Yes

you do need a jacket based on the weather in Hamilton, ON, Canada 2 minutes ago

Why? Because the rain is just enough to ruin your hairstyle but not your mood and it's cool. Pleasantly cool, but cool!
52°F11°C & Rain

Wind is 7 mph12 km/h from the Southeast, gusting to 13 mph21 km/h
May 22
1am52°F11°C8 mph12 km/h SoutheastRain
2am51°F11°C5 mph7 km/h NortheastRain
3am51°F10°C6 mph10 km/h NortheastRain
4am51°F10°C5 mph9 km/h NortheastRain
5am50°F10°C4 mph6 km/h NortheastDrizzle
6am50°F10°C4 mph6 km/h NortheastDrizzle
7am50°F10°C3 mph4 km/h NortheastDrizzle
8am51°F10°C4 mph7 km/h SoutheastDrizzle
9am51°F11°C5 mph8 km/h SouthDrizzle
10am52°F11°C5 mph8 km/h SouthDrizzle
11am53°F11°C5 mph8 km/h SouthDrizzle
12pm54°F12°C5 mph9 km/h SouthDrizzle
DateLowHighWindDayNight
May 2250°F10°C56°F13°C5 mph8 km/h from SouthDrizzleDrizzle
May 2347°F8°C54°F12°C12 mph19 km/h from NorthwestDrizzleDrizzle
May 2446°F8°C59°F15°C11 mph17 km/h from NorthwestMostly CloudyPartly Cloudy
May 2546°F8°C62°F17°C7 mph12 km/h from NorthwestMostly CloudyMostly Clear
May 2646°F8°C66°F19°C4 mph6 km/h from EastPartly CloudyPartly Cloudy
May 2750°F10°C63°F17°C9 mph14 km/h from NortheastMostly CloudyDrizzle
May 2851°F10°C60°F16°C9 mph15 km/h from NortheastRainRain

Yes

Low of 46°F8°C, High of 55°F13°C
Wind: 12 mph19 km/h
Precipitation: 77% rain

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