Route 106 is a

state highway A state highway, state road, or state route (and the equivalent provincial highway, provincial road, or provincial route) is usually a road that is either ''numbered'' or ''maintained'' by a sub-national state or province. A road numbered by a ...

in southwestern

Connecticut Connecticut () is the southernmost state in the New England region of the Northeastern United States. It is bordered by Rhode Island to the east, Massachusetts to the north, New York to the west, and Long Island Sound to the south. Its cap ...

, running from Stamford to Wilton.

Route description

Route 106 begins at a junction with

I-95 Interstate 95 (I-95) is the main north–south Interstate Highway on the East Coast of the United States, running from US Route 1 (US 1) in Miami, Florida, to the Houlton–Woodstock Border Crossing between Maine and the Canadia ...

(exit 9) and

US 1 U.S. Route 1 or U.S. Highway 1 (US 1) is a major north–south United States Numbered Highway that serves the East Coast of the United States. It runs from Key West, Florida, north to Fort Kent, Maine, at the Canadian border, making ...

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 Metro-North Railroad , trading as MTA Metro-North Railroad, is a suburban commuter rail service run by the Metropolitan Transportation Authority (MTA), a New York State public benefit corporations, public authority of the U.S. state of New Yor ...

, heading northeast through the northwest edge of Darien into the center of

New Canaan New Canaan () is a town in Fairfield County, Connecticut, United States. The population was 20,622 according to the 2020 census. About an hour from Manhattan by train, the town is considered part of Connecticut's Gold Coast. The town is bounde ...

. In Darien, the road is known as Hoyt Street. Upon entering the town of New Canaan, the road changes name to Old Stamford Road, where it has an interchange with the

Merritt Parkway The Merritt Parkway (also known locally as "The Merritt") is a limited-access parkway in Fairfield County, Connecticut, Fairfield County, Connecticut, with a small section at the northern end in New Haven County, Connecticut, New Haven County. ...

(at exit 36) as it heads into downtown New Canaan where it becomes Bank Street. It then continues north, briefly overlapping Route 124 for then heads eastward as East Avenue and Silvermine Road into the town of Wilton. In Wilton, the road is known as New Canaan Road and Wolfpit Road. Route 106 crosses the

Norwalk River The Norwalk River is a river in southwestern Connecticut, United States, approximately long.U.S. Geological Survey. National Hydrography Dataset high-resolution flowline dataThe National Map accessed April 1, 2011 The word "Norwalk" comes from t ...

as well as the railroad tracks of the

Danbury Branch The Danbury Branch is a diesel branch of the Metro-North Railroad New Haven Line from downtown Norwalk, Connecticut north to Danbury, mostly single-tracked. It opened in 1852 as the Danbury and Norwalk Railroad. Until the early 1970s, passenger ...

then briefly overlaps

U.S. Route 7 U.S. Route 7 (US 7) is a north–south United States highway in western New England that runs for through the states of Connecticut, Massachusetts, and Vermont. The highway's southern terminus is at Interstate 95 (I-95) exit 15 ...

and Route 33 (0.18 miles) in downtown Wilton, then resumes its eastward journey along Sharp Hill Road then south along Chestnut Hill Road until its end at an intersection with Route 53.

History

Route 106 was established as a result of the 1962 Route Reclassification Act from previously unsigned state-maintained roads. Middlesex Road, Hoyt Street, Old Stamford Road, and Park Street in Darien and New Canaan was taken over by the state in 1962 as SR 749. The following year, SR 749 was redesignated as part of Route 106. North of New Canaan, other former unsigned state roads (SR 403 and SR 414) were incorporated into the newly established Route 106. The route was extended to US 1 in Stamford in 1972. In 1998, the section in Wilton was moved from Belden Hill Road to Wolf Pit Road. Prior to the designation of modern Route 106, an older Route 106 along Center Road in Easton existed between 1935 and 1962. It connected Routes 58 and 59 via Easton Center.Connecticut Routes, Route 106
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Major intersections

References

{{Portal, Connecticut 106 Transportation in Fairfield County, Connecticut Transportation in Stamford, Connecticut New Canaan, Connecticut Wilton, Connecticut