13 Best Italian Restaurants in Annapolis

Osteria 177 Italian • $$$
177 Main St, Annapolis

Customers` Favorites

Cioppino Alla Genovese - Mixed Seafood Soup
Orecchiette Pasta with Sausage
Calamari Alla Griglia
Linguine Alle Vongole
Oysters Rockefeller
Squid Ink Pasta
Lobster Bisque
Arugula Salad
Caesar Salad
Creme Brulee

“We had a blast last night. We are French citizen and we are used to high-end restaurants, we can only compliment the team from Osteria 177. You did a great job and we've felt like traveling back to Europe for one night. Again congratulations!“

4.7 Superb351 Reviews
Giolitti Delicatessen Italian • $$
2068 Somerville Rd, Annapolis

Customers` Favorites

Chicken Parmesan Sandwich
Genuine Italian Cold Cut
Italian Sandwich
Whole Sandwich
Antipasto Salad
Greek Salad
Focaccia
Porchetta
Tiramisu
Caprese

“We parked at the Whole Foods parking lot, bought a couple of things at Whole Foods, then walked across the street to this deli. It is large, full of specialty food items. Being lunch time, we got a couple of sandwiches then ate at one of the tables there. My Milano sandwich was good, but I kept wanting it to have just a little more flavor--perhaps some vinegar to go with the olive oil? I think the prosciutto overpowered the Kalamata olives. Still, it was a good sandwich. My husband liked his roast pork sandwich very much. Overall, we were pleased with our lunches and would return (if we ever go back to Annapolis).“

4.8 Superb71 Reviews
Luna Blu Ristorante Italiano Italian • $$
36 West St, Annapolis

Customers` Favorites

Shrimp & Asparagus Risotto
Linguine Alle Vongole
Scallops Con Polenta
Penne Mare E Monte
Mozzarella Caprese
Chocolate Mousse
Penne Alla Vodka
Caprese Sandwich
Crab Bruschetta
Green Tomatoes

“We had a delicious meal at Luna Blu. The burrata appetizer is excellent and a large portion. Each of us had pasta. Mine was the gluten free Pasta Genovese, with pesto and added Italian sausage. It was outstanding. Our server was very helpful and attentive to our needs. Highly recommended“

4.4 Superb321 Reviews
Tuscan Prime Italian Chophouse & Dolce Bar Italian • $$$
1905 Towne Centre Blvd Suite 100, Annapolis

Customers` Favorites

The Guilded Red Velvet Cake
Cheesesteak Egg Rolls
Short Rib Bolognese
Oysters on the Half
Squid Ink Linguine
Truffle Arancini
Chicken Parmesan
Prime Steak Rolls
Fried Calamari
Grilled Octopus

“This place is so pretty on the inside so be picture ready. I however dined outside thinking the weather was going to stay nice, but it switched up quick. Not until the last minute I seen the heaters and tables that have a fireplace (similar to one). I ordered seafood ravioli that was ok. I also ordered grilled octopus and it was THE BEST I EVER HAD! It comes with this sauce and it was perfectly grilled. That alone won me over. I'm not a drinker but the table over had some drinks and they did look good. I think this place is perfect for a girls night or date night with your boo.“

4.2 Good182 Reviews
Lantico Gusto Italiano Italian •
Mall - Food Court, 1076 Annapolis Mall Rd, Annapolis

Customers` Favorites

3- Pizza Eggplant
Cuban Sandwich
Meatballs
Pastrami

“Great sandwiches and desert! We tried the Italian sandwich and tiramisu. Sandwich was big and flavorful, tiramisu was light and not overly sweet so it was perfect. Nice little family owned spot, finally something different from all the chain and generic restaurants in the mall!“

4.7 Superb42 Reviews
Pasticcio Fresh Italian kitchen Italian • $
150-F, Jennifer Rd, Annapolis

Customers` Favorites

Buffalo Chicken Pizza by the Slice
Arugula Pizza
Chicken Parm
White Pizza
French Fries
Cheesesteak
Greek Salad
Puttanesca
Salads

“WE HAD LUNCH HERE ON MLK, Jr. Day; Monday, January 15, 2024We have eaten here before few years ago but didn’t forget how good it is.We had planned at eating at another take out that served cheesesteaks, unfortunately they were closed. Coming back to Pasticcio was no regret! ?The food was fantastic! (See images). The service was stellar which is we order the food at the counter and once it’s ready it’s delivered to your table. The place is clean and well maintained. Signs of well run staff who care about appearances. The only issue is that it’s so well run that the staff lacks personality. And they are all Latinos. Not one Italian from my observation. Another issue is the place is cold due to the constant patrons entering the restaurant. And I believe there is no heat in the dining area. The only downside. Otherwise, we come back but when the weather warms up!“

4.4 Superb84 Reviews
Acqua al 2 - Annapolis Italian • $$
236 Main St, Annapolis

Customers` Favorites

Carpaccio Di Manzo
Filetto Al Mirtillo
Insalata Caprese
Negroni Classico
Insalata Greca
Gnocchi Verde
Green Gnocchi
Panna Cotta
Lava Cake
Tiramisu

“I feel badly for the person who had a bad experience. Ours was great and our waiter was very attentive. Three of us had dinner here. It was our first time. We very much enjoyed the rustic decor and the food was delicious. For our main dishes, two of us ordered the linguine alla vongole (loaded with clams)and one had the branzino. We also had an octopus salad and two other tasty appetizers. We ate and enjoyed each other’s company for about two hours. It is pricey but worth it.“

4.2 Good401 Reviews
Carpaccio Italian Kitchen & Wine Bar Italian • $$
1 Park Pl, Annapolis

Customers` Favorites

Norwegian Salmon Fillet with Tuscan Potatoes and Fresh Grilled Asparagus
Penne Vodka Carpaccio Style
Chicken Parmigiana Style
Organic Spinach Salad
Risotto Con Carne
Almond Cake to Go
Calamari Fritti
Lobster Ravioli
Margherita Pizza

“Excellent first time dining at Carpaccio! We highly recommend the Vitello Porcini, and will be dreaming about the truffle-infused gnocchi mac & cheese. The dinner helped lead to a first place in age group placing in the Annapolis Half Marathon.“

4.2 Good271 Reviews
Little Italy Annapolis Pizza • $$
1411 Forest Dr b, Annapolis

Customers` Favorites

Original Cheesesteak Sub
Chicken Parmigiana Sub
Cheese Pizza and Wings
Pepperoni Pizza Slice
Cheesesteak and Fries
Small Salad Dressings
Mussels Fra Diavolo
Spaghetti Meatballs
Pasta Fagioli Soup
Side House Salad

“LISTEN I'm from Philly the Italian food capital of the northeast, we have the oldest Italian restaurant in the country. The food in this little restaurant is PHENOMENAL!!! If they ever come to philly to do business I got 25K, I gotta be a part of it!!! Philly should be ashamed. I know they have a little Italian grandma and auntie in the back, the food was amazing and I only had 3 appetizers!!!!“

4.3 Superb72 Reviews
Della Notte Italian • $$
1374 Cape St Claire Rd #1374, Annapolis

Customers` Favorites

Caprese Salad
Bistro Salad
Gnocchi

“I recently had lunch here with friends. I had the Chicken Pesto sandwich on focacio bread. It comes with fries but I requested a side salad. Both sandwich and salad were delicious. The service was attentive. The ambiance is attractive. Prices reasonable.Wheelchair accessibility: This is wheelchair accessible“

4.4 Superb39 Reviews
Maggiano's Little Italy Italian • $$
2100 Annapolis Mall Rd, Annapolis

Customers` Favorites

Prince Edward Island Steamed Mussels
Ziti with Sausage Pasta Marinara
Balsamic Tomato Bruschetta
Lasagna with Marinara
Italian Tossed Salad
Spaghetti & Meatball
Warm Apple Crostada
Eggplant Parmesan
Mushroom Ravioli
Chicken Marsala

“It's been many years since my last visit to Maggiano's. I don't know why I waited so long! I still love this place just as much as I did way back when. For this visit, I introduced my husband, who is a West Coast transport, to Maggiano's to celebrate our third wedding anniversary. After a hectic morning, we just wanted a quiet lunch with some good food.When we arrived, we were promptly seated and our waitress arrived to take our drink orders in no time. I wish I had written this review sooner so that I could tell you her name. She was a sweetheart -- attentive and respectful of our social space, as my husband and I enjoyed each other's conversation. I appreciated her help with making menu selections, especially since I brought my husband there to enjoy his favorite seafood pasta dish that was not on the lunch menu.The timing of our appetizers and entrees was perfect. Our food was fresh, delicious, and plentiful just as I remembered being a key part of Maggiano's service. I am eager to return for branzino with crab imperial, cooked to perfection. Lobster sauce with mashed potatoes, and asparagus with that hint of sweetness grilled vegetables get -- oh man, I'm drooling at the thought. My husband was thrilled with his linguine di mare. The fact that the portion was big enough to shock him was saying a lot because he could pack away that dish. We both took home leftovers, something I always loved about Maggiano's.The food was great, no question. The primary reason that motivated me to write this review was the service we received from our waitress and the manager. Again, I wish I could tell you their names. They made our anniversary celebration so special and memorable. Without being intrusive in our intimate conversation, they acknowledged our celebration by making sure we were comfortable and had whatever we needed to enjoy our meal. You might think this is typical of most restaurants, but the genuine care they showed was heartfelt and still appreciated to this day.We were thrilled with the celebratory chocolate cheesecake and strawberries presented to us. That made my day especially since I had been wanting chocolate-covered strawberries but forgot about them in all my rushing to take care of life obligations. If that wasn't enough, they presented us with a card that was signed by the staff that served us that day. Let me tell you, it was the personal touches and generosity that made this experience so special for us.Kudos to Maggiano's Little Italy in Annapolis Mall! Amazing people are serving us there. Go see them as soon as you can! Lunch is an especially great time to visit. You'll be so glad you did.“

4.2 Good126 Reviews
Mangia - Italian Grill & Sports Bar Italian • $$
81 Main St, Annapolis

Customers` Favorites

Chicken Parmigiana
Meat Lovers Pizza
Cheese Pizza
Meatballs

“We stopped in for lunch with our 2 yr old grandson on Black Friday. The food is great. We sat on the second floor next to the windows with a great view of the water and other shops. The restuarant has great murals.painted throughout. Very charming.“

4.1 Good65 Reviews
Ledo Pizza Pizza • $
505 S Cherry Grove Ave, Annapolis

Customers` Favorites

Pepperoni Pizza
Ledo Salad
Gluten

“Brought 16+ high schoolers in, unannounced, on a Saturday around 3pm…. All with separate orders… Other than the fact that we took up half of the seats, and had to wait for our food (we were really hungry and it felt like forever, but it was less than 25 minutes) the food was pretty good, a bit pricey, but once a year we take the team there after a competition…..“

3.6 Good24 Reviews
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