Yes

you do need a jacket based on the weather in San Jose, CA, USA 1 second ago

Why? Because it's cool. Pleasantly cool, but cool!
58°F14°C & Cloudy

Wind is 2 mph4 km/h from the Southeast, gusting to 6 mph10 km/h
December 22
12am58°F14°C3 mph5 km/h SoutheastCloudy
1am57°F14°C3 mph5 km/h SouthCloudy
2am57°F14°C3 mph5 km/h SouthCloudy
3am57°F14°C3 mph4 km/h SoutheastCloudy
4am56°F14°C3 mph5 km/h SouthDrizzle
5am56°F13°C3 mph5 km/h SoutheastCloudy
6am56°F13°C2 mph4 km/h SoutheastCloudy
7am55°F13°C3 mph4 km/h SouthCloudy
8am55°F13°C3 mph6 km/h SoutheastCloudy
9am55°F13°C3 mph5 km/h SoutheastCloudy
10am56°F13°C3 mph6 km/h SoutheastCloudy
11am56°F13°C3 mph5 km/h SoutheastCloudy
DateLowHighWindDayNight
December 2149°F9°C63°F17°C4 mph6 km/h from SoutheastCloudyDrizzle
December 2255°F13°C67°F19°C4 mph7 km/h from SoutheastMostly CloudyCloudy
December 2356°F13°C67°F20°C4 mph6 km/h from SoutheastCloudyHeavy Rain
December 2449°F9°C60°F16°C6 mph10 km/h from WestRainPartly Cloudy
December 2543°F6°C56°F13°C2 mph4 km/h from NorthwestMostly CloudyCloudy
December 2647°F8°C60°F16°C5 mph8 km/h from SoutheastDrizzleCloudy
December 2750°F10°C58°F14°C5 mph8 km/h from SoutheastRainCloudy

Yes

Low of 55°F13°C, High of 67°F20°C
Wind: 4 mph7 km/h
Precipitation: None

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