I Maccheroni, Italian Osteria, Paddington

I Maccheroni sits on Jersey Road in Woollahra, in the heart of Sydney's elegant eastern suburbs near Paddington. An authentic Italian osteria, it's built a strong following with the kind of warm, generous cooking and convivial atmosphere that defines genuine Italian dining — a charming neighbourhood favourite in a sophisticated part of the city.

The appeal is that combination of authentic Italian fare and a relaxed, welcoming osteria feel, ideal for a leisurely lunch, a romantic dinner or a catch-up over good food and wine. In an area with discerning diners and plenty of choice, building this kind of loyal following speaks to a place that does the classics genuinely well.

With a 4.7 rating from more than 1,000 reviews, it's clearly delighting its diners. Menus, opening hours and pricing change with the seasons, and a popular neighbourhood osteria fills up on weekends, so it's worth checking current details and booking directly before you go — particularly if you're after a table at a peak time, dining with a group, or planning a relaxed weekend meal in Woollahra.