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    Harold Black

    4.2 (22 reviews)
    Closed 5:00 pm - 12:00 am (Next day)

    Harold Black Photos

    HAROLD BLACK ATMOSPHERE

    What's the vibe?
    Casual
    Dogs allowed

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    Recommended Reviews - Harold Black

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    Meatballs, calamari, crab cakes
    Sydni R.

    Nice speakeasy. Visit here after dinner and had a good time. It's pretty small and if you don't have a reservation be prepared to wait, the place is small so if you arrive on a night that's busy you will have a wait. It's pretty dark (I guess to keep up with the whole speakeasy theme) but it is a pretty cozy spot. The food isn't too bad, but nothing to really brag about. The drinks are good as well. To be honest I'll probably be back when I'm the area and I just want a cocktail with someone.

    Virgin mojito
    Ranjini S.

    My first speak easy experience. We sat at the bar and were able to order dinner from the full Italian restaurant menu. The place has a really cool vibe and the bartenders were fun to watch and chat with. I don't drink alcohol but they made me a virgin mojito. The place has great ambience and I loved the decor too -- especially the glass and metal screen at the back of the bar.

    Booth seating
    Natalie C.

    In the basement below Acqua Al 2, Harold Black is a bar/speakeasy for a fun late night spot. I was definitely expecting "more" when you call yourself a speakeasy, but it was fine enough for an after dinner drink. The bartender didn't seem to know much of drink making and was confused when we shared the ingredients of a drink. Ended up getting poured enough port for three glasses so it all worked out in the end. Will probably try another place next time.

    Bar area

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    4 months ago

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    1 year ago

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    1 year ago

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    5 months ago

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    2 years ago

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    2 years ago

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    1 year ago

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    2 years ago

    Helpful 6
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    2 years ago

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    3 years ago

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    1 year ago

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    2 years ago

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    2 years ago

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    1 year ago

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    2 years ago

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    3 years ago

    This place is an old 18th century building with a speakeasy in the basement. The service is top notch along with the happy hour menu.

    Helpful 5
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    1 year ago

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    3 years ago

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    3 years ago

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    3 years ago

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    3 years ago

    Best "speakeasy" in the DMV. Atmosphere is vibing with GREAT tunes and quality drinks. Just don't tell the tourists!

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    Review Highlights - Harold Black

    It's an intimate speakeasy bar in the basement under Acqua al 2; you enter from a side door on Church Circle.

    Mentioned in 3 reviews

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    Great people, great atmosphere, and prices that are actually fair, which is rare these days. This…read morespot fills up fast, so if you're trying to walk right in and sit down, get there early. Trust me, it's worth it. They've got a small bar area that seats about 4-6 people, which is where I sat, and honestly that's the move if you like a lively vibe. Now let's talk about the pizza--amazing. Fresh, flavorful, and one of those meals where you catch yourself still thinking about it later. I enjoyed every bite and could've easily gone for another round. Overall, this place delivers: good energy, good food, good people. Definitely a spot you want to keep in your rotation.

    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.

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    Parley Room - Main bar area

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    4.4(50 reviews)
    0.1 mi

    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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    Fig Old Fashioned and The O.G. original gimlet.

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    I've been in the surrounding Annapolis area for nearly 9-years and never done a ghost tour!…read more Surprisingly, tickets were only $20/person, $18 with military identification and it was beyond worth it! There were at least 10 stories told of Annapolis facts and stories from earlier decades and it was informative, spooky, and most of all... interesting. The best night to go would more than likely be Halloween, but I lucked up and got tickets for the night before Halloween and had the best time! Our guide was great and I would love to go again to say hi to Charles! ;)

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    Preserve - Pork Terrine

    Preserve

    4.3(502 reviews)
    0.1 mi
    $$

    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.

    Photos
    Preserve - Seating

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    Preserve - Fish Dip

    Fish Dip

    Preserve - Bar area

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    Harold Black - salad - Updated May 2026

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