New Paltz-Minnewaska Road, Main Street
- Direction:
 - East/West
 - Western Terminus:
 - Main Street (US 44/NY 55) in New Paltz
 - Eastern Terminus:
 - US 9W in Highland
 - Distance:
 - 12.55 miles
 - Counties:
 - Ulster
 - Signed:
 - Yes
 
NY 299 is an east/west route in Ulster County. It begins at US 44/NY 55 just east of the Shawangunk Ridge and runs east to New Paltz, where it is known as Main Street and is multiplexed with NY 32 for a few blocks. After the two routes split, there is an interchange with the New York Thruway (I-87) at exit 18. NY 299 continues east to Highland, where it ends at US 9W, about a mile north of where it meets US 44/NY 55.
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