The inn between inc ny 117919/8/2023 ![]() The first Syosset station house (shown above) was moved here from an under-utilized station in Far Rockaway in 1877 and rested on the same foundation as today’s ticket office and waiting room. Soon after, hotels, saloons, and stage coach services sprang up in the area and Syosset was on its way to becoming a booming suburb. When plans to build a branch off the main railroad line from Hicksville to the whaling port of Cold Spring Harbor stalled halfway through, Syosset became the end of the line and, subsequently, a transportation “hub” for all surrounding North Shore villages. ![]() Before the railroad came to town, Syosset was a sleepy farming community of fewer than 200 residents. Please proceed with caution and at your own risk.Įstablished in 1854, the railroad station on Jackson Avenue is where modern-day Syosset began. Please note that this historical walk is not officially endorsed by the Syosset Woodbury Chamber of Commerce and that neither the Chamber nor the author make any representations as to the safety of walking the streets, sidewalks, and crossings of downtown Syosset, either on the day of the street fair or on any other day. The descriptions of each location have been edited down to the basics to keep the length of your walk reasonable, but you will likely want to learn more when you are finished with the tour. From there, you will head north, through the fair, stopping at various shops and other landmarks along the way to learn a little about the businesses that lined Syosset’s downtown streets in the 19 th and 20 th Centuries. The suggested starting point is at the stained glass “Sail” sculpture in front of the LIRR station, on the north side of the tracks. ![]() The walk covers a little more than half-a-mile and stays within the fair zone, for the most part. If you’ve been thinking about exploring the history of the downtown area, the day of the fair is a good time to gather your family and take this quick self-guided historical walking tour, prepared by Tom Montalbano, lifelong Syosset resident and author of several books about the Syosset-Woodbury area. The Syosset Woodbury Chamber of Commerce Street Fair provides a rare opportunity to get out and see downtown Syosset without the stress and safety concerns of Jackson Avenue’s sometimes overwhelming automobile traffic.
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