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Annapolis, MD

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Little Italy Annapolis

4.1 (96 reviews)
ModerateItalian, Salad, Soup
Open • 11:00 am - 9:30 pm
Updated 2 months ago

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LITTLE ITALY ANNAPOLIS ATMOSPHERE

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

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Recommended Reviews - Little Italy Annapolis

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Penne Primavera (Dinner)

Started with the fried Calamari, which where great! The calamari size was much larger than what you'd get at chain restaurants and they weren't overly fried. I got the penne primavera, it tasted delicious, vegetables were also well made. Truly tasted like a homemade meal. My partner got a slice of the cheese, pepperoni & veggie pizza which were also very good and much better compared to chain pizza parlors. They had friendly service which combined with the cozy atmosphere made you feel at home. Definitely plan on coming back for more! I've attached a picture of the penne primavera!

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!

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.

Thin crust pizza

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1 month ago

Great food for the price. Staff was fantastic at hosting a large group. Food came out pretty fast. We ended up eating here twice.

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10 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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1 year ago

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

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3 years ago

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6 years ago

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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

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

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Osteria 177

Osteria 177

4.3(393 reviews)
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Looking for an elevated dining experience? Then make your way to Osteria 177 in historic Annapolis…read moreas we did last night. As we were lead to our table, the chic yet warm decor of this upscale northern Italian restaurant forecasted a lovely evening ahead. Osteria's chef did not disappoint. As a delightful introduction to our meal, the Mozarella di Buffalo Campana boasted tomatoes at their peak of ripeness. The Alce con Riserva di Marsala Pama elk farm strip loin was flavorful and perfectly tender. The organic Atlantic salmon sautéed with roasted peppers, mushrooms and white wine sauce was simply sublime and I silently wondered if a second order would raise eyebrows. Expresso martinis from the expansive bar offerings ended the evening in a delightful way. We left Osteria 177 wholly content.

I'm always in Annapolis and have passed by this spot countless times but never actually dined here…read more Finally, after 50eleven years, I decided, "Why not?" and walked in. Well, that was a mistake because they were booked for the entire night . If you plan to visit on a Friday or Saturday, I strongly recommend making a reservation. I returned during the week and was finally able to get a table. The vibe is giving old-school Italian restaurant, and the service was phenomenal. Our server gave us excellent recommendations for both food and wine pairings. I tried the pumpkin ravioli, which was TO DIE FOR, along with the duck. If you love rich, flavorful, delicious food, this is definitely the spot for you! I'll absolutely be back because there are several other items on the menu I want to try. Whether you're planning a solo date night, a romantic dinner, or a night out catching up with family and friends, this restaurant is worth a visit!

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Acqua Al 2

Acqua Al 2

4.0(133 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.

Very nice Italian restaurant located in Annapolis. Attended restaurant for a work event. The staff…read morewere great. The food is good quality. Dishes were brought out tapas style so you could try different dishes. I wish I was able to try more while I was there. I will have to visit there again.

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Carpaccio Tuscan Kitchen & Wine Bar

Carpaccio Tuscan Kitchen & Wine Bar

3.9(472 reviews)
1.1 mi
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We had a great experience at Carpaccio in downtown Annapolis. The weather was beautiful, so we…read morechose to sit outside. The bar was loud and lively around happy hour, while the patio was much quieter and gave us a more relaxed place to enjoy dinner. I wasn't very familiar with the Italian wines, so I asked our waiter for a recommendation. He brought me a sample before I ordered a full glass, which was a thoughtful touch. His recommendation was excellent. My partner ordered the Pineapple Tiki Old Fashioned and she loved it. The filet mignon sliders were delicious. My Black Linguine Arrabbiata had a little spicy kick and was very good, with calamari, clams, mussels, crab meat, and spicy marinara. The one disappointment was the tiramisu, which neither of us cared for. Our waiter was helpful and attentive throughout the meal without making us feel rushed. Between the food, thoughtful service, and comfortable outdoor seating, we had a very enjoyable evening. The lively interior is a good option if you want more energy, but the patio was perfect for a quieter meal in the beautiful weather. We'd happily return, but we'd probably choose a different dessert next time.

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.

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Carpaccio Tuscan Kitchen & Wine Bar
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Vin 909 - THE SPOTTED PIG Tomato Sauce, Mozzarella, Provolone, Parmesan, Wild Boar Meatballs, Soppressata, Basil

Vin 909

4.4(764 reviews)
1.3 mi
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We really enjoyed our dinner on April 28, 2026, after a brisk walk from our downtown hotel. The…read morewait when we checked in was considerable, unless we wanted to eat "at the counter". It turned out to be the highlight, sitting at the "Chef's Counter" by the pizza station on the covered porch. (We are foodies, and always appreciate an opportunity to sit at a chef's table.) It was a fun spot with a great view of the action and personal interaction with two very hard working pizza chefs. We shared the beet salad, which was a nice start, followed by the skirt steak, the fungi pizza, and grilled asparagus. Everything was flavorful and well prepared. We also enjoyed a very nice Tempranillo with dinner. Our server, Stephanie, was excellent--friendly, attentive, and a pleasure to have taking care of us. Overall, a very enjoyable meal in a great setting. We'd be happy to return.

My wife and I went in tonight for the first time with high expectations based on the glowing…read morereviews. I left honestly stunned at how bad the food was. To be fair, the service was excellent. Our server was attentive and friendly, and that's the only reason this isn't one star. We ordered the barbecue chicken pizza and the pepperoni pizza, and they were easily the worst pizzas I've ever had. The crust tasted like cardboard: dry, crunchy with no snap or chew, and completely flavorless. The pepperoni tasted like nothing. There was barely any sauce, and both pies were flat and bland from edge to center. I have never left a restaurant without finishing my meal, and tonight I didn't even try. The potato pancake appetizer was no better. It had a sour aftertaste that made us push it aside after a bite or two. I genuinely don't understand the hype. The staff deserve a kitchen that matches their effort, but based on this visit I can't recommend the food, and I won't be back for pizza.

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Tuscan Prime Italian Chophouse & Dolce Bar - Cowboy and lobster tail

Tuscan Prime Italian Chophouse & Dolce Bar

4.3(323 reviews)
2.1 mi
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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).

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Luna Blu Ristorante Italiano - Penne alla Vodka

Luna Blu Ristorante Italiano

3.6(300 reviews)
1.5 mi
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On one of my nights in Annapolis while on vacation, my girlfriend and I decided to spend the night…read morein and order some door dash. After perusing the website, we decided to give Luna Blu a try. I went with the All' Annapolis, which includes veal scallopini sautéed with crabmeat, in a delicious creamy rose sauce. They pack on the sauce, but my eyes became wider once I bit into the dish as it was packed with a powerfully flavorful taste. The portion size is very large as well as I could not finish it while I was sitting in my hotel room bed trying to maneuver not getting any on the sheets. I felt a bit like a gluttonous pig but whatever if I could do it again I would and probably finish it next time. For dessert I ordered the Zabaglione. I never heard of this dessert before and felt the need to try it. Zabaglione consists of a smooth dessert of egg custard creamed with Marsala wine served in a glass with strawberries. According to their menu it is their house specialty. I enjoyed the dessert and it was very light. I recommend you try it instead of the typical piece of cake dessert at least once in your lifetime if you see it on the menu. My girlfriend got the gluten free cheese pizza which was kind of average. Again, this is based on a delivery order, not knocking the pizza per say but I sugguest you probably shouldn't get pizza at a place like this as they offer some dynamite seafood dishes. Very pleased with my experience and would recommend if you live in the area. As always people SYOY!!!!

What happened to this place? It used to be really quality food but it has tanked…read more Ordered seafood pasta today, it was delivered. The scallops were rotten and the entire dish was spoiled with a very bad taste. You could smell the rank as soon as the container was opened. Dangerous. I will never order or return to this place again. My daughter's tortellini was bad too. She complained that it tasted frozen and old. Hard pass.

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Robiolina Amore - Pan seared pork chop

Robiolina Amore

4.3(42 reviews)
3.0 mi

Yesterday I had the pleasure of trying this restaurant for…read morethe first time! We stopped in for their Happy Hour Menu 1-5:30 PM. We wanted to sample the flavors to see if it met my standards. Yes I am a home cook but skills are more than average. We ordered the Meatballs, Sausage, and Salmon Ravioli small plates. Without knowing the owner when I passed him he made sure to say hello. We sat at the bar were Lee was our server. Let me start with Lee then I will get onto the plates. Lee was one of the most attentive bartender/servers I have met. He ranked right up there with many I know and those that know me that's extensive. He made excellent suggestions, told us all the pasta was homemade. Described the dishes on the regular menu. Simply delightful to talk to. He started to bring out our dining selections. First up was the fried calamari. I forgot to take a picture but the crunchiness first hit your bite but then the tenderness of the calamari took over. The dipping sauce had a pleasant bite to it. Excellent pairing. Never got to the bed of greens. He then served the salmon ravioli. It may be football season but Chef Canales hit it outta da park ! The dough was light, the filling was divine, and the sauce was velvety to the palate. Next came the meatballs over garlic mashed potatoes embedded in a tomato basil sauce. Cut them in three to enjoy the subtlety of sliding your fork through all the flavors! There is a thing in the restaurant business called the Wow factor! Right there, right there, right there. Finally the two slices pork sausage came out over garlic mashed times three with streaming balsamic glaze! Again I sliced the sausage in half to drag the fork across those flavors mixing them together before putting them to the palate test. When I go Oh Yeah you know it's an experience. The pasta is fresh made every morning! We are definitely going back as the Fettucine Bolognese will be my next selection ! Che buono Chef!

The food was very disappointing. I ordered a steak med rare, got well done. We were a party of 4…read moreand only 1 person ate their food. Total waste of money but at least no one got food poisoning.

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Maggiano's Little Italy - New York Style Cheesecake

Maggiano's Little Italy

3.6(346 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

The customer service at this Maggiano's was absolutely unacceptable…read more I would have ordered online, but I needed modifications that required me to place the order by telephone. It took quite a while for someone to answer, but I eventually placed the order and went inside to pick it up. While I stood there waiting, five or six employees walked past me as though I were invisible. Not one person greeted me, acknowledged me, or asked if I needed assistance. Finally, an employee who had already walked past me twice asked, "May I help you?" I explained what had happened and asked to speak with a manager. After telling the manager that multiple employees had ignored me, I informed him that I would be writing a review. His only response was, "Okay." No apology, no concern, and no attempt to address the problem. The employees' behavior was rude, but the manager's complete indifference made the experience even worse. When management is this dismissive, it is easy to understand why the staff believes ignoring customers is acceptable. Maggiano's promotes hospitality, but there was absolutely nothing hospitable about this experience.

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

Little Italy Annapolis - italian - Updated October 2026

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