Route 106 is a state highway in southwestern Connecticut, running from Stamford to Wilton.

Route 106 begins at a junction with I-95 (exit 9) and US 1 in the East Side of Stamford as Courtland Avenue then turning right on Glenbrook Road.

It runs parallel to the New Canaan Line of the Metro-North Railroad, heading northeast through the northwest edge of Darien into the center of New Canaan.

Upon entering the town of New Canaan, the road changes name to Old Stamford Road, where it has an interchange with the Merritt Parkway (at exit 36) as it heads into downtown New Canaan where it becomes Bank Street.

It then continues north, briefly overlapping Route 124 for 0.62 miles (1.00 km) then heads eastward as East Avenue and Silvermine Road into the town of Wilton.