Yes

you do need a jacket based on the weather in Winchester, VA 22601, USA 1 second ago

Why? Because the wind makes walking forward feel like moonwalking in reverse!
66°F19°C & Cloudy

Wind is 12 mph20 km/h from the South, gusting to 31 mph50 km/h
October 19
11pm65°F18°C13 mph21 km/h SouthDrizzle
October 20
12am62°F17°C12 mph19 km/h SouthwestRain
1am60°F15°C9 mph14 km/h WestRain
2am58°F14°C11 mph18 km/h WestDrizzle
3am56°F13°C9 mph15 km/h SouthwestThunderstorms
4am54°F12°C8 mph13 km/h WestCloudy
5am53°F11°C9 mph14 km/h WestPartly Cloudy
6am51°F10°C9 mph15 km/h WestPartly Cloudy
7am49°F10°C11 mph17 km/h WestMostly Clear
8am48°F9°C11 mph17 km/h WestPartly Cloudy
9am47°F9°C12 mph19 km/h WestMostly Cloudy
10am48°F9°C13 mph21 km/h WestPartly Cloudy
DateLowHighWindDayNight
October 1947°F9°C73°F23°C9 mph15 km/h from SouthRainThunderstorms
October 2045°F7°C61°F16°C12 mph19 km/h from WestMostly ClearClear
October 2140°F4°C70°F21°C6 mph9 km/h from SouthMostly ClearMostly Clear
October 2244°F7°C57°F14°C10 mph16 km/h from WestPartly CloudyMostly Clear
October 2341°F5°C57°F14°C10 mph16 km/h from WestPartly CloudyMostly Clear
October 2438°F3°C58°F14°C8 mph12 km/h from NorthwestMostly ClearMostly Cloudy
October 2538°F3°C57°F14°C2 mph4 km/h from SouthMostly CloudyDrizzle

Yes

Low of 46°F8°C, High of 61°F16°C
Wind: 12 mph19 km/h
Precipitation: None

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