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Routes
Bike touring routes & trails
United States
Connecticut
Western Connecticut Planning Region
Bridgeport

East Coast Greenway: Westport to Bridgeport

Moderate

2.7

(5)

82

riders

East Coast Greenway: Westport to Bridgeport

02:00

33.7km

170m

Cycling

Cycle the East Coast Greenway from Westport to Bridgeport, a 20.9-mile route with coastal views and mixed terrain, rated moderate.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

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1

1.89 km

Great views from Eames Boulevard

Highlight (Segment) • Viewpoint

Eames Boulevard is a road that is part of the East Coast Greenway. There are great views of Black Rock Harbor Light and the Long Island Sound from the road. …

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2

18.5 km

Sherwood Island State Park

Highlight • Beach

Sherwood Island State Park is Connecticut's first state park. It is 235 acres and is bordered in the south by the Long Island Sound.

There are paths you can follow …

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B

33.7 km

End point

Parking

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Way Types & Surfaces

Way Types

17.5 km

13.0 km

3.16 km

< 100 m

Surfaces

17.5 km

15.1 km

1.07 km

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Elevation

Elevation

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Weather

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Thursday 21 May

18°C

13°C

-- %

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This route was planned by komoot.

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Frequently Asked Questions

How long does it take to cycle the East Coast Greenway from Westport to Bridgeport?

The route is approximately 33.7 km (20.9 miles) long and typically takes around 2 hours to complete by touring bicycle. This duration can vary based on your pace, stops, and traffic conditions, especially on the on-road sections.

What is the terrain and surface like on this section of the East Coast Greenway?

This segment offers a varied experience. You'll encounter a mix of asphalt, crushed stone, gravel, grass, and cinder. Much of the route follows an "interim on-road route" through suburban areas, meaning you'll be cycling on roads alongside traffic for significant portions. While mostly paved, be prepared for short unpaved sections. Wider tires (32-38 mm) are recommended for optimal comfort and versatility.

Is this section of the East Coast Greenway suitable for beginners?

This route is generally rated as a "moderate bike ride" requiring "good fitness." Due to the prevalence of on-road segments that often lack dedicated bike lanes, it's best suited for experienced cyclists. Navigating through urban centers like Bridgeport can also be "a bit gritty and slow," requiring comfort with traffic.

What can I see along the route from Westport to Bridgeport?

You can anticipate views of the Long Island Sound as the route often hugs the shoreline. Notable spots include Sherwood Island State Park in Westport, which offers paths along the shore and sea views. You'll also find Great views from Eames Boulevard. Westport itself is known for its farms, a river, and seaside charm, contributing to pleasant riding environments.

Where can I park to access the East Coast Greenway between Westport and Bridgeport?

For parking, you can look for public parking options near the starting points in Westport or the ending points in Bridgeport. Specific parking lots are available at places like Sherwood Island State Park in Westport. In Bridgeport, consider parking near the waterfront or public access points to the Greenway. Always check local regulations and signage for parking availability and restrictions.

Is the East Coast Greenway section from Westport to Bridgeport dog-friendly?

Generally, dogs are allowed on the East Coast Greenway, but they must be kept on a leash. Given that much of this segment is an "interim on-road route" through suburban areas, you'll be sharing paths and roads with pedestrians, cyclists, and vehicles. Always ensure your dog is under control and clean up after them.

What is the best time of year to cycle this route?

Spring and fall typically offer the most pleasant cycling conditions with milder temperatures and less humidity. Summer can be enjoyable, but be prepared for warmer weather and potentially more crowds, especially in popular coastal areas. Always check the weather forecast before you go.

Do I need any permits or pay entrance fees to cycle this section of the East Coast Greenway?

No specific permits are required to cycle the East Coast Greenway itself. However, if you plan to enter or park within certain state parks or facilities along the route, such as Sherwood Island State Park, there might be parking fees or entrance fees depending on the season and your residency. It's always a good idea to check the specific park's website beforehand.

Are there public transport options to access the East Coast Greenway in Westport or Bridgeport?

Yes, both Westport and Bridgeport are served by Metro-North Railroad, which allows bicycles on trains during off-peak hours with a permit. This can be a convenient way to access either end of the route, especially if you're planning a one-way ride. Local bus services in both towns may also offer connections, but check their bicycle policies.

What's an insider tip for cycling the East Coast Greenway from Westport to Bridgeport?

Since a significant portion of this route is an "interim on-road route" through suburban areas and urban centers like Bridgeport, be prepared for traffic and varying road conditions. For a smoother experience, consider cycling during off-peak hours (weekdays, early mornings) to minimize encounters with vehicle traffic. Also, ensure your bike is equipped with wider tires (32-38 mm) to handle the mixed surfaces comfortably.

Are there cafes, pubs, or accommodation options near the East Coast Greenway in Westport or Bridgeport?

Yes, both Westport and Bridgeport offer various amenities. Westport is known for its charming downtown with cafes and restaurants. Bridgeport, being a larger city, has a wider range of dining options and accommodations. You'll find places to refuel and stay near both ends of the route, particularly closer to the town centers and waterfront areas.

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