km

00:39

10m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5. Fairfield Beach

7.76km

00:48

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Intermediate

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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The best running trails around Bridgeport

1. Old Mine Park loop via Pequonnock Valley Greenway — Trumbull, Connecticut

2. Bridgeport Seaside Beach Path — Seaside Park

3. Twin Brooks Park loop via Pequonnock River Trail — Bridgeport, Connecticut

4. Long Beach Trail & Pleasure Beach Park loop — Stratford, Connecticut

5. Fairfield Beach

Most popular routes around Bridgeport

Most popular attractions around Bridgeport

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