Realtime driving directions based on live traffic updates from Waze - Get the best route to your destination from fellow drivers The cheapest way to get from Darien to Waterbury costs only $10, and the quickest way takes just 55 mins. Find the travel option that best suits you. Get a quick answer: It's 48 miles or 77 km from Darien (Connecticut) to Waterbury (Connecticut), which takes about 50 minutes to drive. Distance from Waterbury, CT to Darien, CT is 40 miles / 64 kilometers. See also a map, driving distance and time difference. Realtime driving directions based on live traffic updates from Waze - Get the best route to your destination from fellow drivers The cheapest way to get from Waterbury to Darien costs only $10, and the quickest way takes just 55 mins. Find the travel option that best suits you. Distance between Darien and Waterbury in miles and kilometers. Driving distance and how to go from Darien, Connecticut to Waterbury, Connecticut. How long does it takes to arrive. Driving directions to Darien, CT including road conditions, live traffic updates, and reviews of local businesses along the way. How far is it between Waterbury and Darien Waterbury is located in United States with (41.5582,-73.0515) coordinates and Darien is located in United States with (41.0787,-73.4693) coordinates. The calculated flying distance from Waterbury to Darien is equal to 40 miles which is equal to 64 km. Get a quick answer: It's 48 miles or 77 km from Waterbury (Connecticut) to Darien (Connecticut), which takes about 50 minutes to drive.