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Harold Black - Annapolis, Annapolis, MD

Harold Black - Annapolis

4.7 (73)
$30 and under
Italian
236 Main St, Annapolis, MD 21401

Make a reservation

2 people
SunMonTueWedThuFriSat
7:00 PM
Booked 3 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 73 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

4.7
4.7 based on recent ratings
  • 4.5Food
  • 4.7Service
  • 4.7Ambience
  • 4.3Value

Noise • Moderate

Loved For

  • Baltimore / Maryland

    Hot spot

  • Greater Annapolis

    Best Overall

  • Greater Annapolis

    Best Ambiance

  • Greater Annapolis

    Hot spot

  • Greater Annapolis

    Romantic

73 Reviews

  1. Julia

    Baltimore / Maryland17 reviews

    5.0

    Dined 7 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    It’s been a while, but good and drinks were as good as ever! Be back sooner next time

    Is this helpful?

  2. 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?

  3. Martha VIP

    Baltimore / Maryland38 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?

  4. Mark

    Baltimore / Maryland15 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?

  5. James

    Washington, D.C. Area4 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?

  6. James

    Washington, D.C. Area4 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.

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  7. Alan

    San Francisco Bay Area2 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?

  8. Cory

    Washington, D.C. Area7 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?

  9. 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.

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  10. Mike VIP

    Asheville / Western North Carolina33 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,

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FAQs

Harold Black - Annapolis is rated 4.7 stars by 73 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

Booked 3 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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