Yes

you do need a jacket based on the weather in Portland (Southeast Portland), Oregon, United States 1 second ago

Why? Because the cold's there, but it's just a reminder, not an invasion!
45°F7°C & Mostly Clear

Wind is 5 mph8 km/h from the Southwest, gusting to 11 mph17 km/h
October 27
5am45°F7°C5 mph9 km/h SouthMostly Clear
6am45°F7°C6 mph9 km/h SouthMostly Cloudy
7am44°F7°C6 mph9 km/h SouthMostly Clear
8am44°F6°C5 mph9 km/h SouthMostly Cloudy
9am43°F6°C5 mph8 km/h SouthDrizzle
10am43°F6°C5 mph9 km/h SouthMostly Cloudy
11am42°F6°C6 mph9 km/h SouthMostly Cloudy
12pm42°F5°C5 mph7 km/h SouthPartly Cloudy
1pm42°F5°C4 mph7 km/h SouthPartly Cloudy
2pm42°F6°C5 mph8 km/h SouthMostly Cloudy
3pm43°F6°C4 mph7 km/h SouthMostly Cloudy
4pm44°F7°C5 mph7 km/h SouthPartly Cloudy
DateLowHighWindDayNight
October 2644°F7°C51°F11°C3 mph5 km/h from SouthwestRainDrizzle
October 2742°F5°C55°F13°C4 mph6 km/h from SouthMostly CloudyPartly Cloudy
October 2841°F5°C59°F15°C4 mph6 km/h from EastMostly CloudyRain
October 2946°F8°C60°F15°C3 mph5 km/h from NorthPartly CloudyMostly Cloudy
October 3042°F6°C62°F17°C6 mph9 km/h from NortheastMostly ClearMostly Cloudy
October 3143°F6°C60°F16°C3 mph4 km/h from SoutheastDrizzleRain
November 146°F8°C59°F15°C5 mph8 km/h from WestRainDrizzle

Yes

Low of 42°F6°C, High of 55°F13°C
Wind: 4 mph6 km/h
Precipitation: None

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