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    Little Italy Annapolis

    4.1 (94 reviews)
    ModerateItalian, Salad, Soup
    Open 11:00 am - 10:00 pm

    Order Little Italy Annapolis Takeout or Delivery

    Little Italy Annapolis Photos

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    LITTLE ITALY ANNAPOLIS ATMOSPHERE

    What's the vibe?
    Dogs allowed
    Good for kids
    Good for groups

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    Chicken Wings (Chesapeake)
    Robin C.

    I ordered the chicken Original Cheesesteak. It was very good and flavorful 9.5/10. It comes with fries. The fries were very soft (which I like) but they fidnt have any seasoning. After I added some Oldbay and they were perfect! I also ordered Chicken Wings (yes I know I'm fat) but they were just okay, 7/10. The wings come with celery. Also, don't mind the pictures, I started eating before I took the pictures. We've already established I'm fat. This ordered was delivered so I'm unsure of the establishment and parking etc.

    Steak and Cheese
    Virginia D.

    Food was good! Pizza you order is different than the display pizza which is fine just smaller. Service was fast and friendly. The place is a nice size and clean.

    Penne arrabiata
    Janet L.

    I wish I knew more places like Little Italy Annapolis in Baltimore because this place was on point. Classic Italian place where you order pasta, sandwiches, pizza, Stromboli and more and eat on checkered tablecloth booths and tables! Highly recommend the garlic knots! They were cheery and flavorful and lovingly dunked in butter. I got the penne arabbiata and it was so yummy! Al dente pasta with a slightly spicy tomato sauce and two pieces of garlic bread. So happy that my friend who is local recommended this place because everything from the cheesesteak and Stromboli were on point! Classically prepared food that's affordable and delicious without all of the pomp and circumstance.

    Veggie Lovers Pizza & Supreme Cheesesteak Sub
    Starvel D.

    Upon entry, I was greeted by the cashier. He was really helpful & provided great customer service. He answered my questions & gave me recommendations. I ended up ordering two slices of pizza and an order of garlic knots. The smallest order is three knots. Let's start with these garlic knots. As soon as I opened the container the smells just hit me. All that garlicky, yummy goodness was overwhelming in the best way. OMG! I ordered an extra marinara sauce because I'm a saucy kind a girl. The garlic knots remind me of a cinnamon roll because of the way they are shaped and layered. Not typical of most garlic knots that I've had but still very good. The cashier told me that the veggie pizza was his favorite and it might just be my favorite now too. It's one of the best veggie pizzas I've had in a while in terms of the flavor. I don't know if they season the vegetables or if it's just from the sauce and the cheese but it just has a really nice flavor to it. It doesn't just taste like raw veggies on pizza. There was spinach, mushrooms, broccoli, red onions, roasted red peppers, and it just tasted really good together. I wish I could've gotten two slices but there was only one left. My other slice of pizza was the supreme pizza. It had pepperoni, sausage, mushrooms, green peppers, and onions. This was good too, no complaints. Overall a pretty good meal. I think I'll be back to Little Italy to grab some slices and some garlic knots in the near future.

    Cheese pizza
    Dani E.

    This place was so good!! We came here after not being able to kayak at Spa creek. The pizza was really a nice surprise.. loved how thin it was and how crunchy the edges were. Would definitely eat here again sometime soon!

    Thin crust pizza

    Nice pizza joint with both carry-out and sit-in options. The prices were reasonable, and the pizza was good. However, the lasagna was disappointing--obviously frozen with a solid bottom layer. Despite the menu's claim of "LASAGNA MAMMA MIA old fashioned meat and cheese lasagna like Mamma used to make," this was definitely not true. The fries seemed old, like they were from the bottom of the bag.

    They verbally confirmed my order of mussels linguine at pickup. I drive 15 minutes home and open the container to find this.
    Michael M.

    Edit: Upon seeing this review in a local neighborhood group, one of their employees proceeded to lie about what happened and claim that I was yelling at the employee. After someone else vouched that I didn't do that, he then changed his story and claimed something else. This is the worst treatment I've ever had at a restaurant. Having an employee lie about a customer on social media is revolting. Be warned, check your food at Little Italy. My wife ordered mussels and linguine. I got there, had them verbally confirm the order as "mussels and linguine." I drive all the way back home to find that they gave me a container of mussels, no pasta. I drive the 15min back to the store to get it replaced. When I showed the person at the counter, she said she made a mistake and was replacing it. I asked for my money back and she said, dead serious, "I can't refund you, I'm already replacing it for free" as if replacing the wrong order was something they normally would have charged money for. I ask to speak to the manager, but no one on the site had the authority to make decisions and the manager was out. So, now I'm out 40min of my time + the cost of gas and I still need to spend more time to call the manager to try and get some money back for a careless mistake that should have been dealt with on the spot. This was incredibly unprofessional and a huge waste of my time. Given Spizzico closed, I was really disappointed to have such an awful experience with Little Italy. I'll be driving the extra distance for Pasticcio from now on.

    Chicken cheesesteak
    Candi D.

    The chicken cheesesteak was so good! Had lots of meat on it. My husband enjoyed the steak and cheese, but said he'd get extra meat next time. Fries are hand cut style. Pizza and meatballs look good too. Will be eating those later tonight. We don't recommend the pizza fries though. Reasonable prices. Will return!

    Cold cut with a side of fries

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    8 months ago

    I ordered spaghetti with meat sauce and had Italian sausage added, and it was absolutely delicious. I highly recommend little Italy.

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    6 years ago

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    1 year ago

    Fantastic pizza and super friendly staff. Super yummy garlic knots. Love the traditional Italian pizzeria ambiance!

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    2 years ago

    Pizza was fresh and quality ingredients. Service was fast and friendly. Cute little insides to dine and eat. Very clean!

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    3 years ago

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    2 years ago

    Love this little hidden gem. Friendly service. Homey little Italian place. Reasonable prices and great pizza!

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    3 years ago

    Delicious food, my son loves ordering pasta dinners from there! Great service and nice looking interior too!

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    Osteria 177

    Osteria 177

    4.3
    (390 reviews)
    1.6 mi
    $$$

    We had an excellent dinner at Osteria 177. Everything we ordered was incredibly good…read more We started with the Ostriche Alla Fiorentina, Polipo Alla Piastra Su Crema di Peperoni Dolci, and the Caesar Salad. The baked oysters were rich and flavorful, the grilled octopus was especially well prepared, and even the Caesar salad stood out rather than feeling like an afterthought. For our entrées, we had the Branzino al Forno and Cappesante con Agro alla Siciliana. Both were outstanding. The branzino was perfectly cooked, and the sea scallops were just as impressive. The restaurant was very busy, but surprisingly quiet and comfortable. The atmosphere felt upscale without being stuffy, making it a great choice for a date night where you can actually enjoy the meal and have a conversation. The service was excellent throughout the evening--professional, attentive, and a great match for the quality of the food. There really wasn't a weak dish in the entire meal. Osteria 177 delivered one of those dinners where everything simply worked: excellent seafood, great service, and an upscale atmosphere. We would definitely return.

    Osteria 177 is deserving of 10 stars. Had an exceptional meal on Sunday with my wife. This is our…read morefavorite restaurant. I had a rigatoni with sausage, truffles in a cream sauce and every bite was absolutely delicious. That was followed by a Chicken Saltimbocca which was so tender and delicious, a knife was not needed. Every bite melted in my mouth. My wife had an oyster appetizer and a seafood entree I believe Cioppino which she loved. Osteria is consistently delicious. The service is impeccable. Dimitri is an incredible server. I have never had anything here that was less than delicious. The ambience is terrific, industrial art-deco (if there is such a thing). I can say without hesitation that Osteria 177 is the kind of restaurant that you savor every morsel. I've had the pounded veal chop; filet of beef with different sauces; other pastas and appetizers and everything is a win win here. Well worth the trip and the price. Just delicious!!!!!!!!!!

    Photos
    Osteria 177
    Grilled octopus
    Grilled octopus
    Front entrance

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    Front entrance
    Acqua Al 2

    Acqua Al 2

    4.0
    (132 reviews)
    1.6 mi

    From the moment we walked in, I was impressed by the ambiance. The restaurant has a warm, intimate…read moreatmosphere that makes it perfect for a date night, anniversary, or celebrating a special occasion with friends. We visited as part of a bachelorette party, and it couldn't have been a better choice. I ordered the espresso martini, the fungi fettuccine, and the tiramisu for dessert, and every single item was delicious. We also shared several appetizers, including the meat and cheese boards, which were absolutely incredible. Everything was fresh, beautifully presented, and full of flavor. The service was just as impressive as the food. Our server was attentive, friendly, and made our celebration feel special. One of the highlights of the evening was being invited to the speakeasy downstairs, where we were treated to complimentary drinks. It was such a fun surprise and made an already memorable night even better. Overall, this was an outstanding dining experience from start to finish. Between the amazing food, exceptional service, and beautiful atmosphere, I would absolutely recommend Acqua al 2 to anyone looking for a memorable meal in Annapolis.

    Absolutely loved my experience at Acqua Al 2 Restaurant! From the moment we arrived, the service…read morewas top-notch and the entire experience felt warm, welcoming, and elevated. For my entrée, I ordered the Controfiletto al Pepe Verde, a New York strip steak with green pepper cream sauce, and WOW! The steak was incredibly delicious, tender, and cooked beautifully. The green pepper cream sauce was the perfect complement and added so much flavor to every bite. Between the amazing food, impeccable service, and wonderful atmosphere, Acqua Al 2 definitely delivered. This is a restaurant I would happily return to and highly recommend for anyone looking for an unforgettable Tuscan dining experience!

    Photos
    Acqua Al 2
    Acqua Al 2
    Acqua Al 2

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    Carpaccio Tuscan Kitchen & Wine Bar

    Carpaccio Tuscan Kitchen & Wine Bar

    3.9
    (470 reviews)
    1.1 mi
    $$

    Meatball MediterraneanThree juicy, tender meatballs that were well executed. The olive-oil-soaked…read morecrostini was the perfect complement--crusty on the outside, soft on the inside, and ideal for soaking up every bit of sauce. The feta chunks neither added nor detracted from the dish. A dollop of mascarpone or ricotta would have given it an even richer, meltier finish. Heck even a whipped feta would've added more depth. The blend of meats was outstanding with a pleasant kick of spice, while the mellow, flavorful marinara had a thinner consistency that made it perfect for crostini dipping. Lobster RavioliThe sauce was unquestionably the star of the show. The pasta tasted homemade with a wonderful texture. Unfortunately, the lobster seemed either overcooked or not at its freshest, as it had a noticeable fishy flavor and a chewy texture. The fresh lump crab, however, made for an excellent garnish and added a bright, sweet contrast. Smoked Pineapple Rum Old FashionedThe pineapple-infused rum came through nicely, giving the cocktail great flavor. The smoke, however, was much more subtle than I expected. I knew it had been smoked because the bartender presented it with a plastic smoking device over the glass. I was anticipating the more dramatic wood-smoke presentation under a glass dome that I'm accustomed to. It was also missing the classic Luxardo or maraschino cherry garnish, and without any garnish at all, it felt like it was missing that final finishing touch. OverallWhile it didn't quite reach Feed My Soul status, everything was genuinely good. An added bonus is that it's within walking distance of Maryland Hall, making it a perfect stop before or after a show. ServiceFriendly staff and impressively fast service. The food arrived much quicker than expected.

    We've gone to this restaurant a few times (as a couple and family of 4) and we've always had a…read morepositive experience. We've never needed a reservation, was seated quick, and had great service. Truly no complaints on that front. The issue is that the food has been a bit hit or miss. I typically get the squid ink pasta and love all the seafood add-ons. But more recently it's been bland and needing flavor. My husband had the Fettuccine Mediterranean a similar issue with missing flavor. The calamari has been a consistent hit but it's just an appetizer. The place has great ambiance, nice for a date night or girls night out, and is very family friendly. But sadly the food wasn't as we last remembered.

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    Carpaccio Tuscan Kitchen & Wine Bar
    Carpaccio Tuscan Kitchen & Wine Bar
    Carpaccio Tuscan Kitchen & Wine Bar

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    Vin 909

    Vin 909

    4.4
    (760 reviews)
    1.3 mi
    $$

    First time here, sat out on the back patio and had a really good meal. Service was very good, we…read morewill definitely be back again. The Artemis pizza was excellent, thin crispy crust which we love! I also got the Sliders, sorry they were gone too fast for a photo! We will definitely go back!

    Vin 909 is hands-down the best dining in Eastport and Annapolis so far. It is totally worth…read morestanding in the long line for. Unless you get there super-early at 4, before the 5pm dinner opening, and then wait in the shorter line. Unless you are having lunch there, and in that case I am guessing it may be the same, ie getting in the cue at 11ish before 12pm. I have had the Spotted Pig pizza and whatever enticing pie specialities they have rotated seasonally. I usually opt for the truffle oil or balsamic glaze on our pizza. I have never needed to tweak their delightful presented ingredients combinations. Their pizzas are that outstanding. Take for instance, a recent summer pizza from the Chef's own garden: "The Cuba Libra pizza ...This white pizza features mozzarella and parmesan cheeses, complemented by pork confit, chile-roasted jicama, pickled red onions, cilantro, and fresh mint." I'd never crave mint on a pizza but if Eastport's Vin 909 is serving it, I'm probably going to enjoy it. If you are the more traditional type, another seasonal pizza featured is the Yankee Pie: "family recipe crust with tomato sauce, mozzarella, ricotta cheese, summer sausage, marinated red peppers and oregano." And yes, please, to another summer, perfect-in-Annapolis feature: "Vaquero Clams: Steamed local little neck clams, English ale, bacon, grilled poblano peppers, garlic guajillo butter, fresh oregano, epazote and cilantro." I love the gigantic Vin 909 featured arugula salad. I also miss their divine french press coffees and Butterscotch Pudding with caramelita points. A little known fact: when I was there, you could purchase extra caramelita points for $2 or $3. Vin 909 is truly the best dining in Annapolis -- or Naptown -- as folks like me say.

    Photos
    Outside
    Outside
    BUTTERSCOTCH PUDDING Pudding, Caramelita Points
    BUTTERSCOTCH PUDDING Pudding, Caramelita Points
    ARUGULA & PROSCIUTTO SALAD Arugula, Prosciutto, Goat Cheese, Crispy Shallots, White Balsamic Vinaigrette

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    ARUGULA & PROSCIUTTO SALAD Arugula, Prosciutto, Goat Cheese, Crispy Shallots, White Balsamic Vinaigrette
    Tuscan Prime Italian Chophouse & Dolce Bar

    Tuscan Prime Italian Chophouse & Dolce Bar

    4.3
    (324 reviews)
    2.1 mi
    $$$

    This restaurant has changed owners and will soon change names. I have had better experiences here…read morein the past. I guess I caught them on an off night. Ambiance: Modern and sassy, but can be loud. I'd say it has a very energetic vibe. Not very intimate because of the, sometimes boisterous, patronage. There is a new dress code, but I didn't see it being enforced on a few. Not somewhere to have a quiet refined dinner, at least on a Saturday. However, there is outside seating, which actually is a little more relaxed, if the weather is cooperative. App steak rolls: These are always a hit when going here. Sadly I think these are going away because the new owners want a more authentic Italian restaurant. Steaks: We ordered 3 10 oz filets. 2 were cooked perfectly, the third was very rare in the center when all of them were supposed to be medium. Part of me thinks the back got the order wrong somehow, because the two others were perfect. Very strange. Truffle Fries: Very yummy, although to me, I felt it needed a tad bit more salt, but there is salt on the table as needed. I would definitely order these fries again.

    Tuscan Prime was such a vibe! Whatever you do--get the pasta. Rich, flavorful, and the kind of dish…read morethat makes you stop mid-bite just to say, "Wow." We sat outside and loved the atmosphere. The fire torches gave it such a warm, romantic feel that we honestly forgot we were in the middle of Annapolis. Perfect for date night. I also appreciate that this is one of those rare places where you can dress up if you're feeling fancy, or go more casual and still fit right in. Service was attentive and welcoming without being overbearing--always a plus. If we're back in the area, we'll definitely be returning (and yes, for more pasta).

    Photos
    Short Rib Bolognese
    Short Rib Bolognese
    Spicy Squid Ink Linguini
    Spicy Squid Ink Linguini
    Prime Please

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    Prime Please
    Amalfi Coast Italian & Wine Bar

    Amalfi Coast Italian & Wine Bar

    4.5
    (159 reviews)
    10.7 mi

    This place is so cute! My partner & I were in the area for something else. She had already scoped…read morethis place out and wanted to come for an early dinner. First of all, can we just talk about how cute historic Stevensville is?!!! There's a cute little historic Post Office and cute little shops. Anyway, the food here was great! We came a bit early so we were seated right away in the bar portion of the restaurant. But mid-dinner, the place started getting packed! This is a popular place! We started with drinks. She ordered a smoked old fashioned which was an experience! The smoke lingered for a bit. I got the limoncello martin, which had this delicious foam on top. They were both STOUT drinks and very tasty. For dinner I ordered the special, which was the Seafood Cannelloni. OMG, it was so good! The pasta tubes were stuffed with shrimp, scallops, crabmeat, ricotta cheese, mozzarella cheese, and spinach. The sambuca cream sauce was divine! It was sweet. Not overly sweet, but enough to keep you going in for another bite. I ate the whole dish!!! My partner ordered the Linguine Seven Fishes. She loved it. Overall, it was a great experience! Tobias was an attentive server and everyone on the staff was friendly. There's parking in the back. We'll definitely come back!

    Visited on a Thursday and loved the cozy vibe here! It's right downtown, so parking can be slim,…read morebut the experience makes up for it. The bar area is cute and has a lot of sunshine with a view of the Main Street. There is faint Italian music playing, you feel like you're dining in a private home. The bartender was nice but busy trying to manage the whole front room alone. The bruschetta was delicious--so flavorful and crispy. They boast an impressive wine selection, which is hard to find on the island. I customized my salmon pistachio and it was lovely even with the messy plating. Definitely worth a try if you want a nice atmosphere and flavorful Italian food! #Enjoygoodpeople

    Photos
    Many dinning rooms ( joint and private)
    Many dinning rooms ( joint and private)
    Linguine Seven Fishes
    Linguine Seven Fishes
    Brussels sprouts appetizer

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    Brussels sprouts appetizer
    Maggiano's Little Italy

    Maggiano's Little Italy

    3.6
    (343 reviews)
    2.8 mi
    $$

    The staff was wonderful! I ran into someone who I used to work with who I hadn't seen in a very…read morelong time named Layla. She is one of the sweetest people I know. The staff treated my partner and myself like celebrities! The food from the appetizers to dessert was delicious! The ambiance was very comfortable and laid back. My boyfriend and I still talk about it to this day. Thank you for the dining experience of a lifetime! Tonya Nick

    As many times as I've been to Maggiano's in Annapolis, I am so surprised that it's taken me this…read morelong to finally write a review. Better late than never because I've never had anything less than a five star experience at this location. One thing I love is that you can make a reservation in advance so we were seated promptly in a booth as requested for our date night. Our server of the night was Gian (sp?), he was amazing, attentive, personable and full of great suggestions. Gian recommended the Grand Margarita and I must say 10/10, highly recommend :) I started with the Maggiano's salad and went with my usual the Rigatoni D (this time I added grilled shrimp) both were excellent. The Mr. decided on the ribeye which he enjoyed, he was a little bummed they didn't have horseradish but Gian to the rescue with a substitute that did the trick. I was a little disappointed to see Gigi's butter cake was no longer on the menu (was my favorite!), but the Apple Crostada is still a solid choice. Our date night marked another great experience at Maggiano's.

    Photos
    The beautiful Bar
    The beautiful Bar
    New York Style Cheesecake
    New York Style Cheesecake
    Center-Cut Filet Mignon** .... DELICIOUS

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    Center-Cut Filet Mignon** .... DELICIOUS

    Little Italy Annapolis - italian - Updated August 2026

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