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    Leo Annapolis

    4.6 (114 reviews)
    Closed 5:00 pm - 10:00 PM

    Leo Annapolis Photos

    Business Info

    LEO ANNAPOLIS ATMOSPHERE

    What's the vibe?
    Casual
    Moderate noise
    Dogs allowed
    Happy hour specials

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    Recommended Reviews - Leo Annapolis

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    Reviews With Photos

    Coulotte Steak
    Nneka W.

    We stopped by Leo Annapolis for dinner. We arrived at the perfect time; we found a parking space pretty close to the restaurant and it was not super busy yet. It's not a huge restaurant, but nothing is wrong with that. Lighting is dim which sets a nice mood. The staff were friendly and welcoming. The drinks I had were pretty average. But the food was not. For the appetizer we got the Brussel Sprout Gratin. I believe I've had something similar at other restaurants but this one is how I think this dish is supposed to be to be made. Everything was balanced; the perfect amount of cream sauce (the brussel sprouts weren't drowning in it), the breadcrumbs added another texture, and the small pieces of bacon added a little more salt. The steak and fries were good as well. The pepper corn sauce was the best. I sopped my potatoes in it and the combo was so good. I wouldn't get the potatoes again though. They definitely had the beef fat flavor going on but they were missing something by themselves. Now for the winner, the Chicken Roulade was surprisingly amazing. I almost never get chicken at restaurants. It's so basic, but this dish wasn't basic at all. The meat was wrapped in a thin layer of chicken skin which added a crunchy texture. The chicken was moist and seasoned perfectly. The sauce had a little sweetness to it but not overpowering. I would get this again and again.

    Scallops on risotto
    Eydie Q.

    The place was nicely decorated and it was packed when I went at 6:30pm on a Saturday night. The only issue was the noise level is a bit high. Also there was a woman who came in wearing a tube top that was pulled down and her nipple was showing! Not the restaurant's fault but I felt that the host could've said something. I guess it could be good or bad for the business depending on who's looking. Food was fantastic. I had the Maryland crab soup which was rich in flavor although a tad on the salty side. For entrees, my friend had the kale Caesar with grilled chicken (which he loved) and I had the grilled scallops (which I loved as well). We finished with a peanut butter mousse dessert. Our server was very good and refilled out drinks before we even had to ask Overall a great experience.

    Sylvea H.

    We visited Leo's on a moderately busy Saturday evening and opted for the outdoor seating since the weather was too pleasant to pass up. The service struck that perfect balance--gracious and consistent, warm without ever feeling smothering. I did sneak a peek inside, and the space itself is worth noting: a thoughtful balance of minimalism and opulence. It doesn't feel sparse, but it also avoids being overdone--just the right touch of polish and atmosphere. The food was solid across the board. The she-crab soup was a creative interpretation--spicier than the Maryland versions I'm used to, but the nod to Old Bay was clear and welcome. The house salad was bright and refreshing, elevated by a wonderful ginger dressing that made it memorable. The steak and fries came with a sauce that I'm still thinking about--it tied the whole dish together. Next time, I'd order the medallions medium rare, as the medium came out a bit firm. But the true star of the show? The burger. Two thin patties with crispy, caramelized edges and a juicy, succulent center--seasoned to absolute perfection. The meat itself tasted fresh and high-quality, and the lightly buttered bun brought everything together. Honestly, it's one of the best burgers I've had--easily in my top five. Leo's delivered on both food and hospitality, and I'll definitely be back.

    Margarita
    Shannon A.

    Stopped in for appetizers and cocktails and did not disappoint! Focaccia was delicious! This margarita was also fantastic l!

    Beet Salad
    Alexis B.

    My husband and I had dinner at Leo this past Friday before a concert down the street at Rams Head on Stage Annapolis. We had a reservation, but - at least this early on a Friday night (our reservation was for 6:15) - I don't you necessarily need one. We were immediately sat down at our table and greeted by their very friendly staff. I would say Leo is somewhere between Modern American and Southern. We shared a few dishes: golden crispy grits (fried grit cakes with mixed pickles and hot sauce aioli); the citrus-marinated beet salad (red and golden beets, tahini, hazelnuts, sesame, arugula, a cilantro dressing, and Cara Cara oranges); the smash burger (dry-aged patties, cheddar, pickles, onion, and Leo sauce on brioche with fries); and a fried catfish sandwich. I thought the grits were fun but not super flavorful without the hot sauce aioli and pickles. The beet salad was good; the cilantro dressing made it different from a lot of other beet salads I've had, and I enjoyed that. The catfish sandwich was good, but I liked the smash burger better. I was very tempted by a dessert they had (strawberry shortcake funnel cake), but we were - sadly - too full to try it. I had a glass of wine (Gruner Veltliner from Austria) and one cocktail (a blood orange margarita), which were both good. My husband stuck to The Primary (a mix of rye and amaros), which he enjoyed enough to have more than one. The restaurant is attractive, comfortable, and casual (people were dressed very casually inside and it was totally appropriate, but you could also dress up a bit if you want, because it's a nice enough space that you wouldn't stand out dressed up). The service was top-notch. Our server was lovely - friendly, helpful, but other staff also checked on us and brought dishes over. We felt very taken are of. Our food at Leo didn't blow us away. But incredible service and good vibes make it well deserving of a four star review for me.

    Espresso Martini
    Troy C.

    Stopped by Leo in the historic district of Annapolis and loved their happy hour drink menu! They have four choices for $7 all night Monday thru Thursday and 4-6 on Friday and Saturday! The bartender is super friendly and it wasn't too busy which was also a plus. The espresso martinis are fantastic. They used a variety of chocolate liquor in the mix that blends so well with the rest of the drink. I didn't order them, but the vodka martinis and aperol spritz also looked fantastic! I highly recommend stopping by for a drink, or two at Leo if you are in the area! The Happy Hour cannot be beat!

    Special drink for pride month

    So cute and food was yummy. Went with waiters suggestion of catfish toast which I would have never chosen but so good. Then Brussels Sprouts were a good kick and couldn't leave without peanut butter mousse.

    Outside of the restaurant
    Huong N.

    In town for the Annapolis Cup Croquet Match and stumbled upon Leo Annapolis while looking for a place to have dinner. We didn't have a reservation, but luckily were able to be seated after about 10 minutes. The restaurant looked busy-- all the bar seating was filled and tables inside were all accounted for. There is also seating outside. Our waiter was great and very quick to refill our water and take our order. He was extremely attentive and very friendly. As for the food, we shared the fried grits and for mains-- my friend had the quarter chicken and I had the smash burger. The chicken was seasoned really well and cooked perfectly! He did mention the portion size is a little bit on the smaller size. The smash burger was nothing special, and pretty on par for other burgers I've had in the past.

    Eboni F.

    The service was excellent. Brendan, and the other waitstaff and manager were very attentive. I went with Brendan's recommendation which was the special that night, a seared scallops and grits dish, and it was A-MAZING! The chili brussel sprouts were phenomenal too. The drink was interesting. I would highly recommend dining here if you're ever in the area.

    Mac and cheese with chicken and crab
    Rebecca K.

    We went to Leo Annapolis for lunch today and it was great. I had the chicken and crab mac and cheese and my husband had the smash burger. Both were delicious and really hit the spot. Our waitress Kennedi took great care of us and made the experience really enjoyable. She found out it was our anniversary and put a cute note card on the table. Went an extra step to make us feel soe We'll definitely be back when we are back in the area.

    Kevin L.

    Leo is a must visit restaurant in Annapolis for foodies. I was so impressed with their apps from the start: celery bisque was delish and comforting and their Delicata & ricotta is a brilliant app. I love how the chef came up with the concept of a cold squash dish: the fresh veggies and ricotta cheese made this dish perfect. Blue catfish did not disappoint either. Loved the mushroom topping on the catfish. Unfortunately their cocktails didn't live up to their food: they were a-OK. Winter mule was nice but Manhattan and espresso martini, not so much. Otherwise, Leo is a dynamite spot for foodies and I will be returning on my next Annapolis visit.

    Smash Burger
    Melody A.

    OMG! Come on over to Leo Annapolis and stay awhile. This place is perfect for after work, catching up with friends, social hour, date night or a solo day. It's a whole vibe. The atmosphere and energy were amazing. Adrienne G. was the perfect waitress. She made sure we were taken care of the entire evening, from beginning to end. She suggested some really great choices for me to try my first time here. The cornbread was amazing. The steak was so tender and flavorful. The burger was delicious. Meats so fresh and tender. And the S'Mores ice cream was heavenly. Thank me later.

    Chicago-style lamb sandwich
    Nate B.

    Very good. I had leo salad, chicken fried tofu, and a dinner special (lamb chicago-style sub). Fries were perfectly cooked. Enjoyable and good service.

    The Leo burger is exceptional!

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    2 months ago

    Had lunch here during the weekend. Food was great and the atmosphere was fun. Just as an FYI, the burger is served well done.

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    6 months ago

    Good service, good burgers! Very fun atmosphere! Good spot to hang out with friends. Would recommend!

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    3 years ago

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    3 months ago

    We really appreciate the great service & delicious food. Lovely presentation & atmosphere. When can we come back? Thank you Leo!

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    Page 1 of 3

    Ask the Community - Leo Annapolis

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    Preserve

    Preserve

    4.3
    (505 reviews)
    0.6 mi
    $$

    We had a really nice dinner here…read more We tried the mushroom appetizer and the old bay pierogies both were really good. The ribeye steak was fantastic and the sauce complimented it really well. For drinks we had the rum and gin. The gin drink was fruity and my favorite out of the two. The desserts I would give probably 3-ish stars. We had the almond cake and it didn't have much of a taste and the whip cream that came on the side must have been accidentally mixed with something that had processed onions because it had a really strong onion aftertaste. Our waiter was really nice and gave really good recommendations. Overall it was a great experience and we will be back to try out their lunch

    We had made a reservation here for a Sunday brunch at 11. It wasn't overly busy when we came. This…read moreis in downtown Annapolis so there's some street parking around. Bright and open inside with friendly service. We ordered a handful of mimosas and got a couple of small bites to share. Sourdough Foccaccia - this was pretty good, warm and toasted. Pork Bites - I loved the flavor but thought this was pork belly and not ground pork. Overall, flavor was good but the texture wasn't great. Crispy Kale - this is very popular here and we really enjoyed it. The cumin yogurt really brought it together. Pickled Squid - Not what we expected but I actually really liked this dish. We did also order the Coconut Panna Cotta for dessert. The raspberry was pretty prominent here and wasn't as custard like as expected, just a little too soft but the flavor otherwise wasn't bad. Overall, everything was pretty good and I would visit again to try other items on their menu.

    Photos
    Seating
    Seating
    Fish Dip
    Fish Dip
    Bar area

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    Bar area
    Vin 909

    Vin 909

    4.4
    (757 reviews)
    1.0 mi
    $$

    Title: KnockoVin 909 is one of those rare spots that absolutely lives up to the hype. Tucked into a…read moreconverted bungalow in Eastport, it feels more like a friend's cozy cottage than a typical restaurant, with a warm, lived‑in vibe that fits Annapolis perfectly. The food is the star: creative farm‑to‑table plates and some of the best brick‑oven pizzas anywhere, with toppings that go way beyond the usual (think spicy soppressata, wild boar meatballs, and seasonal veggies that actually taste fresh). The salads and small plates are just as strong, so it's easy to build a table full of things to share. The wine list is thoughtful and fairly priced, with interesting bottles plus solid by‑the‑glass options, and staff who clearly know their stuff and enjoy guiding you to something you'll like. Service is friendly, efficient, and unfussy, even when the place is slammed. Be ready for a wait--there's usually a line before they open and they don't take reservations, but the experience is worth a little planning ahead. Between the food, wine, and atmosphere, Vin 909 is an easy go‑to for date night, out‑of‑town guests, or anytime you want a meal that feels special without being formal.

    We came with a good appetite and left happy. I'd share the menu changes often, according to my…read morefriend who's a regular. I'm glad we narrowed down our group size because 2 and 4 top tables os the setup it has. We had many menu items. I thought after appetizers I'd be full after sharing 1 pizza. Nope, needed a second. This is like middle eastern meets Italian meets Indian influence. It took a mi. To embrace the menu. I liked the crust and flavors of most things we had. This pizza I remembered to picture was Indian influenced. Good service overall. Wait tomes vary an they dont take traditional reservations.

    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
    Iron Rooster

    Iron Rooster

    4.1
    (2.1k reviews)
    0.8 mi
    $$

    A great Father's Day spot for brunch!…read more Ordered the strawberry avocado toast, which was unexpectedly delicious and refreshing! My husband had the smoked salmon avocado toast and it was so filling he couldn't finish it! We got the kid's meal for our child, which I'm assuming he enjoyed very much as well? He was speechless for sure the fresh-made poptart was pretty good! Many thanks to Huey for taking care of us! Our seating was upstairs with other families also there for Father's Day, but seating was much quicker than I thought :) It was a little pricey for two adults and a toddler, but it was worth the visit go check it out!

    Went to Iron Rooster recently and overall had a really good experience. We started with the BBQ…read moreRooster Bites and they were honestly delicious. They are definitely lighter on the sauce, so if that's your preference these are perfect. Personally, I like my wings a little saucier, so I would probably ask for extra sauce next time. The chicken itself was fried perfectly and the portion size was pretty solid. For my main, I got the buffalo chicken wrap with no buffalo sauce and it was amazing. The lettuce, guac, and pico all tasted fresh and paired really nicely with the breaded chicken in the wrap. My only complaint with it is they go pretty light on the guac and pico, so I wish there was a bit more of both. The pricing overall was fair too and didn't feel over the top for the quality and portions. The fries that came with the wrap deserve their own mention because they were phenomenal. Crispy golden brown on the outside with a soft, fluffy inside. Honestly, I'd come back just for the fries alone. I requested outdoor seating when making the reservation and they have a really nice outdoor section with a great atmosphere and view. They did a good job with the space they had, but the tables are pretty close together, so you can hear basically every conversation around you. The chairs were also a bit smaller and not the most comfortable for longer seating. Service was great all around. Our server was very polite and even helped my very undecided sister choose her meal. Everyone was friendly and it definitely feels like a nice place to bring friends or family. My only real complaint, and honestly this applies to a lot of places nearby, is the parking. It was pretty rough. Other than that, definitely a place I'd come back to.

    Photos
    Iron Rooster
    Iron Rooster
    Bacon Bloody Mary! Freaking BOMB!!!

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    Bacon Bloody Mary! Freaking BOMB!!!
    Metropolitan Kitchen & Lounge

    Metropolitan Kitchen & Lounge

    3.9
    (440 reviews)
    0.1 mi
    $$

    $10 burger night on Thursdays is hard to beat. It's a thick, pretty tasty burger, with standard…read moretoppings plus bacon, and a side. I replaced the fries with Brussels which had good flavor but the sauce was overwhelming. It was more like Brussels soup. I would've preferred more of a drizzle than a bath, but they still tasted good. We sat up on the roof, which was really nice, but just be aware that in the evening while the sun is setting, it's tough to find any shade. Some of the tables are bar service, others have a server, so pay attention to that.

    Classy vibe, superb friendly service, innovative menu and amazing prices! Living equidistant…read morebetween DC and Annapolis, nights out start with a decision to go south or east... We'd spend double in DC to enjoy the same level of service, memorable experience and quality dining that we can get on Annapolis' West Street. We stumbled upon Metropolitan by chance, and thoroughly enjoyed the chill chique of their cozy rooftop. The generous Cheese & Charcutterie platter ($30 for the max) was delicious, creative and kept us nibbling for more than an hour. Figs, goat cheese, mancheco, onion jam, prosciutto, almonds, and gourmet delights... Easy parking next door at Knighton garage. And they stay open late! (unlike most DMV establishments). For bar-hoppers, Sailor Oyster Bar across the street is a likely next stop.

    Photos
    Seating and bar area
    Seating and bar area
    Metropolitan Kitchen & Lounge
    Roof top vibes

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    Roof top vibes
    Coconut Joe’s Bar & Grill

    Coconut Joe’s Bar & Grill

    3.0
    (54 reviews)
    3.5 mi

    First time here, but certainly not the last! This spot is family friendly, and the food was really…read moretasty. Service was a bit difficult as they were slammed, but our server did her best to accommodate us. Definitely looking forward to coming back here again before summer is over.

    After a quick trip out of D.C., on our Holiday off, we came to try a new spot that a girlfriend of…read moremine recommended. I frequent a LOT of restaurants and I treat my visits just like I treat my relationships. I know what I want, have my expectations, and know how I need be treated. It's real simple. When you know, you know, and Coconut Joe's Bar & Grill is that place! They are sticking around in my world. Ambiance is refreshing as it is located near water, where boats can dock and come in for food. It's giving Outer Banks vibes. Service, our sweet waitress was the BEST! She was pregnant and was literally the hardest worker in there! It was busy and I did have to go to the bar to get help but when I said "excuse me" I was rudely told to "hang on" by the bartender. I just walked around and got what I needed, super rude girl BUT our waitress was so nice it really made up for it. Red Flag forgiven! Let's get into it! Deviled Eggs - Really Good! Crab cake - Delicious! It's hard for me to agree to a crab cake being good, this one was it! Drinks - Great! The other half agrees, we will be back! Not quite 5 stars for me - I'm intricate when it comes to my observations, some plates were chipped, the appetizer ones specifically on our visit. A little help is needed with bussers , and cleanliness.

    Photos
    Really good band!
    Really good band!
    Crab dip was good. Could had more crab in it.
    Crab dip was good. Could had more crab in it.
    Coconut Joe's when we left

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    Coconut Joe's when we left

    Leo Annapolis - bars - Updated July 2026

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