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Cycling routes
United States
Connecticut
South Central Connecticut Planning Region

Orange

The best cycling routes around Orange

4.8

(113)

503

riders

49

rides

Touring cycling around Orange offers diverse routes through coastal areas, river valleys, and local parks. The region features varied terrain, including flat greenways along rivers and more undulating paths near the coastline. Elevation changes are generally gentle, making many routes accessible for different skill levels. The landscape is characterized by its proximity to the Long Island Sound and several rivers.

Best touring cycling routes around Orange

  • The most popular touring cycling route is East Coast Greenway: Milford and West Haven…

Last updated: June 4, 2026

4.0

(2)

14

riders

#1.

East Coast Greenway: Milford and West Haven Coastal Loop

37.8km

02:11

140m

140m

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

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Moderate

4

riders

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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

Moderate

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Popular around Orange

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Tips from the Community

oliviakellis
May 7, 2025, View from East Rock Overlook

Once you reach this point in your ride, you'll be greeted by panoramic views from East Rock of the surrounding city.

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The Ansonia Riverwalk Trailhead is just across the street from the Derby Greenway Trailhead. This is a paved extension of the bike path that offers more scenic views of the Naugatuck River with some park amenities along the side of the trail.

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From here you can see lovely views of Milford Harbor and the wetland around it.. Keep your eyes peeled for the varied bird species that inhabit the shoreline.

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Alex
February 7, 2024, Walnut Beach Pier

Walnut Beach along the coast of Long Island Sound beckons cyclists with its scenic charm and coastal allure. Providing a picturesque stop, cyclists can relish in the refreshing sea breeze, panoramic ocean views, and sandy shores. To access the pier you should walk with your bike.

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Silver Sands State Park has over a half mile of shoreline, sandy beaches and many types of shore birds. There are not many structures in the state park as the goal of the park is to return it to be a natural flooding barrier of the Long Island Sound.

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Alex
February 5, 2024, Atlantic beach views

This road runs adjacent to the ocean with fantastic views of the beach and the ocean and horizon beyond. Stunning on a clear summers day.

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mtm05005
February 5, 2024, Beach Street Trail

The Beach Street Trail is a beautiful paved trail that runs along the shore of the Long Island sound. It is traffic free, so it is a great way to get a wonderful view of the water at your own pace.

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Matthew
January 13, 2024, Walnut Beach Pier

Walnut Beach is located along the coast of Long Island Sound at the western end of the boardwalk. There are various piers that you can access from the beach, or you can just jog on the sandy beaches.

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Frequently Asked Questions

How many touring cycling routes are available around Orange?

There are nearly 50 touring cycling routes around Orange, offering a wide variety of options for different skill levels and preferences.

Are there easy touring cycling routes suitable for beginners or families in Orange?

Yes, Orange offers several easy touring cycling routes. For a flat and accessible ride along a river, consider the Naugatuck River Greenway Loop. Another easy option that includes coastal views is the View on the harbour of Milford – Silver Sands State Park Beach loop from Milford.

What kind of terrain can I expect on touring cycling routes in Orange?

The terrain around Orange is quite varied. You'll find flat greenways along rivers, undulating paths near the coastline, and routes through local parks. Elevation changes are generally gentle, making many routes accessible.

Are there any circular touring cycling routes in the Orange area?

Yes, many routes in Orange are designed as loops. For example, the popular East Coast Greenway: Milford and West Haven Coastal Loop offers scenic coastal views, while the East Rock Park – East Rock Park loop from Yale Bowl takes you through parkland with elevated views.

What are some scenic viewpoints or attractions I can visit while cycling in Orange?

Many routes offer scenic views, particularly along the coast and from elevated parks. You can enjoy views of the Long Island Sound and the harbour of Milford. Notable attractions nearby include the historic Yale University Old Campus, the picturesque Five Mile Point Light, and the natural beauty of West Rock Ridge State Park.

Are there any routes that pass by cafes or places to stop for refreshments?

While specific cafes on routes aren't detailed, many routes pass through or near towns like Milford and New Haven where you'll find options. For example, the area around Yale University, which is accessible from some routes, features places like Fussy Coffee at Science Park.

What do other touring cyclists enjoy most about cycling in Orange?

The touring cycling routes in Orange are highly rated by the komoot community, with an average score of 4.8 stars from nearly 100 reviews. Cyclists often praise the diverse landscapes, from coastal paths to river greenways, and the accessibility of routes for various skill levels.

Are there any longer distance touring cycling routes available?

Yes, for a longer ride, the East Coast Greenway: Milford and West Haven Coastal Loop covers approximately 37.8 km (23.5 miles) and offers a moderate challenge with beautiful coastal scenery.

What is the best time of year to go touring cycling in Orange?

Given the region's proximity to the Long Island Sound, spring, summer, and fall generally offer pleasant conditions for cycling. Summers are warm, while spring and fall provide cooler temperatures and often vibrant foliage, especially along river paths and through parks.

Are there any routes that are particularly good for spotting wildlife or enjoying nature?

Routes along the Naugatuck River Greenway and through parks like East Rock Park or near Silver Sands State Park Beach offer opportunities to enjoy nature. You might spot various bird species and other local wildlife, especially near water bodies and forested areas.

Are there any routes that are considered more challenging for experienced touring cyclists?

While many routes feature gentle elevation, some offer more undulating terrain. The region has 13 routes classified as 'difficult' which would provide a greater challenge for experienced cyclists looking for more significant climbs or longer distances.

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