Opened during the Prohibition as the Sir Francis Drake, this completely renovated and renamed version debuted in June 2022 with a bright new design that nevertheless complements its storied heritage. Blackout shades and plush-top, gel-foam mattresses in the 418 rooms help bring sweet dreams in the midst of vibrant Union Square nightlife — including the Starlite Room, the latest incarnation of the late Harry Denton’s hotspot, due to open in early 2023.