Leonardo's Pizza, nestled at 273 Main St in Gloucester, MA, has garnered rave reviews from both locals and visitors alike, making it a must-try for pizza enthusiasts. Patrons like Charlene Patterson rave about the "huge menu" that offers a delightful array of options beyond the typical seafood fare of the area. Every dish, from the classic cheese pizza to the Chicago deep dish, is praised for its freshness, with homemade sauce and dough prepared daily. Customers often highlight the welcoming atmosphere and friendly service, which enhances the dining experience, as noted by Andrea Manzo. Many reviews emphasize the generous portion sizes, ensuring that no one leaves hungry. The cleanliness of the establishment adds to its charm, making it a comfortable spot for families, as Tanner Wnukowski experienced during a meal with a large group. Desserts also receive high marks, and Cinnie mentions the cheese pizza's nostalgic taste reminiscent of the renowned Regina's in Boston. Whether you choose a hot sub or indulge in a hearty panini, Leonardo's Pizza promises a satisfying meal in the heart of downtown Gloucester. With its combination of quality food, friendly service, and a variety of menu options, Leonardo's stands out as a top contender for pizza lovers.
Amenities and More
Accessibility
Has wheelchair-accessible car park
Has wheelchair-accessible entrance
Has wheelchair-accessible seating
Has wheelchair-accessible toilet
Service options
Has no-contact delivery
Offers delivery
Offers takeaway
Serves dine-in
Popular for
Popular for lunch
Popular for dinner
Good for solo dining
Offerings
Serves comfort food
Quick bite
Dining options
Serves lunch
Serves dinner
Has catering
Serves dessert
Amenities
Has toilet
Atmosphere
Casual
Crowd
Family friendly
Good for groups
LGBTQ+ friendly
Popular with tourists
Transgender safe space
Popular with university students
Planning
Accepts reservations
Payments
Accepts credit cards
Accepts debit cards
Accepts NFC mobile payments
Credit cards
Children
Good for kids
Has kids' menu
Parking
Free of charge street parking
Paid street parking
Plenty of parking
Pets
Dogs allowed outside
Photos
Reviews For Leonardo's Pizza
Charlene Patterson
May 19,2025
Omg this place was just AWESOME ! I would be in trouble if we had this at home lol. Honestly if your in the area and want something different than the seafood you have to drop in. They have a Huge menu and we sampled Alot.Everything was delicious and made fresh to order.The sauce and dough for the pizza is made fresh daily. We did eat in and the service was great and everyone was very friendly
Nikki
May 11,2025
We drove 45 min to come here & it was totally worth the drive. The workers are all so friendly and the food is best. I highly recommend the Chicago deep dish!! They give you really good portions too.
Andrea Manzo
May 6,2025
Absolutely delicious pizza with that real pizza shop feeling in the heart of downtown. Very friendly staff and clean store. Amazing desserts!
Tanner Wnukowski
Apr 28,2025
Came to eat inside with 11 of my family members. The pizza and fries were absolutely amazing. The workers behind the counter were kind and attentive even though its not a typical sit-down restaurant. Would reccomend to anyone looking for a good pizza!
Cinnie mon
Mar 15,2025
Great cheese pizza! (Reminds me of a favorite- Reginas Boston- from 20 years ago.) A few mishaps due to Uber, but out of the many North Shore pizzas tried over past few years, this picky eater definitely puts Leonardos at the top, #1 or #2.
Donny Philippe
Feb 18,2025
Best Deep Dish Pizza I've ever had. Outstanding. They have a juicy Steak and Cheese & the workers are amazing. I recommend their Chicago Style Deep Dish Pizza (takes 30 to 40 minutes to make). When I come here again, I'll have to do meet with it. I did a plain cheese and it was amazing, I can only imagine meat with it. Great place!
Sam Pechar
Feb 15,2025
Ordered a simple meatball sub for pickup at lunch time. It was ready in 10 mins and toasted, hot & fresh. Definitely the best meatball sub I've had in a few years, plus it was HEFTY. Can't wait to come back and try the pizza.
Lisa Reyes
Feb 9,2025
Oh my gosh, the deep dish was the best I've ever had! The owner/cook was so friendly. We are planning on coming back tomorrow to try the lasagna
Reviews For Leonardo's Pizza