Rooms from $309 to $799. 106 Broadview Ave., 416-362-8439
For decades, this grand 126-year-old building at Queen and Broadview has been hidden under sunbleached signs for the former Jilly’s strip club. After a two-year gut job that preserved the red sandstone exterior and completely modernized the interior, the ex-flophouse is unrecognizable. The 58 guest rooms are a mash-up of various eras; furnishings inspired by looks from the ’20s through the ’80s have been strung together for an eclectic, hipster-approved aesthetic. Atop the well-stocked mini-bars sits a record player with a handful of albums curated by the nearby Tiny Record Shop. The rooftop is one of Toronto’s best spots for a sunset cocktail.