Yes

you do need a jacket based on the weather in Boston (West Roxbury), Massachusetts, United States 1 second ago

Why? Because it's so cold, your tears would freeze mid-cry and the wind is offering free, unsolicited face massages!
31°F-1°C & Cloudy

Wind is 11 mph18 km/h from the North, gusting to 23 mph37 km/h
February 1
8am31°F-1°C12 mph19 km/h NorthSnow
9am30°F-1°C12 mph20 km/h NorthSnow
10am29°F-2°C13 mph21 km/h NorthCloudy
11am28°F-2°C13 mph21 km/h NorthCloudy
12pm28°F-2°C13 mph20 km/h NorthwestMostly Cloudy
1pm28°F-2°C14 mph22 km/h NorthwestMostly Clear
2pm27°F-3°C14 mph22 km/h NorthwestClear
3pm26°F-3°C14 mph22 km/h NorthwestClear
4pm24°F-5°C13 mph21 km/h NorthwestClear
5pm22°F-6°C12 mph20 km/h NorthwestClear
6pm19°F-7°C12 mph19 km/h NorthwestClear
7pm17°F-8°C11 mph18 km/h NorthwestClear
DateLowHighWindDayNight
February 110°F-12°C34°F1°C13 mph21 km/h from NorthSnowClear
February 27°F-14°C28°F-2°C3 mph5 km/h from SoutheastMostly CloudySnow
February 328°F-2°C44°F7°C7 mph11 km/h from SouthwestMostly CloudyCloudy
February 420°F-7°C40°F5°C11 mph18 km/h from NorthwestPartly CloudyMostly Clear
February 516°F-9°C30°F-1°C4 mph7 km/h from NorthwestMostly CloudyMostly Cloudy
February 623°F-5°C48°F9°C7 mph12 km/h from SouthRainMostly Cloudy
February 725°F-4°C46°F8°C13 mph21 km/h from WestPartly CloudyPartly Cloudy

Yes

Low of 7°F-14°C, High of 28°F-2°C
Wind: 3 mph5 km/h
Precipitation: None

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