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Gloucester's Neighborhood Pizzeria Since 1985
For decades, Leonardo's Pizza has been crafting the best deep dish pizzas and home made pasta with quality ingredients prepared daily. Come hungry, leave happy!
Deals for the Whole Table
Enjoy two large cheese pizzas for $23.99 every day, plus a free fifth pizza when you order four. Perfect for family dinners, parties, and sharing with friends.
From Our Kitchen
The Deep Dish
We build it in layers — buttery crust, rich fillings, melted cheese on top. It takes 30–40 minutes, and it is absolutely worth the wait.
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.
Food was great, and the entire family enjoyed a good meal. Guy's attitude was friendly and welcoming.
The staff is very friendly and respectful. Taste is good as well.
Good and hearty food. Old-fashioned atmosphere. I love the custom calzone
Features
Dine In
Catering
Delivery
Takeout
Leonardo's Pizza Rewards
Join our rewards program, earn points every time you order online, and redeem your points for free food!
Frequently Asked Questions
What are you known for?
We are known for Bolognese, Calzone, Chicken Wings, Grilled Chicken Sandwich, Panini, Sandwiches, Pasta, Tiramisu, Carbonara, Chicken Parmesan, Ravioli, Meatballs, Garlic Bread, Lasagna, Wings, Salads, Cheesecake, Cheese Pizza, Deep Dish, Blt, Club Sandwich, Roast Beef Sandwich, Turkey Sandwich, Tuna Sandwich, Mozzarella Sticks, Spaghetti, Caesar Salad, Fettuccine Alfredo, Greek Salad, Antipasto Salad, Deli Sandwiches, Cheese Steak, Chicken Salad, Chicken Sandwich, and Grilled Chicken
Where are you located?
We are located in Gloucester, MA at 273 Main St
What areas do you serve?
We serve the following areas: Five Pound Island, Rocky Neck, Gloucester, Dogtown Commons, Riverview Landing, Freshwater Cove Village, Riverdale Station, Rockport, Lands End, Kettle Cove Village, Pigeon Cove, Ocean View, South Essex, Manchester-by-the-Sea, Essex, Essex Falls, West Manchester, Little Neck, Wenham Neck, and Hamilton.
Our location
