Yes

you do need a jacket based on the weather in Middletown, NY 10940, USA 1 second ago

Why? Because it's not very warm out.
55°F13°C & Cloudy

Wind is 5 mph8 km/h from the W, gusting to 14 mph23 km/h
December 2
2pm55°F13°C5 mph9 km/h WCloudy
3pm54°F12°C4 mph6 km/h WMostly Cloudy
4pm52°F11°C4 mph6 km/h WMostly Cloudy
5pm49°F10°C3 mph5 km/h WCloudy
6pm47°F9°C4 mph6 km/h WCloudy
7pm46°F8°C3 mph5 km/h WCloudy
8pm44°F7°C3 mph5 km/h WCloudy
9pm43°F6°C3 mph4 km/h WMostly Cloudy
10pm42°F5°C2 mph3 km/h NWCloudy
11pm41°F5°C2 mph3 km/h NCloudy
December 3
12am41°F5°C3 mph4 km/h NCloudy
1am42°F5°C3 mph4 km/h NCloudy
DateLowHighWindDayNight
December 239°F4°C55°F13°C4 mph7 km/h from WCloudyDrizzle
December 341°F5°C47°F8°C6 mph10 km/h from NERainDrizzle
December 436°F2°C47°F8°C8 mph13 km/h from WMostly CloudyPartly Cloudy
December 531°F-1°C40°F4°C6 mph9 km/h from NWMostly CloudyMostly Cloudy
December 627°F-3°C39°F4°C6 mph10 km/h from NWMostly CloudyPartly Cloudy
December 725°F-4°C37°F3°C6 mph10 km/h from WMostly CloudyMostly Cloudy
December 830°F-1°C43°F6°C5 mph8 km/h from SWMostly CloudyPartly Cloudy

Yes

Low of 41°F5°C, High of 46°F8°C
Wind: 6 mph10 km/h
Precipitation: 92% rain

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