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Route 123 was commissioned in 1932 from the southern half of old Highway 184 (Norwalk to New Canaan) and a previously unnumbered road from there to the state line. It originally began at US 1 and ran along Riverside Avenue on the west bank of the Norwalk River to New Canaan Avenue, then from there to the state line along modern Route 123.
The main line and former Rhinebeck & Connecticut were abandoned northeast and east from Poughkeepsie and Rhinecliff, as well as the parallel P&E and the main line from the state line east to Lakeville. In 1940 the main line from East Canaan to Canaan was closed, and in 1965 the line between Lakeville and Canaan was abandoned.
From Hartford to Bolton Notch, modern US 44 was at the time known as New England Route 3. West of Hartford, modern US 44 was designated as part of New England Route 17, which stretched in Connecticut from North Canaan to Stonington (via modern Route 2). Between the New York state line at Salisbury and North Canaan, the road was known as Route 121.
The Housatonic Railroad (/ ˌ h uː s ə ˈ t ɒ n ɪ k / HOOS-ə-TON-ik; reporting mark HRRC) is a Class III railroad operating in southwestern New England and eastern New York.It was chartered in 1983 to operate a short section of ex-New York, New Haven and Hartford Railroad in northwestern Connecticut, and has since expanded north and south, as well as west into New York State.
To save the 5 miles (8.0 km) between Avon and Simsbury, the state of Connecticut agreed to provide a subsidy for Conrail operations over that segment. [19] In 1982, Conrail sold its Connecticut portion of the Canal Line to the Boston and Maine Railroad, while the Massachusetts lines went to the newly formed Pioneer Valley Railroad. [19]
The Canaan Union Depot, also known as the Union Depot, is located in Canaan Village, in the town of North Canaan, Connecticut, and is a former union station.It was built in 1872 at the junction of the Housatonic Railroad and the Connecticut Western Railroad which was acquired by the Central New England Railway.