Yes

you do need a jacket based on the weather in Fairfield, CT, USA 1 second ago

Why? Because looks like it's raining and too cold for just a hoodie, too warm for a parka and it's on the windy side!
46°F8°C & Rain

Wind is 9 mph14 km/h from the North, gusting to 24 mph38 km/h
May 22
11pm46°F8°C8 mph12 km/h NorthDrizzle
May 23
12am45°F7°C7 mph11 km/h NorthwestDrizzle
1am45°F7°C6 mph10 km/h NorthwestCloudy
2am45°F7°C5 mph9 km/h NorthwestCloudy
3am45°F7°C5 mph8 km/h NorthwestCloudy
4am45°F7°C5 mph8 km/h NorthwestCloudy
5am46°F8°C4 mph7 km/h NorthwestCloudy
6am46°F8°C4 mph7 km/h WestCloudy
7am47°F8°C2 mph4 km/h NorthwestCloudy
8am47°F9°C2 mph3 km/h NorthwestCloudy
9am48°F9°C2 mph4 km/h WestCloudy
10am49°F10°C3 mph5 km/h SouthwestCloudy
DateLowHighWindDayNight
May 2245°F7°C50°F10°C7 mph11 km/h from NortheastRainRain
May 2345°F7°C59°F15°C5 mph8 km/h from WestDrizzleDrizzle
May 2448°F9°C60°F16°C12 mph19 km/h from WestMostly CloudyPartly Cloudy
May 2549°F9°C64°F18°C10 mph16 km/h from NorthwestPartly CloudyMostly Clear
May 2649°F9°C69°F20°C4 mph7 km/h from NorthwestMostly ClearMostly Clear
May 2751°F11°C71°F21°C5 mph8 km/h from SouthMostly CloudyCloudy
May 2855°F13°C67°F19°C8 mph12 km/h from EastDrizzleDrizzle

Yes

Low of 45°F7°C, High of 59°F15°C
Wind: 5 mph8 km/h
Precipitation: 52% rain

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