A Little Slice of Italy on Main Street
Leonardo's Pizza has been feeding Gloucester from the heart of Main Street since 1985 — real Italian comfort food, made fresh every day, in a city we're proud to call home.
Leonardo's Pizza | Our Story
Rooted on Main Street
We opened on Gloucester's historic Main Street in 1985 with one goal: bring bold Italian flavor to a waterfront city that deserved a great neighborhood pizzeria. We're still here — same street, same devotion.
Chicago Deep Dish, Gloucester-Style
Our Chicago-style deep dish takes 30–40 minutes to build — golden buttery crust layered with sausage, garlic, feta, spinach, and bacon. In coastal New England, it's an unexpected treasure worth every minute.
More Than a Pizza Shop
Beyond the deep dish, our kitchen turns out golden calzones, hearty cheesesteaks, homemade pasta dishes, specialty pizzas, and dessert calzones — all built on dough and sauce we make fresh every morning.
Fresh Every Day, No Exceptions
We make dough and sauce from scratch each morning because you can taste the difference. Every pie that leaves our kitchen carries that commitment in every bite.
Gloucester's Gathering Place
Our owner works the kitchen and greets guests personally. Whether you're a first-timer or a regular since 1985, you're welcome at our table.
