Route Description
NY 106 begins at an intersection with NY 105 (Jerusalem Avenue) in the North Bellmore section of the town of Hempstead. The route proceeds northward as a four-lane arterial, passing some businesses before entering exit 25 of the Southern State Parkway. The route merges down to two-lanes after the interchange, becoming a residential street known as Newbridge Road. NY 106 bends northeastward after East Meadow Avenue, before intersecting with North Jerusalem Road (unsigned County Route 189 or CR 189). The route bends northward once again, expanding to four-lanes through Hempstead. After a short commercial stretch, NY 106 becomes residential once again, becoming a divided highway after the intersection with Bush Street.
Immediately after becoming a divided highway, NY 106 bends to the northeast, intersecting with NY 24 (Hempstead Turnpike). After that, the route bends further to the northeast, crossing over the four-lane Wantagh State Parkway as North Newbridge Road. The two roadways parallel after the crossing, with NY 106 becomes a residential highway as it enters the town of Oyster Bay. After the crossing, the name change reverts to Newbridge Road, entering the Hicksville section of Oyster Bay. Just north of the local high school, NY 106 intersects with Old Country Road (CR 25) before entering downtown Hicksville. Through Hicksville, the route turns northwest, crossing under a Long Island Rail Road viaduct that contains the Hicksville station.
The route becomes a commercial arterial after the viaduct, bending northward into a large at-grade junction with NY 107 (Broadway) next to the Broadway Mall. The two routes become concurrent, proceeding northwest through the Jericho Gardens section of Oyster Bay. Like Newbridge Road, Broadway is also a divided highway, passing through a large commercial district in Oyster Bay. Passing a local casino northbound, NY 106 and NY 107 enter exit 35 of the Northern State Parkway. Immediately after crossing over the Northern State, the routes enter an interchange (exit 41) of the Long Island Expressway (I-495). After crossing over both roadways, NY 106 and NY 107 are now in the East Birchwood section of Oyster Bay, proceeding northwest as a four-lane divided commercial arterial.
A short distance later, the two roadways enter an unnumbered cloverleaf interchange with NY 25 (Jericho Turnpike). After crossing under NY 25, NY 107 continues north along Cedar Swamp Road, while NY 106 bends northeast via an at-grade junction on Jericho–East Norwich Road. NY 106 remains a four-lane divided boulevard, passing north for a short distance through Muttontown and passing east of the Muttontown Preserve. Changing monikers to Jericho–Oyster Bay Road, NY 106 continues north before making a gradual bend along the preserve to the northwest, re-entering Oyster Bay. After crossing back into Oyster Bay, the route becomes residential going southbound before intersecting with NY 25A (Northern Boulevard).
North of NY 25A, NY 106 changes names to Oyster Bay Road, becoming a four-lane divided commercial arterial for one city block, becoming residential as it enters the East Norwich section of Oyster Bay. With this change, the divided highway becomes a two-lane local street, bending northeast near the James H. Vernon School. The route continues north past the Upper Brookville section, changing names to Pine Hollow Road. A short distance later, it enters the hamlet of Oyster Bay, bending northeast as a two-lane commercial/residential blend street. Crossing Berry Hill Road, NY 106 bends northward, changing names to South Street, becoming mainly commercial. After the crossing with West Main Street, NY 106 bends to the northeast a final time, passing east of the Long Island Rail Road's Oyster Bay Yard on the Oyster Bay Branch. A short distance after, NY 106 enters Commander Square and terminates at an intersection with Bay Avenue.
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