Charmaine’s

When Proper Hotel opened in fall 2017, it was touted as yet another buzzy, boutique Mid-Market property. But with the arrival of its rooftop bar, Charmaine’s, locals can scope out the scenic, swanky space without shelling out $400+ a night for a room. The drinks are crafted by Josh Harris and Morgan Schtick of Trick Dog fame (formerly called the Bon Vivants, now going by BVHospitality.) The bar’s city-inspired cocktail menu is a nod to San Francisco’s petite “7x7” size (7 miles by 7 miles): It's divvied up into 7 categories, with 7 Instagram-savvy cocktails in each. The roof deck, perched 120 feet over Market Street, is stylish, but the vibe is laid-back—largely due to its hoodie- and T-shirt-clad tech patrons. Bar snacks come courtesy of James Beard nominee Jason Franey, who heads up Villon, the restaurant below.