Yes

you do need a jacket based on the weather in Pittsfield, MA 01201, USA 1 second ago

Why? Because the cold's there, but it's just a reminder, not an invasion!
48°F9°C & Cloudy

Wind is 3 mph5 km/h from the West, gusting to 6 mph9 km/h
May 23
12pm49°F9°C4 mph7 km/h SouthwestCloudy
1pm50°F10°C5 mph8 km/h SouthwestCloudy
2pm49°F10°C6 mph10 km/h SouthwestCloudy
3pm48°F9°C6 mph9 km/h SouthwestDrizzle
4pm48°F9°C6 mph9 km/h SouthwestDrizzle
5pm48°F9°C6 mph9 km/h SouthwestDrizzle
6pm48°F9°C7 mph11 km/h WestDrizzle
7pm48°F9°C7 mph11 km/h WestDrizzle
8pm47°F8°C6 mph10 km/h WestCloudy
9pm46°F8°C6 mph10 km/h WestCloudy
10pm46°F8°C6 mph10 km/h WestCloudy
11pm45°F7°C7 mph11 km/h WestCloudy
DateLowHighWindDayNight
May 2341°F5°C50°F10°C4 mph7 km/h from SouthwestDrizzleDrizzle
May 2444°F7°C52°F11°C9 mph15 km/h from NorthwestDrizzleCloudy
May 2545°F7°C57°F14°C9 mph14 km/h from NorthwestMostly CloudyMostly Cloudy
May 2645°F7°C64°F18°C7 mph11 km/h from NorthwestPartly CloudyMostly Clear
May 2745°F7°C68°F20°C3 mph5 km/h from WestMostly CloudyMostly Cloudy
May 2850°F10°C64°F18°C5 mph7 km/h from SoutheastCloudyMostly Cloudy
May 2952°F11°C66°F19°C4 mph7 km/h from SouthMostly CloudyMostly Cloudy

Yes

Low of 44°F7°C, High of 52°F11°C
Wind: 9 mph15 km/h
Precipitation: 46% rain

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