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Harold Black - Annapolis, Annapolis, MD

Harold Black - Annapolis

4.6
4.6
72 Reviews
$30 and under
Italian
236 Main St, Annapolis, MD 21401

Make a reservation

2 people
7:00 PM
Booked 2 times today

About this restaurant

  • Hot spot
  • Great for creative cocktails
  • Great for happy hour
Given that Harlod Black is a cocktail bar, the age requirement for entering is 21.

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 the same menu as Acqua with a couple of pub-style additions. 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.

Dining areas

Additional information

  • Dining style
    Casual Dining
  • Price
    $30 and under
  • Cuisines
    Italian, Cocktail Bar
  • Hours of operation
    Wed, Thu 5:00 pm–12:00 am Fri, Sat 5:00 pm–12:30 am
  • Phone number
    (410) 304-3353
  • Website
    http://www.haroldblack.com/
  • 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
  • Location
    236 Main St, Annapolis, MD 21401
  • 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

Menu

At present, we do not have menu information for this restaurant. Please see their website or wait to visit the restaurant to learn more.

What 72 people are saying

Harold Black - Annapolis reviews from people who’ve dined at this restaurant. Based on recent rating.

Overall ratings and reviews

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

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

Noise • Moderate

Loved For

  • Baltimore / Maryland

    Hot spot

  • Greater Annapolis

    Best Overall

  • Greater Annapolis

    Best Ambiance

  • Greater Annapolis

    Hot spot

  • Greater Annapolis

    Romantic

72 Reviews

  1. OpenTable Diner

    Chicago1 review

    5.0

    Dined on March 29, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great vibe & service, food delicious, music 10/10!

    Is this helpful?

  2. Martha VIP

    Baltimore38 reviews

    5.0

    Dined on February 14, 2025

    1. Overall 5
    2. Food 4
    3. Service 5
    4. Ambience 5
    Always love Harold Black ambience and cocktails (thank you ,Jordan, for the great skinny Cosmo ). Gabriel was an outstanding server - friendly , professional and fun .

    Is this helpful?

  3. Mark

    Baltimore15 reviews

    5.0

    Dined on January 26, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great place for drinks, food and friends in Annapolis

    Is this helpful?

  4. James

    Washington DC4 reviews

    4.0

    Dined on January 22, 2025

    1. Overall 4
    2. Food 5
    3. Service 5
    4. Ambience 1
    Our server was amazing. We did ask for the music to be turned down because it was exceptionally loud for a speakeasy. Our server turned it down, and then the manager went and turned it back up. The old Harold Black was more of a speakeasy vibe than this one.

    Is this helpful?

  5. James

    Washington DC4 reviews

    5.0

    Dined on January 17, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 3
    The Music was too loud for a speak easy. The music selection could be better for a speak easy.

    Is this helpful?

  6. Alan

    San Francisco2 reviews

    5.0

    Dined on December 20, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great service. Great atmosphere.  quality of the food was good.

    Is this helpful?

  7. Cory

    Washington DC7 reviews

    5.0

    Dined on November 17, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We had a great experience. The server gave me the wrong drink. When I pointed it out, she corrected the error quickly.

    Is this helpful?

  8. Felix

    Jacksonville2 reviews

    1.0

    Dined on November 2, 2024

    1. Overall 1
    2. Food 1
    3. Service 1
    4. Ambience 1
    Terrible experience, four drinks took an empty bar half an hour and we didn’t even finish our drink from how bad they were.

    Is this helpful?

  9. Mike VIP

    Western NC33 reviews

    3.0

    Dined on October 5, 2024

    1. Overall 3
    2. Food 5
    3. Service 4
    4. Ambience 3
    I like the concept of this place and I think the drinks are good but the idea that Harold Black is a speakeasy is comical. Not sure they played rap music at 9/10 volume in the 1930’s during prohibition. Might be worth rethinking calling it a speakeasy or changing the tune.
    Harold Black - AnnapolisResponded on October 6, 2024
    Thank you so much for reaching out with your feedback. We have sent you a private note. Cheers,

    Is this helpful?

  10. Byron

    Washington DC4 reviews

    1.0

    Dined on August 10, 2024

    1. Overall 1
    2. Food 1
    3. Service 1
    4. Ambience 2
    The initial reservation was dinner for 2 at Acuqua Al 2 but we were escorted to Harold Black restaurant directly below the Al 2 restaurant. We were good with the atmosphere, but our server had no clue what he was doing. We had to request a dinner menu and ask about any daily specials or dinner highlights. The server had no clue. When he finally came back around we ordered drinks. He had about 6 tables or so that my wife and watched as he stumbled through. He painfully took our order with simple questions about the menu. Our order included entrees and an appetizer (that we never received). When the meals came, the center was completely cold. My wife’s Branzino was cooked well but the remaining food was some what cold as well. I immediately asked for management and explained the whole situation and we left. As we left I still tipped the bartender as the drinks were great!
    Harold Black - AnnapolisResponded on October 6, 2024
    Thank you so much for reaching out with your feedback. We have sent you a private note. Cheers,

    Is this helpful?

FAQs

Harold Black - Annapolis is rated 4.6 stars by 72 OpenTable diners.

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

  1. Home
  2. United States
  3. Baltimore / Maryland
  4. Greater Annapolis
  5. Annapolis

Make a reservation

2 people
7:00 PM
Booked 2 times today
Google Map for Harold Black - Annapolis

236 Main St, Annapolis, MD 21401

Dining areas

Additional information

  • Cross street
    located directly below acqua al 2 ( entrance on school st )
  • Neighborhood
    Annapolis
  • Hours of operation
    Wed, Thu 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
  • Website
    http://www.haroldblack.com/
  • 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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