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Southold
With its wineries and beautiful farmland, the village of Southold is at the heart of the North Fork. Like its neighboring villages and hamlets, it exudes New England charm. Southold was settled in 1640, at the same time as the South Fork's Southampton, making them the oldest towns in New York State.
Southold at a Glance
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Travel Deals in Long Island
- $161* & up -- U.S. Flight Sale (R/T incl. Tax) CheapOair.com
- $241 -- NYC: Suite at Hip 4-Star Hotel w/Breakfast, 50% Off TripAlertz.com
- $113 & up -- NYC Hotel near Central Park w/Wi-Fi (Reg. $399) BookIt.com
- $11.99 & up -- Car Rentals across New York CarRentals.com
* Some taxes, fees additional