Consider asking on r/FoodNYC (+ be specific), but for the most part, some places are already kicking off their outdoor heating systems now. 2 winters in due to the pandemic, nowadays it’s a mixed bag dining outdoors: on one hand it’s a different experience & easy to get in+out (still have to go indoors to use the restroom + talk to FOH staff), but it’s not the “cleanest” places in terms of vermin, it’s always uncertain in regards to extreme cold/snow days/ice that may inevitably happen this winter, and you can never know what happens outside those four walls of the outdoor dining shelter.