Yes

you do need a jacket based on the weather in Pickering, ON, Canada 1 second ago

Why? Because it's snowing - enough for fun, but still walkable and the cold's there, but it's just a reminder, not an invasion and it's so windy, even the squirrels are holding onto branches for dear life!
33°F1°C & Snow

Wind is 11 mph18 km/h from the Northeast, gusting to 21 mph34 km/h
November 9
4pm34°F1°C11 mph18 km/h NortheastSnow
5pm34°F1°C12 mph19 km/h NortheastSnow
6pm34°F1°C14 mph23 km/h NortheastSnow
7pm34°F1°C14 mph22 km/h NortheastSnow
8pm33°F1°C14 mph22 km/h NorthSnow
9pm33°F0°C13 mph20 km/h NorthSnow
10pm32°F-0°C13 mph20 km/h NorthSnow
11pm32°F-0°C14 mph23 km/h NorthSnow
November 10
12am31°F-1°C15 mph25 km/h NorthSnow
1am30°F-1°C15 mph25 km/h NorthWindy
2am29°F-1°C14 mph22 km/h NorthCloudy
3am29°F-2°C13 mph21 km/h NorthCloudy
DateLowHighWindDayNight
November 928°F-2°C34°F1°C12 mph19 km/h from NortheastSnowSnow
November 1025°F-4°C32°F-0°C12 mph20 km/h from NorthwestCloudyMostly Cloudy
November 1126°F-3°C39°F4°C10 mph17 km/h from WestMostly CloudyCloudy
November 1235°F2°C45°F7°C13 mph21 km/h from WestCloudyMostly Cloudy
November 1337°F3°C45°F7°C12 mph20 km/h from WestPartly CloudyPartly Cloudy
November 1431°F-0°C42°F6°C10 mph16 km/h from NorthwestPartly CloudyMostly Clear
November 1528°F-2°C39°F4°C6 mph10 km/h from NortheastMostly CloudyMostly Cloudy

Yes

Low of 25°F-4°C, High of 32°F-0°C
Wind: 12 mph20 km/h
Precipitation: None

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