Yes

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

Why? Because the cold's there, but it's just a reminder, not an invasion and it's windy enough to give you a brand new hairdo!
48°F9°C & Cloudy

Wind is 9 mph14 km/h from the West, gusting to 20 mph32 km/h
October 23
11pm47°F8°C10 mph16 km/h NorthwestCloudy
October 24
12am46°F8°C7 mph12 km/h NorthwestCloudy
1am45°F7°C7 mph12 km/h WestCloudy
2am44°F7°C6 mph10 km/h WestMostly Cloudy
3am43°F6°C7 mph11 km/h WestMostly Cloudy
4am43°F6°C7 mph11 km/h WestMostly Cloudy
5am43°F6°C8 mph13 km/h WestMostly Cloudy
6am43°F6°C7 mph11 km/h WestCloudy
7am43°F6°C7 mph12 km/h WestCloudy
8am43°F6°C8 mph12 km/h WestCloudy
9am42°F6°C8 mph13 km/h WestCloudy
10am42°F6°C8 mph13 km/h WestMostly Cloudy
DateLowHighWindDayNight
October 2343°F6°C54°F12°C7 mph12 km/h from WestDrizzleMostly Cloudy
October 2440°F5°C52°F11°C9 mph14 km/h from WestMostly CloudyPartly Cloudy
October 2538°F4°C52°F11°C4 mph6 km/h from NorthwestMostly CloudyPartly Cloudy
October 2638°F3°C51°F11°C7 mph11 km/h from NorthMostly ClearPartly Cloudy
October 2737°F3°C49°F10°C12 mph19 km/h from NortheastMostly CloudyCloudy
October 2841°F5°C50°F10°C13 mph21 km/h from EastDrizzleRain
October 2941°F5°C51°F11°C11 mph18 km/h from NortheastDrizzleMostly Cloudy

Yes

Low of 40°F5°C, High of 52°F11°C
Wind: 9 mph14 km/h
Precipitation: None

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