Naugatuck River Greenway – Derby Greenway loop from Shelton

If you're looking for an easy, scenic spin that connects you with nature and history, the Naugatuck River Greenway – Derby Greenway loop from Shelton is definitely worth your time. This touring cycling route is a quick 6.6 miles (10.6 km) with a mere 219 feet (67 metres) of elevation gain, making it an easy 37-minute ride perfect for a relaxed outing or for beginners.

What to expect on Naugatuck River Greenway – Derby Greenway loop from Shelton

As you pedal, you'll enjoy picturesque views along both the Naugatuck and Housatonic Rivers. The route is mostly flat and paved, making for a smooth ride. Keep an eye out for wildlife like geese and hawks, especially as you pass through O'Sullivan's Island, where the two rivers meet and offer expansive views. You'll even ride atop dikes in some sections, giving you an elevated perspective of the water, and pass under CT 34 alongside an active rail line, hinting at the area's industrial past. The minimal elevation gain means this route is suitable for all fitness levels and skill levels, including beginners.

Planning your visit

This multi-use greenway is popular for cycling, walking, and even rollerblading, and it's wheelchair accessible, making it a great option for almost everyone. While it's currently made up of several shorter, disconnected segments, it's part of a larger vision for a 44-mile Naugatuck River Greenway, so expect ongoing development and future connections. You'll find historical elements along the way, such as views of old rail line bridges and flood-control dikes, adding an interesting layer to your ride.

Trail details

• Distance: 6.6 miles (10.6 km)
• Elevation gain: 219 feet (67 metres)
• Difficulty: easy
• Estimated time: 37 minutes