Yes

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

Why? Because the cold's there, but it's just a reminder, not an invasion and it's fairly windy outside!
48°F9°C & Cloudy

Wind is 9 mph15 km/h from the East, gusting to 25 mph40 km/h
October 30
8am48°F9°C10 mph16 km/h EastCloudy
9am48°F9°C10 mph16 km/h EastCloudy
10am48°F9°C11 mph18 km/h EastDrizzle
11am49°F9°C13 mph21 km/h EastDrizzle
12pm50°F10°C15 mph23 km/h EastDrizzle
1pm51°F11°C15 mph24 km/h EastCloudy
2pm53°F12°C15 mph24 km/h EastDrizzle
3pm55°F13°C16 mph26 km/h EastDrizzle
4pm56°F14°C16 mph26 km/h EastRain
5pm57°F14°C17 mph27 km/h EastDrizzle
6pm58°F14°C17 mph27 km/h EastRain
7pm58°F14°C17 mph28 km/h EastRain
DateLowHighWindDayNight
October 3048°F9°C60°F16°C16 mph25 km/h from EastHeavy RainRain
October 3146°F8°C58°F15°C14 mph23 km/h from WestMostly CloudyPartly Cloudy
November 142°F5°C54°F12°C11 mph18 km/h from WestMostly ClearMostly Clear
November 238°F3°C54°F12°C4 mph6 km/h from WestPartly CloudyMostly Clear
November 341°F5°C58°F15°C8 mph13 km/h from SouthwestMostly ClearMostly Clear
November 443°F6°C56°F13°C10 mph16 km/h from NorthwestClearMostly Clear
November 540°F5°C58°F14°C6 mph9 km/h from WestPartly CloudyMostly Cloudy

Yes

Low of 46°F8°C, High of 58°F15°C
Wind: 14 mph23 km/h
Precipitation: None

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