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Visit Annapolis

Walk through the cobbled streets of Annapolis and step past historic milestones that give the lovely city even more radiance. Venture out to see the many attractions that make Annapolis famous, which include: the Maryland state capitol, the oldest state capital still in use, the US Naval Academy, and our famous city dock.

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With over 100 classic hotel rooms offering the choice of either a King or two Queen-sized beds, this kindred ambiance seeks to please those who want to sleep quietly under the covers or spend time focused on their life’s work.

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Our events & conference center provides everything you need—whether you need a simple conference room, space for a corporate retreat, a reception venue, a venue for a wedding, business meeting venue, or virtually any other type of gathering.

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Welcome to the O’Callaghan Annapolis Hotel


There is only one historic Annapolis Hotel downtown that’s a short walk away from the Naval Academy where you can enjoy the comforts of renowned Irish hospitality, quality service, and some of the best value to be found in the area. Our Dublin inspired hotel offers spacious, comfortable rooms at reasonable rates along with some of the best fine dining and drink in Annapolis at our Irish pub. Failte! We look forward to extending a warm welcome to you and yours when you reach our Irish home. Who knows, you just may gather a bit of Irish luck during your stay.

Hotel Features


  • Nestled in the heart of Historic  Downtown Annapolis
  • Comforts of home with renowned Irish hospitality
  • Kind-natured spirits accompany the friendly prices that are, assuredly, the best value in downtown Annapolis

Only a few minutes from the Historical Annapolis City Dock!

Genuine Irish Hospitality in the Unique Annapolis Hotel


Settled in the heart of the Historic Annapolis downtown, you will find a hotel that speaks of distant lands overseas. Hints of Ireland flow through the entryway and rooms with deep mahogany wood, marble and accents of European and Irish furnishings. The O’Callaghan Annapolis Hotel is a slow stroll away from the US Naval Academy, Maryland State House and of course the signature city dock lined with the masts of sailboats of all sizes.

At O’Callaghan’s Annapolis hotel, we offer 120 rooms for our guests with plentiful amenities to provide maximum comfort at all times. Not many hotels in Annapolis, MD exhibit unique Irish charm in the form of warmly decorated rooms with imported furniture from Ireland and décor accentuated by hues of brown and gold. Our fully furnished and classically styled rooms come with your choice of either a single King or two Queen sized beds and include a number of convenient accommodations such as in-room refrigerators and free high-speed internet so that you may thoroughly enjoy your stay from the moment you check in.

Our prime downtown location in historic Annapolis distinguishes us as an ideal destination for everyone visiting Maryland’s Chesapeake Bay Area. We are happy to provide a comfortable place for you to lay your head regardless of whether you are a proud naval academy parent, passing through town on business, or attracted by the famous sailing docks of Annapolis. Our extended stay rates are amongst the best offered of any Annapolis hotel so, should you decide to continue your stay with us, know that you’ll continue to get some of the best service available in the area without the high cost often associated with that level of care.