Yes

you do need a jacket based on the weather in Pleasantville, NY 10570, USA 1 second ago

Why? Because it's not very warm out.
55°F13°C & Cloudy

Wind is 5 mph8 km/h from the S, gusting to 11 mph18 km/h
May 3
9pm54°F12°C5 mph8 km/h SMostly Cloudy
10pm53°F11°C4 mph7 km/h SMostly Cloudy
11pm51°F11°C3 mph5 km/h SPartly Cloudy
May 4
12am50°F10°C3 mph4 km/h SMostly Clear
1am49°F9°C2 mph4 km/h SEPartly Cloudy
2am47°F8°C2 mph3 km/h SEPartly Cloudy
3am46°F8°C2 mph3 km/h EPartly Cloudy
4am46°F8°C2 mph4 km/h EMostly Cloudy
5am45°F7°C3 mph4 km/h NEMostly Cloudy
6am44°F7°C3 mph4 km/h NEMostly Cloudy
7am47°F8°C2 mph4 km/h NEMostly Cloudy
8am51°F10°C3 mph6 km/h EMostly Cloudy
DateLowHighWindDayNight
May 349°F10°C63°F17°C3 mph5 km/h from SEMostly CloudyMostly Cloudy
May 444°F7°C65°F18°C7 mph11 km/h from SEMostly CloudyDrizzle
May 546°F8°C55°F13°C8 mph12 km/h from SERainRain
May 652°F11°C74°F23°C4 mph6 km/h from WDrizzleMostly Cloudy
May 754°F12°C74°F23°C5 mph7 km/h from SEPartly CloudyDrizzle
May 854°F12°C67°F19°C6 mph9 km/h from SEDrizzleMostly Cloudy
May 952°F11°C64°F18°C6 mph9 km/h from EDrizzleRain

Yes

Low of 45°F7°C, High of 65°F19°C
Wind: 7 mph11 km/h
Precipitation: None

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