Yes

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

Why? Because the cold's there, but it's just a reminder, not an invasion and it's windy enough to give you a brand new hairdo!
45°F7°C & Partly Cloudy

Wind is 11 mph18 km/h from the West, gusting to 24 mph39 km/h
October 25
8pm45°F7°C11 mph18 km/h WestPartly Cloudy
9pm44°F7°C12 mph19 km/h WestMostly Cloudy
10pm44°F6°C11 mph18 km/h WestCloudy
11pm43°F6°C10 mph17 km/h WestMostly Cloudy
October 26
12am43°F6°C10 mph16 km/h WestPartly Cloudy
1am43°F6°C10 mph17 km/h WestMostly Clear
2am42°F6°C10 mph17 km/h WestMostly Clear
3am42°F5°C10 mph17 km/h WestMostly Clear
4am41°F5°C11 mph17 km/h WestClear
5am41°F5°C10 mph17 km/h WestClear
6am40°F5°C10 mph16 km/h WestClear
7am41°F5°C10 mph16 km/h WestClear
DateLowHighWindDayNight
October 2443°F6°C52°F11°C11 mph17 km/h from WestPartly CloudyPartly Cloudy
October 2540°F5°C52°F11°C12 mph20 km/h from WestRainRain
October 2747°F8°C56°F13°C14 mph22 km/h from WestPartly CloudyMostly Cloudy
October 2847°F8°C58°F15°C13 mph21 km/h from WestMostly CloudyMostly Cloudy
October 2947°F8°C58°F14°C9 mph15 km/h from SouthwestMostly CloudyMostly Cloudy
October 3050°F10°C59°F15°C11 mph18 km/h from SouthCloudyDrizzle
October 3152°F11°C58°F15°C11 mph18 km/h from SouthwestDrizzleMostly Cloudy

Yes

Low of 40°F5°C, High of 52°F11°C
Wind: 12 mph20 km/h
Precipitation: 60% rain

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