Yes

you do need a jacket based on the weather in Woodstock, ON N4T 0N1, Canada 1 second ago

Why? Because it's so windy, your hat is now someone else's problem, two cities away!
73°F23°C & Windy

Wind is 16 mph26 km/h from the Southwest, gusting to 30 mph48 km/h
June 22
5am73°F23°C16 mph26 km/h SouthwestWindy
6am73°F23°C13 mph22 km/h SouthwestPartly Cloudy
7am74°F23°C12 mph20 km/h SouthwestPartly Cloudy
8am77°F25°C13 mph21 km/h WestPartly Cloudy
9am79°F26°C14 mph23 km/h WestPartly Cloudy
10am82°F28°C15 mph24 km/h WestWindy
11am84°F29°C15 mph25 km/h WestWindy
12pm86°F30°C15 mph24 km/h WestPartly Cloudy
1pm88°F31°C13 mph22 km/h WestPartly Cloudy
2pm89°F32°C12 mph19 km/h WestMostly Clear
3pm90°F32°C11 mph18 km/h WestMostly Clear
4pm90°F32°C11 mph18 km/h WestMostly Clear
DateLowHighWindDayNight
June 2273°F23°C90°F32°C13 mph21 km/h from WestMostly ClearClear
June 2372°F22°C91°F33°C13 mph20 km/h from SouthwestClearClear
June 2472°F22°C89°F32°C11 mph17 km/h from WestPartly CloudyRain
June 2568°F20°C80°F27°C4 mph7 km/h from SoutheastDrizzleRain
June 2664°F18°C80°F26°C6 mph10 km/h from SouthRainRain
June 2764°F18°C82°F28°C8 mph14 km/h from SouthwestDrizzleDrizzle
June 2866°F19°C77°F25°C8 mph13 km/h from NorthwestMostly CloudyMostly Clear

No

Low of 73°F23°C, High of 91°F33°C
Wind: 13 mph20 km/h
Precipitation: None

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