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Arts & Entertainment, Food & Dining

Hair of the Dog: 5 of the Best Bloody Marys in Annapolis

December 24, 2023 by Judy Colbert

…to Cure what Ails You

Legend has it that the Bloody Mary is a popular hangover cure because the tomato juice and vegetables settle your tummy, the salt rebalances your electrolytes, and the booze serves as the “hair of the dog.” As there’s usually a lot of imbibing on New Year’s Eve, January 1 is considered Bloody Mary Day. Here are some Annapolis favorites: 

Bloody Mary from Miss Shirley's
Bloody Mary from Miss Shirley’s

Miss Shirley’s Café in Annapolis offers the Spicy Shirley at brunch daily, so you can celebrate when you wish. The Spicy Shirley is Three Olives Vodka, garnished with celery, green tomato slice, green olive, lemon & lime wedge, peppadew, bourbon-infused pickled okra & jalapeño slice, with an Old Bay rim. Try pairing it with Bloody Mary Deviled eggs. 

Open daily from 8 a.m. to 3 p.m.

1 Park Place
Annapolis, MD 21401
410-268-5171

Boatyard Bar and Grill has weekend brunch, Saturday from 10 a.m. to 1 p.m. and Sunday from 9 a.m. to 1 p.m., and other weekend holidays. Their Bloody Mary (available every day) is made with Tito’s vodka, house-made bloody mix, spicy pickled green bean, pepperoncini, olive, and fresh lime. 

Open Monday through Friday 11 a.m. to midnight, Saturday 10 a.m. to midnight, and Sunday 9 a.m. to midnight (New Year’s Day Brunch: 9 a.m. to 1 p.m.)

400 4th St, 
Annapolis, MD 21403 
410-216-6206

Rams Head Tavern has been locally owned since 1989. The impressive, family-friendly Sunday brunch has a Bloody Mary with mild or spicy mix, pepper sauces, bacon bits, celery, pickles, and other goodies. Bloody Marys are available at any time. Make your own Bloody at “Turn Sunday into Funday” brunch from 10 a.m. to 2 p.m. for $15 with the purchase of an entrée.

Monday through Saturday 11 a.m. to 2 a.m.
Sunday 10 a.m. to midnight

33 West Street
Annapolis, MD 21401
410-268-4545 

The Iron Rooster has been an Annapolis favorite since it opened in October 2014. Located in the heart of Downtown Annapolis, adjacent to the City Dock, it serves as a perfect spot for all-day breakfast. First-timers should try the homemade pop-tarts. The Iron Rooster Bacon Bloody Mary is made with New Amsterdam vodka, house mix, pickled asparagus, bacon, and olive, with an Old Bay rim. 

Sunday through Thursday 8:00 a.m. to 8:00 p.m.
Friday and Saturday 8:00 a.m. to 9:00 p.m.

12 Market Space
Annapolis, Maryland 21401
410-990-1600

Federal House Bar and Grill has an imaginative touch to their Bloody Mary menu, with such intriguing offerings as Caliente Bloody, Kevin Bloody Bacon, Sunday Bloody Sunday, Shrimp Boat Captain, Chesapeake Bloody, Bloody Maryland, and Annapolis Bloody. Open for breakfast from 10 a.m. to noon on weekends. Live music on Thursday night in winter; weekends outdoors in summer. Children- and pet-friendly.

Monday through Thursday – 11 a.m. to 12 a.m. 
Friday – 11 a.m. to 1:30 a.m. 
Saturday – 10 a.m. to 1:30 a.m. 
Sunday – 10 a.m. to 10 p.m. 

24 Market Space 
Annapolis, MD 21401
410-268-2576

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Category: Arts & Entertainment, Food & DiningTag: Activities, Annapolis, bloody mary, restaurant See all posts by Judy Colbert

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