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Western Connecticut Planning Region

Bridgeport

Western Connecticut Planning Region

Bridgeport

Easy hikes and walks around Bridgeport

4.3

(6)

189

hikers

hikes

Exploring Bridgeport on foot is a delightful way to connect with nature. To help you make the most of your adventures, we’ve compiled the top easy hikes and walks around Bridgeport. Perfect for short hikes, kid-friendly excursions, and family-friendly outings, these routes offer something for everyone.

Last updated: November 16, 2025

hikers

1. Silver Sands State Park to Walnut Beach — Milford

2.63km

00:40

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

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2. Long Beach & Pleasure Beach loop — Bridgeport

5.73km

01:26

10m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

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3. Charles Island Trail — Silver Sands State Park

3.89km

00:59

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

4. Beaver Brook Trail loop — Milford

1.84km

00:28

10m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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5. Mondo Ponds Nature Preserve loop — Milford

1.50km

00:23

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

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Easy hikes and walks around Bridgeport

1. Silver Sands State Park to Walnut Beach — Milford

2. Long Beach & Pleasure Beach loop — Bridgeport

3. Charles Island Trail — Silver Sands State Park

4. Beaver Brook Trail loop — Milford

5. Mondo Ponds Nature Preserve loop — Milford

Most popular routes around Bridgeport

Most popular attractions around Bridgeport

Get inspired with the komoot mobile app

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