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O'Callaghan Hotel Annapolis

174 West Street, Annapolis, MD 21401
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O'Callaghan Hotel Annapolis
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602 Reviews from our TripAdvisor Community

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Rating summary
  • Location
    4.5 of 5 stars
  • Sleep Quality
    4 of 5 stars
  • Rooms
    4 of 5 stars
  • Service
    4 of 5 stars
  • Value
    4 of 5 stars
  • Cleanliness
    4 of 5 stars
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Westminster, Maryland
Level Contributor
1 review
common_n_hotel_reviews_1bd8 1 helpful vote
3 of 5 stars Reviewed 4 days ago NEW

Stayed one night while my husband was on business. Friendly and attentive staff but the room left a lot to be desired. Definitely showing signs of age and did not smell "fresh". The entire hotel needs updating but it is within walking distance to restaurants, government offices, and the waterfront. We were planning to eat in the restaurant but there... More 

Was this review helpful? Yes
Robert R, General Manager at O'Callaghan Hotel Annapolis, responded to this review

Dear H E, We appreciate your comments about our staff. I will definitely let our evening bartender know what a positive effect she had on your stay. We are working continually to update areas of the hotel to match our guest service. Regards, Bob Russell More 

Level Contributor
9 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 1 helpful vote
4 of 5 stars Reviewed 4 days ago NEW

We stayed for one night. The room was clean and fresh. The hotel was nicely located downtown. We walked to the Naval Academy and then to dinner. Our only issue was everything said the shuttles around town were free but the city started charging a dollar in Jan.

Was this review helpful? Yes
Robert R, General Manager at O'Callaghan Hotel Annapolis, responded to this review

Dear James T, Thank you for providing us feedback on your stay. We are glad that you enjoyed your stay with us and were able to enjoy Annapolis. We appreciate you bringing the shuttle information error to our attention. We will be reviewing all sites to insure this is corrected. Regards, Bob Russell More 

Silver Spring, Maryland
Level Contributor
4 reviews
common_n_hotel_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed 1 week ago

O'Callaghan Hotel Annapolis is very well located, and we walked everywhere we wanted to go. Our room was very comfortable, and staff were friendly and very helpful. We enjoyed a leisurely breakfast in the restaurant. We are likely to stay at O'Callaghan Hotel again.

Was this review helpful? Yes 1
Robert R, General Manager at O'Callaghan Hotel Annapolis, responded to this review

Dear 352traveler, Thank you for taking the time to share your feedback. We hope to welcome you back to our hotel very soon! Sincerely, Bob Russell More 

Level Contributor
6 reviews
5 of 5 stars Reviewed 1 week ago

Thank you so much for the warm welcome by th O'callaghan staff. They made every effort to make this a special stay for our silver wedding anniversary. After checking in we went up to our room to find that they had given us a lovely upgrade for free. We were treated like royalty throughout our stay. The property is a... More 

Was this review helpful? Yes
Robert R, General Manager at O'Callaghan Hotel Annapolis, responded to this review

Dear Kzumba, What a beautiful statement that we treated you like royalty. We are pleased that you had a great stay with us for your special day. Yes it is true we are a bit older but do have that unique Irish charm. Thank you for your review. Look forward to seeing you on your next visit. Sincerely, Bob Russell More 

Cincinnati, Ohio
1 review
5 of 5 stars Reviewed 1 week ago

This is the first time we stayed here. The staff is very friendly and accommodating. The rooms are modern and clean. Trolley service into downtown was great. Already made reservations here for my next trip.

Was this review helpful? Yes
Robert R, General Manager at O'Callaghan Hotel Annapolis, responded to this review

Dear mjb0623, Thank you for the great review of our hotel! We are glad that you enjoyed your stay and hope to see you again very soon. Sincerely, Bob Russell More 

Huntingtown, Maryland
Level Contributor
144 reviews
14 hotel reviews
common_n_hotel_reviews_1bd8 36 helpful votes
3 of 5 stars Reviewed 1 week ago

The hotel is rather old. They were having trouble with the AC when we visited. The bar/restaurant was 80 degrees and very musty smelling. The rooms are definitely showing wear. We stayed in this hotel since their rate was much less than the other two hotels on West street. There is definitely an Irish theme about the place. Doubt if... More 

Was this review helpful? Yes
Robert R, General Manager at O'Callaghan Hotel Annapolis, responded to this review

Dear pierre20639, Thank you for taking the time to share your feedback. While I wish you had a better experience, it is feedback like this that we learn from and use to improve. We work hard to deliver an exceptional guest experience, and it's apparent in this case that we fell short. If you give us a chance to earn... More 

Toledo, Ohio
1 review
5 of 5 stars Reviewed 1 week ago

We spent a long weekend in Annapolis for a wedding and stayed at the O'Callaghan for three nights. The accommodations were fine: clean rooms, attentive bar / restaurant staff, and within walking distance of where we wanted to be. The stay was excellent because of management's response to an unfortunate (but understandable) mistake made by the hotel valet staff. The... More 

Was this review helpful? Yes
Robert R, General Manager at O'Callaghan Hotel Annapolis, responded to this review

Dear jjosephk, Thank you for the review. We are glad that you enjoyed your stay with us. I will let Bryant know how much you appreciated his response to the unfortunate valet incident. We are glad it did not ruin your weekend. We hope to see you soon. Regards, Bob Russell General Manager More 

Orlando, Florida
Level Contributor
49 reviews
16 hotel reviews
common_n_hotel_reviews_1bd8 20 helpful votes
4 of 5 stars Reviewed 2 weeks ago

We stayed here for 1 night and it was great - we didn't use any of the hotel facilities as the bar was kind of empty and soulless and breakfast was not included however it's a short walk to town where all the bars and restaurants are and there are plenty of places nearby to get a drink etc -... More 

Was this review helpful? Yes
Robert R, General Manager at O'Callaghan Hotel Annapolis, responded to this review

Dear Nikki S, We appreciate you taking the time to tell us about your stay. Our location does make it great for guest to get out and see everything Annapolis has to offer. Glad you were able to enjoy the city. Regards, Bob Russell More 

Madison, Wisconsin
1 review
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 2 weeks ago

What a blast! Our first trip to Annapolis and we are so glad we stayed at O’Callaghan’s. We were warmly welcomed by several staff, check-in was quick, and we were in our spotless room ready for the day. Jamie did a great job taking care of our car, our wait for valet was negligible. Of course an Irish hotel had... More 

Was this review helpful? Yes 1
Robert R, General Manager at O'Callaghan Hotel Annapolis, responded to this review

Dear JebDave, The O’Callaghan’s staff is happy to hear you enjoy your trip to Annapolis. We are pleased that we were able to play a small part in making your trip successful. I will be sure to pass along your comments to Jamie. We hope to see you soon. Regards, Bob Russell More 

Wakeman, Ohio
Level Contributor
65 reviews
16 hotel reviews
common_n_hotel_reviews_1bd8 31 helpful votes
3 of 5 stars Reviewed 3 weeks ago

We like the location. Plenty of local nightlife here. Trolley goes right by and provides access to the bay/waterfront. Actually, we took it to the end and walked over to Eastpoint for supper. I am not sure why they don't want update the rooms. They could replace carpet, wallpaper and mattresses easily. Our king mattress was not in perfect condition... More 

Was this review helpful? Yes 1
Robert R, General Manager at O'Callaghan Hotel Annapolis, responded to this review

Dear MJ, We are glad you like our location and were able to take advantage of all that Annapolis has to offer. I would like to apologize for the condition of the items you mention in your review. We have been making an effort to repair all worn and damage items in rooms through our general care and maintenance program... More 

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