Yes, the Envoy Hotel’s rooftop bar buzzes in the summer, but if you want to get sloshed inside a snow globe, Lookout likewise has you covered. Last winter, the chic Seaport spot rolled out a fleet of neon-lit, clear plastic igloos—heated capsules that seat about 10 and let guests enjoy the panoramic views on chilly nights. You don’t even have to leave to retrieve cocktails: Servers are summoned by flipping on a red light. For once, winter can’t come soon enough.
Even when half the city is blanketed in snow, there’s a sizzling scene at this subterranean cocktail den inside hospitality kingpin Seth Greenberg’s behemoth Fort Point French restaurant...