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: October 3, 2025

hikers

1. 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.

Navigate

Send to Phone

Save

Easy

hikers

2. 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.

Navigate

Send to Phone

Save

Easy

Let us show you the way with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures in England and beyond.

3. 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.

Navigate

Send to Phone

Save

Easy

5.0

(1)

hikers

4. Lake Mohegan Recreation Area – Lake Mohegan loop from Bridgeport Downtown North Historic District

4.54km

01:11

30m

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

Navigate

Send to Phone

Save

Easy

hikers

5. Walnut Beach – Beach parking lot loop from Milford

4.54km

01:09

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

Navigate

Send to Phone

Save

Easy

Get access to more routes and recommendations from other explorers.

Already have an account?

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

Most popular routes around Bridgeport

Cycling around Bridgeport

Running Trails around Bridgeport

Hiking around Bridgeport

Road Cycling Routes around Bridgeport

MTB Trails around Bridgeport

Most popular attractions around Bridgeport

Places to see

Lakes

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures around London and beyond.

Join komoot Now

Explore more

Browse the best Hikes in other regions.

Shelton Glenville Lordship Rock Ridge Indian Field Danbury Oronoque Candlewood Isle Pemberwick Riverside Old Greenwich Stratford Downtown Indian Well State Park Trumbull Center Paugussett State Forest Ridgebury Route 7 Gateway Lakes East Seth Low Pierrepont State Park Reserve Lakes West Coleytown Noroton Noroton Heights Wooster Mountain State Park Birchbank Mountain Open Space Hawleyville Collis P. Huntington State Park Byram Greenwich East Village Dodgingtown Stamford Bethel Putnam Memorial State Park Sandy Hook Tokeneke Staples Darien Downtown Poplar Plains Wilton Center Greens Farms New Canaan Brookfield Center Sail Harbor Knollcrest Kellogg Point Candlewood Knolls Candlewood Lake Club Inglenook Bigelow Corners Bogus Hill Pootatuck State Forest Squantz Pond State Park Candlewood Orchards Candlewood Shores Mianus River State Park Scenic Reserve Cos Cob Stewart B. Mckinney National Wildlife Refuge Sheffield Island Unit Compo Saugatuck Ridgefield South Wilton Topstone Norwalk West Mountain Southport Branchville Newtown Old Hill Westport Village Mill Plain Redding Center Taylor Corners Stepney Fairfield University Mamanasco Lake Lakeside Woods Botsford Plattsville Tashua Murray Long Hill Trout Brook Valley State Park Reserve Devils Den Georgetown Rocky Glen State Park Scenic Reserve Daniels Farm Weston Cannondale

Easy hikes and walks around Bridgeport

1. Long Beach & Pleasure Beach loop — Bridgeport

2. Beaver Brook Trail loop — Milford

3. Mondo Ponds Nature Preserve loop — Milford

4. Lake Mohegan Recreation Area – Lake Mohegan loop from Bridgeport Downtown North Historic District

5. Walnut Beach – Beach parking lot loop from Milford

Most popular routes around Bridgeport

Most popular attractions around Bridgeport

Get inspired with the komoot mobile app

Explore more

Get ready to conquer new peaks

We value your privacy ⛰️

We value your privacy ⛰️