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    Leo Annapolis

    4.6 (113 reviews)
    Open 11:00 am - 9:00 pm

    Leo Annapolis Photos

    Business Info

    LEO ANNAPOLIS ATMOSPHERE

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

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    Recommended Reviews - Leo Annapolis

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    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.

    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.

    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!

    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!
    Olakunle O.

    Leo in Annapolis is incredible! I was struck by its adorable, stylish, and contemporary design. Our server (and the manager) were so attentive and genuinely friendly. She even ran after me down the street after I forgot my leftovers--over and above the call of duty! The brussel sprouts were delicious and the Leo burger was exceptional. We had the drunken bread pudding for dessert - absolutely phenomenal! I highly recommend Leo and will be back. 10/10

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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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    5 months ago

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

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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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    Parley Room

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    We were here for the 4th of July cookout on the patio. It was Awesome! They had a really nice…read moresetup. This was a buffet which included desserts as well as a nice selection of food. Everything tasted great for the most part. Service was great as well. The outdoor buffet cookout was $20 tickets were purchased on eventbrite. They also had holiday drink specials at $2.49 which was a good deal. They also sold smoked oysters at $1.00 each & the server and bartender was very helpful and friendly. We really enjoyed this event. We would like to go back and check out the other drinks on the menu as well as the food. Definitely bookmarked this spot for a return visit. There is a parking garage about three blocks away. We paid $12.00 for about three hours. Not bad at all.

    Modern, dark, speakeasy vibes on the inside with windows overlooking the Main Street, and a…read morespacious outdoor deck quite literally in the shadow of the gorgeous Maryland State House. All housed in the historic Capital Hotel, newly renovated in November of 2022. The atmosphere here is immaculate. It is a must see when enjoying the sights of Annapolis. My girlfriend and I stopped in on a Thursday afternoon after touring the State House. We each ordered the Monkey Smoke (Penicillin), and she ordered a small plate with avocado and lump crabmeat, which we ordered just in time as the kitchen closed between 3 and 4. The standout of the day for me was the old fashioned, made with plum bitters. One of the best old fashioneds I've ever had. The servers were all very friendly and quick. We will definitely come back the next time we're in town, and definitely recommend this to others.

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    Chessie’s Wharf

    Chessie’s Wharf

    3.9
    (91 reviews)
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    I had no idea this place existed til a coworker of mine selected this place to go on his last-day…read more Such a cute, clean place to come - with an even better happy hour menu! The staff was super attentive, frequently asking if we needed anything or if our cups or plates needed to be replenished. I would love to return for some of their locally-brewed beer and IPAs as well. Pictured with my review, you'll see my margarita from where I sat at the bar, and happy hour meal, the boneless chicken wings and fries. This place was the perfect place for an office farewell!

    My wife and I were looking to try something new in Annapolis and came across Chessie's Wharf on…read moreYelp. When we arrived, it was pretty busy. All the outdoor seating was full, and inside there was only one table available. Most of the tables are larger, so we noticed some groups sharing space, which actually worked out fine. The restaurant has a great open-air feel even indoors thanks to the large garage-style door that opens up an entire wall. For drinks, my wife ordered iced tea and I had a Peach Mule. The mule was good, but next time I'd skip the rim garnish. They also have a big beer selection, and the prices seemed very reasonable. For food, we ordered the brisket burger (single patty with cheese, topped with shaved brisket, jalapeño slaw, raw onion, pickles, and sauce). They offer a deal where you can add a side and drink for $5, so we added onion rings and also ordered the Serpent Fries as an appetizer. The fries came out first and looked great and they did not disappoint. Fresh cut with bacon, pico, scallions, and a serpent sauce (seemed like a beer cheese). Really flavorful, I did ask for ranch, which was an extra $0.50. I understand charging for extras, but not everyone uses ketchup or mustard, so that felt a little unnecessary. The burger came out shortly after, and it was excellent. We split it, and it was packed with flavor. Honestly, adding bacon would make it even better a "Triple B" (Bacon, Brisket, Burger) would be perfect. The only letdown was the onion rings. The onions inside were very thin and overcooked, leaving them dried out with little flavor. Even without the over-frying, the onions themselves just didn't have much taste. Definitely something they could improve. Overall, it's a great spot for burgers and fries, and we'll definitely be back for that. We saw other dishes come out that looked good too, so there's more to try next time.

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    Inside seating
    Inside seating
    Espresso martini. Very good with whatever ice cream they used.
    Espresso martini. Very good with whatever ice cream they used.
    Brown and a Hazy. Both excellent.

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    Brown and a Hazy. Both excellent.
    Preserve

    Preserve

    4.3
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    At Preserve, consistency is not the point, evolution is. Each visit feels slightly different,…read moreshaped by a menu that shifts with the seasons and refuses to coast on familiarity. That restlessness works in its favor. The space is compact, almost disarming at first. Then it settles around you. There is a quiet intimacy to the room, the kind that feels less designed and more lived in. It leans closer to a welcoming home than a polished dining room, without losing its sense of purpose. The food carries that same balance. Thoughtful, seasonal, and just unpredictable enough to keep you paying attention. Cocktails follow suit, measured and deliberate, never an afterthought. For Annapolis, where good options are not exactly rare, this place still manages to separate itself. It belongs firmly in the top tier of the city's dining scene, and it earns that position every time it changes the menu and starts over again.

    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.

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    Rumhouse

    Rumhouse

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    Since my friend found out that she has family from Barbados, she's become the "Soca" queen and a…read moreCaribbean food enthusiast..lol! That said, Rumhouse has become her favorite restaurant. She was excited to introduce me to a new restaurant since she CLAIMS I always pick..smh! I love Annapolis so checking out Rumhouse was a win for her and a win for me! So Rumhouse is just that, a converted house with several dining tables and a small bar. It sort of reminds me of a smaller "Prime 112" in Southbeach, for those who've been. Definitely not as fancy as Prime 112, but Rumhouse has "Island" charm for sure! The food is pricey but GOOOOD! My favorites were the giant prawns, crab cake appetizer and the lamb chops. They make one hell of a Caipirnanha, which just so happens to be my all time favorite cocktail. Service was impeccable! The owners are a married couple, who just so happen to be an Oral Surgeon and OB/Gyn respectively. The male half was there the evening we came and stopped by to say hello. He wanted our honest opinion and we certainly gave it to him. He was extremly pleasant and sincere. Rumhouse is a very nice addition to the Annapolis restaurant scene and I see why my friend likes it so much!

    We visited Rumhouse for my sis's birthday. It was a surprise, and the surprise aspect went well…read more She was happy and smiling. As for the for the food, the smiles weren't really there. I love patronizing Caribbean/West Indian restaurants because the culture and food are dear to my heart, but I think Rumhouse missed it. We tried the Crab Cake with Guasacaca, Coconut Callaloo Soup, Oxtail Pappardelle, Crab & Dumplings and the New Orleans Gumbo. For me, the food lacked spice/seasoning. It wasn't the greatest nor was it the worst. I wanted to love the Callaloo Soup so bad, but it was just bland *insert crying emoji here*. The gumbo was just ok. I just don't have anything to rave about. The interior is a bit on the smaller side; so, ensure you have reservations. Service was good. That's all I got. lol...but, enjoy, and try for yourself. Cheers!

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    Madame Coco

    Leo Annapolis - bars - Updated June 2026

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