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Sleep
The only thing missing from Ossington is a place to put your head. Thankfully, the city’s two best boutique hotels are just around the corner. The Drake Hotel (1150 Queen St West, 416-531-5042) has 19 smallish rooms (Queen $189, suite $299) and a buzzy bar scene. The Gladstone Hotel (1214 Queen St West, 416-531-4635) is a beautifully restored 19th-century manse with 35 rooms (double $185, suite $375)—each one whimsically designed by a local artist.