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Harold Black - Annapolis, Annapolis, MD

Harold Black - Annapolis

4.3
4.3
58 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

7:00 PM


Booked 8 times today

Additional information

  • Dining style
    Casual Dining
  • Price
    $30 and under
  • Cuisines
    Italian, Cocktail Bar
  • Hours of operation
    Wed, Thu, Sun 5:00 pm–12:00 am Fri, Sat 5:00 pm–12:30 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 58 people are saying

Overall ratings and reviews

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

4.3
4.3 based on recent ratings
  • 4.4Food
  • 4.2Service
  • 4.4Ambience
  • 4.1Value

NoiseModerate

Loved For

  • Baltimore / Maryland

    Lively

  • Greater Annapolis

    Hot spot

  • Greater Annapolis

    Lively

58 Reviews
  1. OpenTable Diner

    Baltimore

    1 review

    5.0

    1 review

    Dined 7 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 4
    Good food and good cocktails. A little bit noisy, but not unreasonable for a bar. Nice atmosphere

    Is this helpful?

  2. TrinaH

    Baltimore

    8 reviews

    3.0

    8 reviews

    Dined on March 30, 2024

    1. Overall 3
    2. Food 3
    3. Service 2
    4. Ambience 3
    This was my second visit and I must say my first visit was much better. The noise level was extremely high, the service was slow, and the food wasn't great. I am hoping this was a one-off because I thought I found a gem.

    Is this helpful?

  3. Foodie4Ever

    Chicago

    20 reviews

    1.0

    20 reviews

    Dined on March 16, 2024

    1. Overall 1
    2. Food 1
    3. Service 1
    4. Ambience 1
    Too loud, too dark, very limited menu. Would not return. We ended eating upstairs where the food was very salty.

    Is this helpful?

  4. OpenTable Diner

    Washington DC

    1 review

    5.0

    1 review

    Dined on February 17, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 4
    Dining at Harold Black was an extraordinary experience. Finding the building was a bit confusing which had another restaurant name on it. We whispered to the host “is this Harold Black?”. We were escorted through the upstairs restaurant to the stairs leading to HB. It was pretty dark as they used candles at each table. The tables were close but still enough to have a private conversation. The food- EXCELLENT! We ordered the meatballs, shrimp, and fries. It was so delicious! The menu is limited but chef kiss to the food.

    Is this helpful?

  5. OpenTable Diner

    Los Angeles

    2 reviews

    5.0

    2 reviews

    Dined on February 11, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Excellent experience love the atmosphere the vibe suited our party perfectly service was great and drinks were delicious

    Is this helpful?

  6. SBuhl

    New York City

    27 reviews

    vip
    5.0

    27 reviews

    Dined on February 11, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Very fun spot or a drink. Only negative is that the music is slightly too loud.

    Is this helpful?

  7. datenightdiner

    Baltimore

    1 review

    3.0

    1 review

    Dined on February 3, 2024

    1. Overall 3
    2. Food 3
    3. Service 2
    4. Ambience 5
    Its not exactly a "speak easy" as much as a bar in the basement with no special entrance at all. The vibes and ambiance are really cool, especially if you like the dark. Our drinks were great, service was fine but waiter was meh. Only got a couple of apps and they were good!

    Is this helpful?

  8. OpenTable Diner

    Washington DC

    29 reviews

    vip
    4.0

    29 reviews

    Dined on January 28, 2024

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 4
    Great spot for date or small party of friends. Menu is limited, and booths are small. Definitely recommend if you are looking for an after dinner place in Annapolis

    Is this helpful?

  9. Vanessa

    Baltimore

    3 reviews

    5.0

    3 reviews

    Dined on December 22, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We had a chance to get some help and info for our reservation from Audrey! She was so helpful. Loved the music kind of loud at the end of our stay but great music. Alive! And our server was excellent.

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  10. FredP

    Washington DC

    1 review

    2.0

    1 review

    Dined on December 17, 2023

    1. Overall 2
    2. Food 2
    3. Service 3
    4. Ambience 3
    The decor and vibe of this place is very nice. Unfortunately, you wont be able to hear any of the people around your table. And the night i was there, some guests were dressed up in ridiculous one piece pajama sets. If you like roudy bars this is the place for you. if you are looking for a laid back mature lounge setting, run. Cocktails were decent, food is extremely salty.

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  11. LEVINH

    Baltimore

    1 review

    4.0

    1 review

    Dined on December 10, 2023

    1. Overall 4
    2. Food 5
    3. Service 5
    4. Ambience 1
    Decor, service, food, and drinks were excellent! The music was very loud and from 90s and 00s mostly. While the music selection was fine, the volume went against what would be expected at a speakeasy IMO. Overall, would visit again, we just had to adjust our volume and energy. Oh and it was well decorated for Christmas which was also very cool.

    Is this helpful?

  12. LydiaW

    Greater Boston

    1 review

    5.0

    1 review

    Dined on November 22, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    So happy they added the chicken sandwich to the menu - it’s SO good

    Is this helpful?

  13. OpenTable Diner

    Washington DC

    4 reviews

    5.0

    4 reviews

    Dined on November 3, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Such a unique atmosphere. We had a great time from start to finish.

    Is this helpful?

  14. OpenTable Diner

    Washington DC

    3 reviews

    5.0

    3 reviews

    Dined on November 2, 2023

    1. Overall 5
    2. Food 4
    3. Service 5
    4. Ambience 5
    Loved the staff! Especially Devin! He was good at listening to our requests and giving us recommendations! I recommend the house Limoncello. If you have any requests that are not on the menu as long as they have the stuff they will make it for you! Get the cheese and meatboard as well!

    Is this helpful?

  15. WillieStargellPittsburgh

    Washington DC

    10 reviews

    3.0

    10 reviews

    Dined on October 21, 2023

    1. Overall 3
    2. Food 4
    3. Service 4
    4. Ambience 3
    An early evening dinner and the music was overwhelmingly loud. Also the genre didn't seem to match the decor---maybe some good jazz instead. Also, extremely expensive drinks and the burger doesn't come with fries
    Harold Black - AnnapolisResponded on November 17, 2023
    Thank you so much for reaching out with your feedback. We always strive to provide a stellar dining experience for each of our guests and I apologize that this was not the case for you. We’d love to make it up to you and have sent you a private note. Cheers,

    Is this helpful?

  16. Hybarbe

    Washington DC

    17 reviews

    5.0

    17 reviews

    Dined on October 12, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 4
    We came to have a pre-dinner drink and catch up with friends. We were the only table but it was early, and had excellent service. It was quiet and easy to have a conversation with enjoyable background music. Excellent classic cocktails, easily the best Negroni I have had in a while! Ambiance impressed our friends. Would return!

    Is this helpful?

  17. ChrisF

    Washington DC

    1 review

    3.0

    1 review

    Dined on September 23, 2023

    1. Overall 3
    2. Food 4
    3. Service 2
    4. Ambience 5
    Tables around the bar are cramped if your party has more than 3 people in it. Drinks are pretty good but more expensive than other nearby cocktail bars. Our particular server was not rude but definitely not personable either. Drinks took long enough to come out that we started talking about it as a group ("where are our drinks?). Ambiance is 10/10.
    Harold Black - AnnapolisResponded on October 18, 2023
    Thank you so much for reaching out with your feedback. We always strive to provide a stellar dining experience for each of our guests and I apologize that this was not the case for you. We’d love to make it up to you and have sent you a private note. Cheers,

    1 person found this helpful

  18. MeganC

    New York City

    4 reviews

    3.0

    4 reviews

    Dined on August 31, 2023

    1. Overall 3
    2. Food 3
    3. Service 2
    4. Ambience 4
    Cool bar, but underwhelming in terms of drinks and service.
    Harold Black - AnnapolisResponded on October 18, 2023
    Thank you so much for reaching out with your feedback. We always strive to provide a stellar dining experience for each of our guests and I apologize that this was not the case for you. We’d love to make it up to you and have sent you a private note. Cheers,

    Is this helpful?

  19. JohnF

    Baltimore

    1 review

    5.0

    1 review

    Dined on August 11, 2023

    1. Overall 5
    2. Food 5
    3. Service 4
    4. Ambience 5
    Waiter wasn't.the best though I think he was new but the hostess and lead bartender were awesome. Reasonably priced unique cocktails as well as many not so common liquors. Nice atmosphere. We made reservations on the open table app and our table was waiting when we arrived. (Seating is limited so definitely recommend reservations). Bar seating I believe is first come first served.

    Is this helpful?

  20. AbbyLR

    Washington DC

    1 review

    1.0

    1 review

    Dined on July 22, 2023

    1. Overall 1
    2. Food 3
    3. Service 3
    4. Ambience 1
    If you like a speak easy that is filled with flip flops, tanks, loud music/drunks and one things that is truly the establishment’s fault-the least inspired cocktail list I have ever seen- this is the speakeasy for you. They had 6 cocktails and two were sold out. They need someone with some knowledge of cocktails. Please walk down to Dry 85- open their menu and educate yourself a bit. The bright white led lights around the bottom of the bar also killed the moody vibe. The booths were really nice, the old black and white photos of Annapolis were cool, and the candles & hanging lights were a great vibe. It has potential- just needs some rules and someone educated to take it from fratty speakeasy to something much nicer.

    2 people found this helpful

  21. Megan

    Washington DC

    5 reviews

    5.0

    5 reviews

    Dined on July 15, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Really great drinks and food! Very attentive servers and loved the ambiance and decor as well.

    Is this helpful?

  22. DanielW

    Washington DC

    13 reviews

    vip
    5.0

    13 reviews

    Dined on July 8, 2023

    1. Overall 5
    2. Food 5
    3. Service 4
    4. Ambience 5
    As usual, Harold Black did not disappoint. Our food and drinks were great! The service was a little slow because it was a very busy night, but overall it was still a great experience.

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  23. Larry

    Baltimore

    1 review

    4.0

    1 review

    Dined on June 7, 2023

    1. Overall 4
    2. Food 4
    3. Service 3
    4. Ambience 5
    Made a reservation for 5:00. Walked in at 5:05 and the person behind the bar said they wouldn't open for another 15 minutes. She said we should get a drink at the bar upstairs. Upstairs didn't have the happy hour specials. Their cheese and meat boards are wonderful. Tacos are also on point. Downside: The music playlist was about 7-8 songs and on repeat. We heard O.P.P. play three times in our 2 hour stay. Hearing O.P.P once is fun. Three times and it's time to go.

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  24. AmberM

    Baltimore

    1 review

    5.0

    1 review

    Dined on June 2, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    What a hidden gem! The ambiance was terrific, and the service was even better. Cayden was an absolute joy! The menu and drinks were simple, yet sophisticated. No need to overdo it when it’s a home run for everything on the menu! The music was upbeat yet relaxing, and not overpowering. It’s a perfect place to unwind after work, or bring your significant other for a date night! We had the charcuterie board and the tacos de Barbacoa. They were on point and so good we got another order. Everyone was so nice and hospitable. We will definitely make it our spot!

    Is this helpful?

  25. Oliveeats

    Baltimore

    1 review

    3.0

    1 review

    Dined on May 12, 2023

    1. Overall 3
    2. Food 3
    3. Service 4
    4. Ambience 2
    Cool, hip new place. Underground and very dark atmosphere. Great for taking a mistress, lover, or to conduct a discreet business deal. Not ideal for single women or a girls night. Don’t bother dressing up because no one will see you, you can barely read the menu by the candlelight. Food and drinks were amazing though!!!
    Harold Black - AnnapolisResponded on May 25, 2023
    Thank you so much for reaching out with your feedback. We always strive to provide a stellar dining experience for each of our guests and I apologize that this was not the case for you. We’d love to make it up to you and have sent you a private note. Cheers,

    Is this helpful?

  26. DeannaH

    Baltimore

    1 review

    5.0

    1 review

    Dined on May 11, 2023

    1. Overall 5
    2. Food 4
    3. Service 5
    4. Ambience 5
    Definitely going back! Loved everything about it !

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  27. Willy

    Washington DC

    1 review

    4.0

    1 review

    Dined on April 1, 2023

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 4
    I great solution to reservations being unavailable upstairs. I love the dim lighting and it was quiet much of the time early on a Saturday. Food was limited but very good. Good choice before jazz show at Rams Head lounge.

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  28. MelanieF

    Baltimore

    3 reviews

    5.0

    3 reviews

    Dined on March 25, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great for grabbing a drink and a few small plates.

    Is this helpful?

  29. Spencr

    Baltimore

    34 reviews

    vip
    5.0

    34 reviews

    Dined on March 12, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Always perfect ! Thank you Harold Black for another wonderful gathering . Ricardo is a terrific server - professional, attentive and pleasant. He is a great representative of your brand !

    1 person found this helpful

  30. OpenTable Diner

    Washington DC

    2 reviews

    vip
    4.0

    2 reviews

    Dined on March 5, 2023

    1. Overall 4
    2. Food 5
    3. Service 2
    4. Ambience 5
    Great ambiance with expensive drinks. Service has been very bad both times I’ve been.

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  31. OpenTable Diner

    San Antonio

    2 reviews

    1.0

    2 reviews

    Dined on February 20, 2023

    1. Overall 1
    2. Food 1
    3. Service 2
    4. Ambience 1
    This is not a speak easy. The bar was very loud and the drinks were too sweet.
    Harold Black - AnnapolisResponded on May 25, 2023
    Thank you so much for reaching out with your feedback. We always strive to provide a stellar dining experience for each of our guests and I apologize that this was not the case for you. We’d love to make it up to you and have sent you a private note. Cheers,

    Is this helpful?

  32. Terry26

    Washington DC

    19 reviews

    5.0

    19 reviews

    Dined on February 18, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Delicious small plates of food and fun cocktails !

    Is this helpful?

  33. OpenTable Diner

    Baltimore

    1 review

    5.0

    1 review

    Dined on February 12, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 4
    Just had drinks, great experience. It was a little to warm, didn’t wear my jacket when we walked to the next place I was so hot.

    Is this helpful?

  34. Digisail

    Washington DC

    4 reviews

    4.0

    4 reviews

    Dined on February 11, 2023

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 5
    Only 1 waiter for many tables.

    Is this helpful?

  35. RayA

    Caribbean

    9 reviews

    vip
    5.0

    9 reviews

    Dined on February 11, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    It was just perfect

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  36. DavidH

    Baltimore

    1 review

    5.0

    1 review

    Dined on February 2, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Second time at Harold Black. Tasty drinks and appetizers and the service was very good.

    Is this helpful?

  37. AliciaD

    Washington DC

    3 reviews

    5.0

    3 reviews

    Dined on February 1, 2023

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    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.

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  38. BarryD

    Washington DC

    1 review

    4.0

    1 review

    Dined on January 22, 2023

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 5
    Cool vibe. Top notch drinks and finishes. Expensive.

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  39. ToiD

    Washington DC

    2 reviews

    4.0

    2 reviews

    Dined on January 21, 2023

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 5
    The ambiance was lovely! Will return again!

    Is this helpful?

  40. Francesxa

    Baltimore

    1 review

    1.0

    1 review

    Dined on January 21, 2023

    1. Overall 1
    2. Food 1
    3. Service 1
    4. Ambience 3
    Terrible service. Maybe they needed more time to get better employees.
    Harold Black - AnnapolisResponded on May 25, 2023
    Thank you so much for reaching out with your feedback. We always strive to provide a stellar dining experience for each of our guests and I apologize that this was not the case for you. We’d love to make it up to you and have sent you a private note. Cheers,

    1 person found this helpful

FAQs

Harold Black - Annapolis is rated 4.3 stars by 58 OpenTable diners.

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

Make a reservation

2 people

7:00 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–12:30 am
  • Price
    $30 and under
  • 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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