Staff was friendly and competent, even humerous. View wasn't much to talk about--3 dumpsters, but I didn't stay for the view. Rooms were clean and well kept. One room had an issue with the air conditioning and the staff responded rapidly when notified of the issue. The issue was not resolvable, and we were immediately offered a different room--good customer service! I would definitely stay here again.
Not a bar person usually, & might not have thought to go in if not for an Annapolis Film Festival meeting, however warm, welcoming and overwhelmingly accommodating would be my review. I had both time and dietary restrictions which were efficiently and enthusiastically taken care of. I've been back several other times since and this has been my consistent experience. Oh and the food is great too 😉
Great experience for an overnight stay. They accommodated me with an early check-in, which was great. In close proximity to some great restaurants and bars that are not near the tourist areas along the water.
This is definitely a 3 star hotel. The first (#319) room we were given had a weird smell, the mattress was extremely worn (sank right through it) the carpet appeared 10 years old without being cleaned, the room is right above the valet so you could hear every single conversation, and the room is in front of the elevator. 319 is definitely the worst room in the hotel. We notified the hotel front desk of our displeasure with the room and they immediately switched us to a better room (207), hence the 4 star rating. Hotel provides excellent customer service. The new room was much better and a lot cleaner. Bed was huge improvement. I would stay here again but would check the room out unpacking.
We stayed for 3 days and 4 nights as part of a big wedding celebration group. Staff was very friendly and helpful, especially the night bartender/waitress/hostess and young manager who both seemed capable of juggling many plates and hats with a smile. The hotel shows its age, and I had to restrain myself from making improvement suggestions, because its history in Annapolis should warrant more upgrading--while keeping it true to its roots. Food is just okay and, again, wish they had a signature menu to match their significant place in the region. Overall, they did a nice job with the Wedding Reception and took good care of our large family who were visiting from all over the globe. Frankly, it seems to me the O'Callaghan fits the mood of Annanopolis much more than a Loews or any of the new, modern hotels. Only wish the O'Callaghan administration would take better advantage of this with more TLC for the venue and help the ambience of the hotel shine brighter.