The village's transportation system includes highways, streets and a rail line; its low population density favors automobiles. Briarcliff Manor is accessible by the controlled-access Taconic State Parkway; it can also be reached by U.S. Route 9, New York State Route 9A and New York State Route 100, which traverse the village north to south. East-west travel is more difficult; Long Hill, Pine, Elm, and Scarborough Roads are narrow, winding and hilly.[41] Routes 9 and 9A are the most heavily traversed roadways in the village.[28]
According to the National Bridge Inventory, Briarcliff Manor has 15 bridges, with estimated daily traffic at 204,000 vehicles.[141] Briarcliff Manor has 64 roads, with a total length of 46.1 miles (74.2 km). Twelve are named after trees, eleven after local residents and eight after veterans, and most have the road type of "lane" or "avenue", while the only "street" in the village is Stafford Street.[142] The village's oldest existing road is Washburn Road, on which is the oldest standing house in the village, Century Homestead. The longest road in the village, at 3 miles (4.8 km), is Pleasantville Road; the shortest is Pine Court, 175 feet (53 m).[4](p9) Around the time when the Briarcliff Lodge was active, Briarcliff Manor roadways were constructed of macadam and lined with concrete drains and stone fences.[20] Early in Briarcliff Manor's history, the first person to own an automobile was Henry Law (son of Walter Law), who owned a buckboard with an engine.[143]
The Metro-North Railroad Hudson Line's Scarborough station offers direct service to New York's Grand Central Terminal, and is the primary public transport to the city. About 750 commuters board southbound trains during the morning rush hour, most driving to the station.[41] Westchester County's Bee-Line Bus System provides service to White Plains, Tarrytown and Port Chester along Routes 9 and 9A.[41]
Rail transportation in the village began in 1880 with the small Whitson's Station on the New York City & Northern Railroad (later the New York and Putnam Railroad); the station was rebuilt by Walter Law in 1906 in the style of his Briarcliff Lodge,[20] with Mission style furniture and rugs. The old station was moved to Millwood, New York around that time to become its station;[5](p39) it fell out of use and was demolished May 9, 2012, although plans exist for the construction of a replica.[144] Law's Briarcliff station became the public library in 1958.[5](p76)
