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Harold Black - Annapolis

4.4
4.4
23 Reviews
$30 and under
Italian
Harold Black is a warm, intimate bar that is quiet enough to hear your conversation yet lively enough to keep you talking. A list of house cocktails gives you a range of options, additionally, the bartenders are ready to work their magic if you have something else in mind. Harold Black serves a light-fare menu with a selection of cured meats, cheeses and desserts. Please be aware of a few house rules: 1. We look forward to having you join us and are happy to hold your table for up to fifteen minutes. 2. Your booking reserves your seats for 2 hours. 3. Due to our small size we cannot guarantee booth seating. 4. Our maximum party size is six people, no exceptions, and unfortunately we cannot book multiple tables for one group. To buy out Harold Black for a private event or book our private dining room, please email events@haroldblack.com.

Make a reservation

2 people

9:00 PM


Booked 8 times today

Additional information

  • Dining style

    Casual Dining

  • Cuisines

    Italian, Cocktail Bar

  • Hours of operation

    Wed, Thu, Sun 5:00 pm–12:00 am Fri, Sat 5:00 pm–1:30 am

  • Phone number

    (410) 304-3353

  • Payment options

    AMEX, Discover, MasterCard, Visa

  • Dress code

    Smart Casual

  • Private party facilities

    featuring a private room for seating up to 100 as well as full bar buyouts, harold black is the perfect place to host your event. our experienced event team will help create the perfect experience. To learn more inquire here or call us at 410.304.3353

  • Neighborhood

    Annapolis

  • Cross street

    located directly below acqua al 2 ( entrance on school st )

  • Parking details

    Street Parking

  • Additional

    Banquet, Bar/Lounge, Beer, Cocktails, Counter Seating, Full Bar, Non-Smoking, Wine

What 23 people are saying

Overall ratings and reviews

Reviews can only be made by diners who have eaten at this restaurant

4.4
4.4 based on recent ratings
  • 4.2Food
  • 4.3Service
  • 4.6Ambience
  • 3.8Value

NoiseModerate

Loved For

  • Baltimore / Maryland

    Hot spot

  • Greater Annapolis

    Best Ambiance

  • Greater Annapolis

    Innovative

  • Greater Annapolis

    Hot spot

  • Greater Annapolis

    Lively

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Filters

  1. DH

    DavidH

    Baltimore

    1 review

    5.0

    1 review

    Dined 6 days ago

    overall5food5service5ambience5
    Second time at Harold Black. Tasty drinks and appetizers and the service was very good.
  2. AD

    AliciaD

    Washington DC

    2 reviews

    5.0

    2 reviews

    Dined 7 days ago

    overall5food5service5ambience5
    We had a fantastic time on all fronts. The ambience, customer vibe, food, service, music were all outstanding. The bad vs. good reviews here seem to directly correlate with weekdays vs. weekends. We came on a Wednesday evening with a reservation. Dark, cozy, open a little later, with good food and music...this is exactly what we've been looking for for months in Annapolis.
  3. BD

    BarryD

    1 review

    4.0

    1 review

    Dined on January 22, 2023

    overall4food4service5ambience5
    Cool vibe. Top notch drinks and finishes. Expensive.
  4. OT

    OpenTable Diner

    1 review

    4.0

    1 review

    Dined on January 21, 2023

    overall4food4service4ambience5
    The ambiance was lovely! Will return again!
  5. F

    Francesxa

    1 review

    1.0

    1 review

    Dined on January 21, 2023

    overall1food1service1ambience2
    The waiter was extremely rude and nasty. Made a reservation at 9:00 and was not seated till 9:30. The waiter refused to service our table, slammed our drinks, rolled his eyes, wouldn’t serve certain people at our table. Pretty bad experience
  6. TU

    ThadU

    New England

    7 reviews

    4.0

    7 reviews

    Dined on January 15, 2023

    overall4food5service4ambience5
    The guy at the host stand upstairs was dismissive and rude, which set a bad tone at the start. But rest of night was nice
  7. OT

    OpenTable Diner

    Baltimore

    9 reviews

    vip
    5.0

    9 reviews

    Dined on January 14, 2023

    overall5food5service5ambience5
    Our first time here. Definitely not our last. Drinks and food were fabulous. We tried the cheese and meat plates. Both were very good. I only wish they’d had crackers of some type for the cheeses. When we asked, though, the waiter quickly brought some great bread. And speaking of the waiter…Ricky was on point. He gave us our space, but also gave us everything we needed when we needed it. We also tried the chef’s special - a mushroom gnocchi - and that was a real highlight!
  8. K

    meghanK

    Baltimore

    4 reviews

    5.0

    4 reviews

    Dined on January 7, 2023

    overall5food5service5ambience5
    Such a unique spot. Only place like it in Annapolis. The style, ambiance, drinks, and staff were absolutely fantastic. Love everything about HB
  9. DW

    DanielW

    Washington DC

    6 reviews

    5.0

    6 reviews

    Dined on December 31, 2022

    overall5food5service4ambience4
    It wasn’t quite the same as the original place in DC, but it was still a great time and worth going back.
  10. d

    dumbo

    Baltimore

    16 reviews

    vip
    3.0

    16 reviews

    Dined on December 23, 2022

    overall3food3service3ambience1
    Tried for first time had Ketel martini and ketel rocks for cocktails. Drinks were good. Had meatball appetizer which was good and had nice spice but not very warm. The music for us was too loud and overheard bartender tell other customer it was Spotify that plus were were expecting either holiday background or jazz /something from the speakeasy era made for an underwhelming experience. It’s a unique venue for Annapolis but not likely to return
  11. OT

    OpenTable Diner

    Washington DC

    6 reviews

    4.0

    6 reviews

    Dined on December 10, 2022

    overall4food4service5ambience4
    Our server, Ricky, was great. We did seem to get tossed around, though, when we arrived even though we had a reservation. So that felt awkward. And there was a smell of sewage in the basement bar but the food and drinks were good.
  12. RH

    RobertaH

    1 review

    4.0

    1 review

    Dined on December 3, 2022

    overall4food4service4ambience3
    The venue is pretty and comfortable, service and food were great. But the downstairs bar was too loud and the air was stale. Perhaps consider baffles on the ceiling to make the voices less harsh and maybe some fans or ventilation of air. I will certainly return.
  13. SD

    StephenD

    1 review

    5.0

    1 review

    Dined on November 27, 2022

    overall5food5service5ambience5
    We only had drinks, no food, but fantastic cocktails, great atmosphere and super friendly service.
  14. BH

    BrianneH

    Washington DC

    8 reviews

    4.0

    8 reviews

    Dined on November 20, 2022

    overall4food4service2ambience5
    We loved the ambiance and vibe of the restaurant, but the service was so so, they need more staff. I arrived and ordered a drink within 15 minutes the rest of my party waited almost 45 minutes. I know they were slammed, which is why we didn’t complain. But don’t go with expectations of having speedy drinks. A few staff were quick to refill our waters as we were waiting for drinks. It’s a small menu, but you can find something to eat. It’s a very cool vibe for annapolis. I would definitely go to check it out. I think sitting at the bar you would have quicker service.
  15. K

    Kris

    Baltimore

    3 reviews

    5.0

    3 reviews

    Dined on November 13, 2022

    overall5food3service4ambience5
    My husband and I came by after dinner, we had a reservation for 9 but came an hour early and we were seated immediately. The ambience was fun, the drinks were good but service was a tad slow. It took forever to get our drinks, but feel like many places are trying to do more with less so it wasn’t a big deal. We ordered the chocolate cake and it was just OK. Fun for a date night or night out with friends.
  16. JE

    JeanetteE

    New York Area

    3 reviews

    2.0

    3 reviews

    Dined on November 13, 2022

    overall2food2service2ambience3
    I'll start off by saying very disappointing. Alcohol is overpriced especially for the wine pours. Cheeseboard was just okay, but also overpriced. For the Speak easy atmosphere their looking for which is quite nice, it was extremely loud. Service was very slow, not sure if they were shorthanded or not.
  17. JC

    JuanitaC

    Washington DC

    5 reviews

    2.0

    5 reviews

    Dined on November 12, 2022

    overall2food2service1ambience4
    Cute speakeasy but the service was terrible! The waiters were friendly but were slammed and there were only two bartenders to serve far too many customers. We waited forever for our drinks. The music was so loud, it was impossible to have a conversation. I would like to try it on a weeknight to see if it would be less crowded and more enjoyable.
  18. OT

    OpenTable Diner

    Philadelphia

    1 review

    5.0

    1 review

    Dined on November 3, 2022

    overall5food4service4ambience5
    Date night out. Cool vibes, great bartenders…food not the best just ok
  19. NJ

    NJfoodie

    Washington DC

    14 reviews

    vip
    4.0

    14 reviews

    Dined on October 30, 2022

    overall4food3service3ambience5
    Annapolis so needed a speakeasy like this, but it's obviously in its infancy. The atmosphere is amazing, reminding us of cocktail dens in NYC and London. The drinks were exceptional, but the drink menu needs to be more extensive and the food more refined given the price point. The meat and cheese boards were good quality, but very uninspiring in presentation. Our server was new and uninformed about the nuances of the menu, but very attentive. We will definitely return and look forward to the staff perfecting the experience.
  20. RZ

    RickZ

    Washington DC

    2 reviews

    5.0

    2 reviews

    Dined on October 29, 2022

    overall5food5service5ambience5
    We had a lovely time. The decor was super-interesting and our server Hannah was delightful.
  21. RF

    RareFoodie

    Minneapolis

    11 reviews

    vip
    3.0

    11 reviews

    Dined on October 22, 2022

    overall3food5service5ambience3
    The place actually should not be on OpenTable because it’s a bar, not a restaurant!! We booked this with the expectation that we were going to an Italian restaurant, which is how it’s described. That said, the drinks and snacks were very good! The service was decent, but the space was kind of quirky and insanely loud!
  22. OT

    OpenTable Diner

    Baltimore

    1 review

    4.0

    1 review

    Dined on October 22, 2022

    overall4food4service4ambience4
    It was a nice place, but pricey. The food menu was small. More of a appetizers place. Wouldn’t recommend if you are hungry! I would recommend for a cool spot with drinks!
  23. DH

    DebH

    Baltimore

    1 review

    5.0

    1 review

    Dined on October 14, 2022

    overall5food5service5ambience5
    Hidden gem in downtown Annapolis!! Can’t wait to come back.

Safety precautions

  • Cleaning & sanitizing

    • Surfaces sanitized between seatings
    • Digital, disposable or sanitized menu provided
    • Common areas deep-cleaned daily
  • Screening

    • Sick staff prohibited in the workplace

FAQs

Harold Black - Annapolis is rated 4.4 stars by 23 OpenTable diners.

Yes, you can generally book this restaurant by choosing the date, time and party size on OpenTable.

Make a reservation

2 people

9:00 PM


Booked 8 times today
Google Map for Harold Black - Annapolis

236 Main St, Annapolis, MD 21401

Additional information

  • Cross street

    located directly below acqua al 2 ( entrance on school st )

  • Neighborhood

    Annapolis

  • Hours of operation

    Wed, Thu, Sun 5:00 pm–12:00 am Fri, Sat 5:00 pm–1:30 am

  • Cuisines

    Italian, Cocktail Bar

  • Dining style

    Casual Dining

  • Dress code

    Smart Casual

  • Parking details

    Street Parking

  • Payment options

    AMEX, Discover, MasterCard, Visa

  • Additional

    Banquet, Bar/Lounge, Beer, Cocktails, Counter Seating, Full Bar, Non-Smoking, Wine

  • Phone number

    (410) 304-3353

  • Private party facilities

    featuring a private room for seating up to 100 as well as full bar buyouts, harold black is the perfect place to host your event. our experienced event team will help create the perfect experience. To learn more inquire here or call us at 410.304.3353

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