Yes

you do need a jacket based on the weather in Southold (North Fork), New York, United States 1 second ago

Why? Because just cool enough for a jacket, but not warm enough to ditch it and the wind is offering free, unsolicited face massages!
57°F14°C & Cloudy

Wind is 13 mph21 km/h from the West, gusting to 24 mph39 km/h
November 8
2pm57°F14°C13 mph21 km/h WestRain
3pm58°F14°C11 mph18 km/h NorthwestMostly Cloudy
4pm59°F15°C12 mph19 km/h NorthwestPartly Cloudy
5pm60°F15°C9 mph15 km/h WestPartly Cloudy
6pm62°F17°C10 mph16 km/h WestClear
7pm62°F17°C10 mph16 km/h WestClear
8pm61°F16°C8 mph14 km/h WestClear
9pm60°F16°C8 mph13 km/h WestClear
10pm58°F15°C8 mph13 km/h WestClear
11pm56°F14°C8 mph12 km/h NorthwestClear
November 9
12am55°F13°C8 mph13 km/h NorthwestPartly Cloudy
1am53°F12°C9 mph14 km/h NorthMostly Cloudy
DateLowHighWindDayNight
November 849°F10°C62°F17°C10 mph16 km/h from WestRainPartly Cloudy
November 949°F9°C60°F15°C16 mph25 km/h from SoutheastRainRain
November 1041°F5°C58°F15°C9 mph15 km/h from NorthwestRainWindy
November 1136°F2°C43°F6°C24 mph38 km/h from WestWindyWindy
November 1240°F4°C51°F10°C18 mph29 km/h from SouthwestWindyWindy
November 1342°F6°C50°F10°C21 mph34 km/h from WestWindyWindy
November 1439°F4°C48°F9°C17 mph27 km/h from NorthwestWindyWindy

Yes

Low of 49°F10°C, High of 60°F16°C
Wind: 16 mph25 km/h
Precipitation: 72% rain

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