Yes

you do need a jacket based on the weather in Colorado Springs, CO, USA 1 second ago

Why? Because it's cool. Pleasantly cool, but cool!
53°F12°C & Clear

Wind is 9 mph15 km/h from the Southeast, gusting to 15 mph24 km/h
October 30
11pm53°F11°C9 mph15 km/h SoutheastClear
October 31
12am49°F9°C6 mph10 km/h SoutheastClear
1am45°F7°C6 mph10 km/h SoutheastClear
2am43°F6°C5 mph8 km/h SoutheastClear
3am40°F4°C4 mph7 km/h EastPartly Cloudy
4am38°F3°C3 mph6 km/h EastClear
5am36°F2°C3 mph5 km/h NortheastClear
6am36°F2°C3 mph4 km/h SouthClear
7am34°F1°C3 mph4 km/h SouthClear
8am33°F1°C3 mph4 km/h WestMostly Clear
9am33°F0°C3 mph5 km/h NortheastMostly Cloudy
10am32°F0°C3 mph4 km/h NorthwestMostly Cloudy
DateLowHighWindDayNight
October 3032°F0°C56°F13°C8 mph12 km/h from EastClearMostly Clear
October 3131°F-0°C51°F11°C6 mph9 km/h from NortheastMostly CloudyClear
November 128°F-2°C58°F15°C3 mph5 km/h from SoutheastMostly ClearClear
November 242°F5°C74°F24°C4 mph7 km/h from SouthwestClearMostly Clear
November 342°F6°C58°F14°C9 mph15 km/h from SoutheastPartly CloudyPartly Cloudy
November 442°F6°C72°F22°C4 mph6 km/h from NorthMostly ClearClear
November 542°F5°C61°F16°C7 mph12 km/h from SouthClearMostly Clear

Yes

Low of 31°F-1°C, High of 51°F11°C
Wind: 6 mph9 km/h
Precipitation: None

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