• Skip to main content
  • Skip to after header navigation
  • Skip to site footer
Annapolis Moms

Annapolis Moms

Making Our Community Stronger, One Connection At A Time

BUSY MOMS DON’T MISS A THING!

This field is for validation purposes and should be left unchanged.
Which emails would you like to receive?
  • Home
  • Topics
    • Arts & Entertainment
    • Community
    • Education
    • Food & Dining
    • Health & Beauty
    • Holiday
    • Home
    • Parenting
    • Retail
    • Sports
  • Events
    • All Events
    • Submit an Event
  • Thumbs Up
  • About
    • Contact
  • Coupons
  • Summer Camps
    • Summer Camp Directory
      • Account/Login
      • Manage Listings & Profile
    • Add a Summer Camp
  • Job Connect
    • View Jobs
    • Add A Job
    • My Profile
    • My Listings
    • Job Email opt-in
  • BUSY MOMS DON’T MISS A THING!

    SIGN UP FOR OUR NEWSLETTERS

    This field is for validation purposes and should be left unchanged.
    Which emails would you like to receive?
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

facebookShare on Facebook
TwitterTweet
FollowFollow us

Related posts:

Local Food Finds Local Food Finds Local Food Finds 3 Tips for Making the Most of Annapolis Restaurant Week 
Category: Arts & Entertainment, Food & DiningTag: Activities, Annapolis, bloody mary, restaurant See all posts by Judy Colbert

About Judy Colbert

Previous Post:A Community of Resilience
Next Post:Local Food Finds

Sidebar

Categories

• Arts & Entertainment
• Community
• Do Not Miss
• Education
• Food & Dining
• Health & Beauty
• Holiday
• Home
• Parenting
• Retail
• Sports
• Updates

Comments Box SVG iconsUsed for the like, share, comment, and reaction icons

The Latest from our Facebook Page

☀️Not every conc

☀️Not every concert you go to this year will be on a warm, sandy beach and also support the important work of revitalizing and protecting the Chesapeake Bay!

Get your tickets to the 20th anniversary of Bands in the Sand now and spend a long summer evening dancing to live music, drink in hand, watching the sunset over the Bay while surrounded by fellow Bay-savers. We can’t wait to see you there!🏖️

CBF.ticketspice.com/bands-in-the-sand-2026?t=am26

-Chesapeake Bay Foundation
... See MoreSee Less

12 hours ago
View Comments likes Like love 1 Comments: 0 Shares: 0
Share
Share on Facebook Share on Twitter Share on Linked In Share by Email

0 CommentsComment on Facebook

SUMMER READY?  IMAGI

SUMMER READY? IMAGINE YOUR NEXT BBQ HERE... WITHOUT THE HIGH-END PRICE TAG! 🍔🔥

Looking to upgrade your outdoor space? Stamped concrete is the secret weapon for Maryland homeowners who want a backyard that looks terrific, stands the test of time, and stays within budget.

At @backyardbobbys , we believe you shouldn’t have to choose between beauty and common sense. Here is why our stamped concrete is the ultimate backyard upgrade:

✨ It Looks Terrific: Get the high-end look of natural slate, cobblestone, or wood. Our precision stamping and custom coloring create a seamless, high-end finish that instantly boosts your curb appeal.

💪 It Lasts a Long Time: Unlike individual pavers that shift, sink, or grow weeds over time, our solid-pour concrete stays level and durable through Maryland’s toughest seasons.

💰 It’s Cost-Effective: Achieve the aesthetic of expensive masonry at a fraction of the cost. It’s a smart investment that adds real value to your home without the maintenance headaches of stone or wood.

Ready to level up your outdoor game?
1️⃣ Pick your pattern (Stone, slate, or brick?)
2️⃣ Choose your color(Customized to match your home!)
3️⃣ Relax while our MHIC-licensed crew does the heavy lifting.

What’s your style: Classic Brick or Modern Slate? Let us know in the comments! 👇

📅 Now booking in Anne Arundel County! We are ready to help.

DM us for a free estimate or visit us at www.backyardbobbys.com to see our recent transformations!

#BackyardBobbys #AnneArundelCounty #StampedConcrete #MarylandHomes
... See MoreSee Less

2 days ago
View Comments likes Like 0 Comments: 0 Shares: 0
Share
Share on Facebook Share on Twitter Share on Linked In Share by Email

0 CommentsComment on Facebook

JOIN THE COMMUNITY

  • Facebook
  • Instagram
  • TikTok
  • YouTube

HELPFUL LINKS

  • Community Sponsorship
  • Privacy Policy
  • Terms of Service
  • Disclaimer
  • EULA
  • Thumbs Up & Plaques

BUSY MOMS DON’T MISS A THING!

This field is for validation purposes and should be left unchanged.
Which emails would you like to receive?

Copyright © 2026 · Annapolis Moms · All Rights Reserved · Powered by AE2 Creative

Change Location
Find awesome listings near you!