928 Dundas West, 416-551-8854, theblackhoof.com
You likely know Jennifer Agg as the visionary behind this celebrated barnyard bistro, but she first dazzled downtown with her mixology skills at Cobalt on College back in the late 90s. That's where she developed her signature Manhattan, a classic blend of 10-year-old Canadian rye whiskey, Carpano Antica Formula vermouth and house-made bitters finished with local cherries soaked in a tincture of bitter almonds ($16/3 ounces). Make mine a double!
The Harbord Room
89 Harbord, 416-962-8989, theharbordroom.com