Harold Black

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Harold Black Harold Black is a warm, intimate bar that is quiet enough to hear your conversation yet lively enoug

⚓️ It’s Sunday, the final day of the Annapolis Powerboat Show, and we’re OPEN! 🍸 Stop by Harold Black for some cocktails...
10/12/2026

⚓️ It’s Sunday, the final day of the Annapolis Powerboat Show, and we’re OPEN! 🍸 Stop by Harold Black for some cocktails and keep the weekend excitement going. And with the Annapolis Sailboat Show coming up next weekend, there’s plenty more to celebrate! 🥂

⚓️ The Powerboat Show is almost here, Annapolis. 🍸If you’re coming into town for the festivities, make a stop at Harold ...
10/08/2026

⚓️ The Powerboat Show is almost here, Annapolis. 🍸

If you’re coming into town for the festivities, make a stop at Harold Black for cocktails when you’re ready to wind down after a day on the docks. 🥃🖤

The weekend starts tomorrow. We’ll see you in the vault.

A little something to start, a little something to share, and maybe a little something that’s just for you. 🤌Our menu at...
09/22/2026

A little something to start, a little something to share, and maybe a little something that’s just for you. 🤌

Our menu at Harold Black has plenty to choose from, including favorites from our downstairs menu and the full Acqua Al 2 menu upstairs. 🍽️

So whether you’re stopping in for cocktails and a bite or settling in for dinner, there’s plenty waiting for you. 🖤

Sunday plans? We’ve got cocktails covered. 🥂The hidden door is open for Labor Day weekend. Come raise a glass, settle in...
09/06/2026

Sunday plans? We’ve got cocktails covered. 🥂

The hidden door is open for Labor Day weekend. Come raise a glass, settle in, and make the most of the long weekend with us. 🍸

See you tonight. ✨

Labor Day Weekend calls for an extra night at Harold Black. 🥃We’ll be open Friday, Saturday & Sunday this weekend!Come s...
09/03/2026

Labor Day Weekend calls for an extra night at Harold Black. 🥃

We’ll be open Friday, Saturday & Sunday this weekend!

Come settle in for cocktails, good food, and a little late-night energy all weekend long.

See you in the vault. 🤩

A good drink, a dimly lit bar, and nowhere else you need to be. 🥃Join us at Harold Black and settle in for the evening. ...
09/01/2026

A good drink, a dimly lit bar, and nowhere else you need to be. 🥃

Join us at Harold Black and settle in for the evening.

Some nights call for a little down time. 🍸Step into the vault, order your favorite cocktail, and settle in. 😎
08/27/2026

Some nights call for a little down time. 🍸

Step into the vault, order your favorite cocktail, and settle in. 😎

A little atmosphere, a well-made cocktail, and a bartender who knows exactly what they’re doing. 🍸Meet us downstairs at ...
08/17/2026

A little atmosphere, a well-made cocktail, and a bartender who knows exactly what they’re doing. 🍸

Meet us downstairs at Harold Black and let the night unfold.

Open Wednesdays through Saturdays at 5pm.

Dinner plans? Consider them handled. 🥂Settle into Harold Black for cocktails, conversation, and dinner.. because you don...
08/09/2026

Dinner plans? Consider them handled. 🥂

Settle into Harold Black for cocktails, conversation, and dinner.. because you don’t have to leave the speakeasy to have a great meal.

And yes, you can order the full Acqua Al 2 menu from upstairs and enjoy your favorite Italian dishes right here at Harold Black. 🍝

Come for dinner. Stay for another cocktail. We’ll take it from there.

Here’s to good company, great cocktails, and the moments that deserve a toast. 🥃✨Join us behind the hidden door and let ...
08/05/2026

Here’s to good company, great cocktails, and the moments that deserve a toast. 🥃✨

Join us behind the hidden door and let the evening unfold.

Address

236 Main Street
Annapolis, MD
21401

Opening Hours

Tuesday 4:30pm - 12:30am
Wednesday 4:30pm - 12:30am
Thursday 4:30pm - 12:30am
Friday 4:30pm - 2am
Saturday 4:30pm - 2am

Telephone

+14103043353

Website

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