Harold Black - Annapolis

4.6

71 Reviews

$30 and under

Italian

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2 people

27 Mar 2025

March 2025

7:00 pm

Booked 2 times today

Great for creative cocktails
Great for happy hour
Hot spot

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. 5. Given that Harlod Black is a cocktail bar, the age requirement for entering is 21. To buy out Harold Black for a private event or book our private dining room, please email events@haroldblack.com.

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Dining areas

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
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
Area
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 71 people are saying

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

4.4Food
4.6Service
4.6Ambience
4.3Value

Noise • Moderate

Loved For

Greater Annapolis
Hot spot
Greater Annapolis
Lively

Review summary

AI-generated from verified diner reviews

Harold Black in Annapolis offers a captivating atmosphere with "great ambiance" and "terrific service." Patrons praise its unique setting and "fantastic" drinks, although some find the music a bit loud for a speakeasy vibe. The limited but "delicious" menu is complemented by attentive staff, making it an appealing spot for gatherings.

71 Reviews

M
Martha VIP
Baltimore38 reviews
5.0
Dined on 14 February 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 .
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M
Mark
Baltimore15 reviews
5.0
Dined on 26 January 2025
1. Overall 5
2. Food 5
3. Service 5
4. Ambience 5
Great place for drinks, food and friends in Annapolis
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J
James
Washington DC4 reviews
4.0
Dined on 22 January 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.
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J
James
Washington DC4 reviews
5.0
Dined on 17 January 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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A
Alan
San Francisco2 reviews
5.0
Dined on 20 December 2024
1. Overall 5
2. Food 5
3. Service 5
4. Ambience 5
Great service. Great atmosphere. quality of the food was good.
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C
Cory
Washington DC7 reviews
5.0
Dined on 17 November 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.
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F
Felix
Jacksonville2 reviews
1.0
Dined on 2 November 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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M
Mike VIP
Western NC33 reviews
3.0
Dined on 5 October 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 6 October 2024
Thank you so much for reaching out with your feedback. We have sent you a private note. Cheers,
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B
Byron
Washington DC4 reviews
1.0
Dined on 10 August 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 6 October 2024
Thank you so much for reaching out with your feedback. We have sent you a private note. Cheers,
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m
markt VIP
Baltimore2 reviews
4.0
Dined on 20 July 2024
1. Overall 4
2. Food 4
3. Service 3
4. Ambience 2
Our group was impressed with the setting, the drinks and food; however, the ambience was ruined by the loud hip hop that was cranked up around 7:30. It drowned out our conversation and ruined what was supposed to be a mellow "speakeasy" style bar.
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FAQs

Harold Black - Annapolis is rated 4.6 stars by 71 OpenTable diners.

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

Make a booking

Booked 2 times today

236 Main St, Annapolis, MD 21401

Dining areas

Additional information

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

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

Harold Black - Annapolis

Make a booking

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Dining areas

Additional information

Menu

What 71 people are saying

Overall ratings and reviews

Loved For

Review summary

FAQs

How is Harold Black - Annapolis restaurant rated?

Is Harold Black - Annapolis currently accepting bookings?

Make a booking

Dining areas

Additional information

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