We were visiting my family in Maryland all the way from California. My uncle had to put us up in a hotel last minute because he had some business friends who were staying with him overnight and this place is such a delight! Upon check in the staff was very friendly and we woke up a little late for the breakfast however, the lady working the breakfast room was extremely friendly and went as far as to cut up some banana for my 6month old son. I love annapolis and how its so metropolitan! If I were ever to live on the east coast Annapolis would definitely be the spot. This property is perfectly located in the heart of Annapolis. I will definitely recommend this hotel for future visits.

Stayed at the O'Callaghan for the second time while at the Annapolis Boat Show in Oct. Rooms are fairly priced and are nice, big and clean and the staff was great! The John Barry Bar downstairs is a nice spot to grab a nightcap and the food is good.

While not on the waterfront, it is close enough to walk to - and the walk takes you down mainstreet and by all the great shops and restaurants. A stop over at the US Naval Academy is a must - especially the Museum, Chapel and Memorial Hall

Stayed at the O'Callaghan in September 2012 for my 45 Year College Reunion. Had a wonderful time! Room was fine. Had no problems with ANYTHING! As others have said, hotel is close to restaurants. The free shuttle gets you down to the Annapolis harbor area very conveniently. The Naval Academy is an easy walk. Had two great breakfasts in the hotel. The last night there was a banquet catered there at the hotel which was excellent. All in all we had a very positive experience at this hotel.

Our stay in Annapolis was wonderful -- what a great city to visit in the Fall! However, this hotel was a serious disappointment! It is in a great location, within walking distance of so many things, and it looks okay from the outside. So, it was very disappointing to see how dumpy the rooms were when we checked in. I agree with another review that stated it was "Musty, Dingy and Tired," as that pretty much sums it up. The fan and A/C did not work and the beds were really uncomfortable, making a good night's sleep impossible during our stay. I do give them credit that they sent someone up to re-set the A/C unit, but the bottom line is: don't waste your money here. I'm guessing that it has been a long time since the owner has visited his hotel and viewed the rooms....this place really reflects that sad fact.