Yes

you do need a jacket based on the weather in Oshawa (Windfields), Ontario, Canada 1 second ago

Why? Because rain: where every drop seems to aim directly at your glasses and it's cool enough your breath is visible, but your nose isn’t red yet and it's on the windy side!
45°F7°C & Rain

Wind is 11 mph18 km/h from the East, gusting to 22 mph36 km/h
October 30
3pm45°F7°C12 mph19 km/h EastRain
4pm46°F8°C13 mph20 km/h NortheastRain
5pm46°F8°C14 mph22 km/h NortheastRain
6pm46°F8°C15 mph24 km/h NortheastDrizzle
7pm46°F8°C15 mph24 km/h NortheastRain
8pm45°F7°C16 mph26 km/h NortheastDrizzle
9pm45°F7°C15 mph25 km/h NortheastRain
10pm44°F7°C15 mph24 km/h NortheastDrizzle
11pm43°F6°C16 mph25 km/h NortheastDrizzle
October 31
12am43°F6°C16 mph25 km/h NortheastDrizzle
1am42°F6°C15 mph25 km/h NorthRain
2am42°F6°C16 mph25 km/h NorthDrizzle
DateLowHighWindDayNight
October 3041°F5°C46°F8°C13 mph20 km/h from NortheastRainRain
October 3140°F4°C47°F8°C18 mph30 km/h from NorthwestDrizzleMostly Cloudy
November 136°F2°C46°F8°C8 mph14 km/h from NorthwestMostly CloudyPartly Cloudy
November 234°F1°C49°F9°C5 mph8 km/h from SouthwestPartly CloudyMostly Cloudy
November 341°F5°C50°F10°C16 mph26 km/h from SouthwestDrizzleMostly Clear
November 440°F5°C53°F12°C13 mph22 km/h from WestMostly ClearPartly Cloudy
November 538°F3°C51°F10°C7 mph11 km/h from SouthCloudyRain

Yes

Low of 40°F5°C, High of 47°F9°C
Wind: 18 mph30 km/h
Precipitation: 83% rain

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