Yes

you do need a jacket based on the weather in Annapolis, MD 21403, USA 1 second ago

Why? Because it's pretty chilly.
58°F14°C & Cloudy

Wind is 8 mph13 km/h from the SW, gusting to 16 mph25 km/h
April 24
9am59°F15°C9 mph14 km/h WCloudy
10am61°F16°C9 mph14 km/h WCloudy
11am64°F18°C10 mph15 km/h WPartly Cloudy
12pm67°F20°C10 mph16 km/h WMostly Clear
1pm69°F21°C10 mph17 km/h WPartly Cloudy
2pm70°F21°C11 mph18 km/h WPartly Cloudy
3pm71°F22°C11 mph18 km/h NWPartly Cloudy
4pm70°F21°C11 mph18 km/h NWPartly Cloudy
5pm70°F21°C11 mph18 km/h NWMostly Clear
6pm69°F21°C10 mph17 km/h NWMostly Clear
7pm67°F19°C9 mph14 km/h NWMostly Clear
8pm63°F17°C8 mph13 km/h NWMostly Clear
DateLowHighWindDayNight
April 2455°F13°C71°F22°C10 mph16 km/h from WPartly CloudyMostly Clear
April 2547°F8°C59°F15°C9 mph14 km/h from NEPartly CloudyPartly Cloudy
April 2643°F6°C63°F17°C9 mph14 km/h from EMostly ClearMostly Cloudy
April 2746°F8°C62°F17°C10 mph17 km/h from SEMostly CloudyPartly Cloudy
April 2854°F12°C75°F24°C9 mph15 km/h from SMostly ClearMostly Clear
April 2960°F15°C78°F26°C7 mph11 km/h from SMostly ClearClear
April 3062°F17°C80°F27°C8 mph13 km/h from SMostly ClearPartly Cloudy

Yes

Low of 46°F8°C, High of 59°F15°C
Wind: 9 mph14 km/h
Precipitation: 5% rain

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