Recommendations? Dinner for group in Annex
Am a big fan of both 93 Harbord and the Boulevard Cafe. Boulevard even has a separate room upstairs which you may be able to use. I've never actually been up there, before though. Boulevard is Peruvian and there is a great range of dishes including light fare.
93 Harbord St, Toronto, ON M5S1G4, CA
161 Harbord St, Toronto, ON M5S1H1, CA
93 Harbord (address is title as well) does very good middle eastern food in a very comfortable atmosphere. I'm not sure about high chairs, though.
Another option might be Rocco's Plum Tomato, on Bloor just west of Honest Ed's. Very personable, good atmosphere, and quick efficient Italian food.