The course ran counterclockwise on an approximately 3-mile (4.8-km) rectangle, beginning on Montauk Highway, then turning left onto Halsey Lane, left onto Pauls Lane, left onto Ocean Boulevard, and left back onto Montauk Highway.
Paul Simon "drove the Montauk Highway" in the song "Dazzling Blue" on the album So Beautiful or So What.
highway | state highway | Princes Highway | Alaska Highway | Trans-Canada Highway | Jefferson Highway | New Zealand State Highway 1 | Highway to Heaven | Mexican Federal Highway | Federal Highway Administration | California Highway Patrol | New Zealand State Highway 6 | Minnesota State Highway 55 | Lincoln Highway | Stuart Highway | Hume Highway | Federal Highway | Controlled-access highway | Pacific Highway | North Carolina Highway 20 | National Highway Traffic Safety Administration | Interstate Highway System | Highway Patrol | Montauk | Minnesota State Highway 32 | Minnesota State Highway 27 | Mexican Federal Highway 1 | North Carolina Highway 87 | New Zealand State Highway network | Highway 101 |
In 1962, the New York State Department of Public Works announced that Deer Park Avenue would be widened for a fourteen-mile stretch from Montauk Highway and NY 25A.
These parkway spurs, which would use bascule lift bridges, were to connect to the William Floyd Parkway (current-day CR 46) and Ponquogue Avenue (current-day CR 32), which would cross their respective bodies of water and terminate at a junction with Montauk Highway (NY 27A) in Shirley and Hampton Bays.
In June 2000 a second retail location was opened for seasonal business at 354 Montauk Highway, Wainscott, in the Hamptons area of eastern Long Island.