Yes

you do need a jacket based on the weather in Benfleet SS7, UK 1 second ago

Why? Because the cold's there, but it's just a reminder, not an invasion and it's so windy, your hat is now someone else's problem, two cities away!
44°F6°C & Mostly Clear

Wind is 14 mph23 km/h from the West, gusting to 27 mph44 km/h
October 24
2am44°F6°C15 mph24 km/h WestMostly Clear
3am43°F6°C14 mph23 km/h WestMostly Clear
4am43°F6°C14 mph23 km/h WestClear
5am43°F6°C13 mph22 km/h WestClear
6am43°F6°C13 mph20 km/h WestClear
7am43°F6°C13 mph21 km/h WestClear
8am44°F7°C13 mph21 km/h SouthwestClear
9am46°F8°C14 mph23 km/h SouthwestClear
10am48°F9°C15 mph24 km/h WestWindy
11am50°F10°C16 mph26 km/h WestWindy
12pm51°F11°C16 mph26 km/h WestWindy
1pm52°F11°C16 mph26 km/h WestWindy
DateLowHighWindDayNight
October 2343°F6°C53°F12°C15 mph23 km/h from SouthwestMostly ClearMostly Cloudy
October 2442°F6°C50°F10°C13 mph22 km/h from NorthwestPartly CloudyMostly Clear
October 2540°F4°C50°F10°C15 mph24 km/h from WestPartly CloudyDrizzle
October 2743°F6°C53°F11°C16 mph26 km/h from NorthwestWindyMostly Clear
October 2840°F5°C57°F14°C10 mph17 km/h from SouthwestMostly CloudyMostly Cloudy
October 2948°F9°C57°F14°C8 mph13 km/h from SouthMostly CloudyMostly Cloudy
October 3050°F10°C59°F15°C12 mph20 km/h from SouthMostly CloudyMostly Cloudy

Yes

Low of 43°F6°C, High of 50°F10°C
Wind: 13 mph22 km/h
Precipitation: None

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