We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

O'Callaghan Hotel Annapolis

3.5 of 5 174 West Street, Annapolis, MD 21401
Best prices for your stay
Enter dates for best prices
Check In Check Out
Show Prices
Compare best prices from top travel sites
and 9 more sites!
Certificate of Excellence 2014
O'Callaghan Hotel Annapolis
Professional photos View all
Browse nearby
O'Callaghan Hotel Annapolis
Write a Review

555 reviews from our community

Traveler rating
    225
    167
    87
    51
    25
See reviews for
121
225
26
71
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
Traveler tips help you choose the right room.   Room tips (79)
Date | Rating
  • English first
  • German first
  • Italian first
  • Japanese first
  • Any
English first
  • All months
    (555)
  • Mar-May only
    (125)
  • Jun-Aug only
    (201)
  • Sep-Nov only
    (132)
  • Dec-Feb only
    (97)
All months
Franklin, Virginia
Top Contributor
135 reviews 135 reviews
41 hotel reviews
106 helpful votes 106 helpful votes
5 of 5 stars Reviewed 1 week ago

Nice property in downtown, nicely appointed, but the most outstanding feature was the hospitality from the staff. Kudos to management for hiring and training well. Each employee we encountered understands true hospitality. I definitely recommend this property and will return should I be back in Annapolis.

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

Dear A Traveling Virginian, It is always a pleasure to receive a five star review on our service and hospitality. I will pass your comments on to our staff. They appreciate positive feedback on their efforts in the spirit to serve. Please come back. Regards, Bob Russell More 

Knoxville, Tennessee
Reviewer
5 reviews 5 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed 1 week ago

Just spent two nights in Annapolis at the O'Callaghan Hotel and things could not have been better the staff is first rate and the room was wonderful , large, clean and had a small fridge. The location was within walking distance from everything in the downtown area. If I go back to Annapolis I would stay at the O'Callaghan again.

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

Dear mikein TN77, Thank you for choosing O’Callaghan’s for your recent visit to Annapolis. We are happy to hear we meet all of your lodging expectations during your stay. I will pass along your comments to the staff about their service. We look forward to seeing you again when in Annapolis. Regards, Bob Russell More 

1 review
5 of 5 stars Reviewed 1 week ago

I really enjoyed my stay at the O'Callaghan Hotel this week. It was a very relaxing and enjoyable experience in a great location. The staff were all very friendly and helpful, especially Steve at the front desk who was very pleasant and hospitable. Will return again.

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

Dear Caomhan S, Thank you for the wonderful review on our hotel and staff. We are lucky to have front desk agents like Steve. The staff I look forward to seeing you on your next trip to Annapolis. Best Regards, Bob Russell More 

Pitman, New Jersey
2 reviews
5 of 5 stars Reviewed 1 week ago

It was a great deal with free parking and complimentary breakfast. The front desk staff was very friendly. The staff at breakfast went above and beyond.I highly recommend O' Callaghan Hotel.We will be back soon!

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

Dear Kevin M, The staff and I thank you for taking the time to write a review. We appreciate the wonderful comments you made about the hotel and staff. We hope to see you soon. Best Regards, Bob Russell More 

northeast
Contributor
14 reviews 14 reviews
5 hotel reviews
16 helpful votes 16 helpful votes
5 of 5 stars Reviewed 2 weeks ago

This hotel is very convenient to shopping, restaurants and the Naval Academy. I walked to all even though it was 25 degrees with 20 mile an hour winds. With my package I got valet parking and breakfast for two. Cannot beat the value. Room was clean and front desk was helpful even though there were some glitches.

Was this review helpful? Yes
Bryant D, Front Office Manager at O'Callaghan Hotel Annapolis, responded to this review

Dear t j, I am delighted to hear of your excellent stay with us. Although the weather didn't sound like it was the best, we are glad that you were able to enjoy Annapolis. Our sales team will be glad to hear of someone taking advantage of the great deals out there! More 

Hagerstown, Maryland, United States
1 review
5 of 5 stars Reviewed 2 weeks ago

Stayed here in November, prices were great, service and staff very friendly and helpful. About a 10 minute walk to the downtown area and I would recommend this hotel to anyone else looking for great prices, and good food.

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

Dear Harley S, Thank you for the great review. We are pleased to have added to your trip to Annapolis. I will pass on your great comments about the staff to them. We hope to see you on your next trip to Annapolis. Regards, Bob Russell More 

Berkeley Spring, WV
2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 2 weeks ago

We stayed here in November and liked the hotel very much. Came back in January and found a special online for reduced rate and complimentary breakfast. The staff remembered us and all the staff is very friendly and helpful. Would definitely stay here again.

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

Dear kashipley, Our goal at O’Callaghan’s is to exceed the needs of our guest. We are glad that we have done this on your two visits to Annapolis. We look forward to seeing you again. Regards, Bob Russell More 

Ames, Iowa
Contributor
16 reviews 16 reviews
12 hotel reviews
6 helpful votes 6 helpful votes
3 of 5 stars Reviewed 2 weeks ago

I was initially assigned a room that was not ready, and then reassigned a room that had windows facing a horrid looking alley or was it a loading dock. There was some loud noise throughout the night that made sleeping difficult. Staff was very helpful (housekeeping, front desk, and restaurant).

Was this review helpful? Yes
Bryant D, Front Office Manager at O'Callaghan Hotel Annapolis, responded to this review

Dear Hridesh, Thank you for taking the time to review our property. We enjoy hearing that people take advantage of our prime location in historic Annapolis. I am sorry to hear that you were checked into a room that was not ready upon check-in. Also, if you could kindly reach out to me personally on the room you occupied that... More 

Lewes
Senior Contributor
29 reviews 29 reviews
4 hotel reviews
11 helpful votes 11 helpful votes
2 of 5 stars Reviewed 2 weeks ago

I've driven by O'Callaghan's on previous trips through Annapolis and the exterior exudes a very different experience than what I was met with in the interior. The hotel is definitely dated with rooms being subpar. I've seen better room décor in rural Best Westerns. Closet had noticeable water damage with what appeared to be mold. Room keys had to be... More 

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

Dear Jude S, Thank you for taking the time to write a review about your stay. We appreciate you pointing out the positive service you received from the staff. I would like to apologize for the malfunctioning key cards that you received and the condition of the closet in your room. We will work to correct these issues. I would... More 

Baltimore, Maryland
1 review
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed 3 weeks ago

We just spent a night at this lovely boutique hotel in the heart of historic Annapolis. The service was a wonderful combination of professionalism and warmth, the price was reasonable, the bar was great, and the room was beautiful and comfortable. Highly recommended.

Was this review helpful? Yes 3
Robert R, Manager at O'Callaghan Hotel Annapolis, responded to this review

Dear Betty C, Thank you for the feedback from your recent stay. The staff and I are glad to have added a positive note to your trip. We look forward to seeing you again in the future. Regards, Bob Russell More 

Questions? Get answers from hotel staff and past guests. Ask a question
Owners: What's your side of the story?
Register now for free — and start getting automatic notification of new reviews, responding to traveler feedback, adding new photos to your listing and much more.
Manage your listing

Been to O'Callaghan Hotel Annapolis? Share your experiences!

Write a Review Add Photos & Videos

Additional Information about O'Callaghan Hotel Annapolis

Address: 174 West Street, Annapolis, MD 21401
Location: United States > Maryland > Annapolis
Price Range (Based on Average Rates): $
Hotel Class:3.5 star — O'Callaghan Hotel Annapolis 3.5*
Number of rooms: 120
Reservation Options:
TripAdvisor is proud to partner with Travelocity, Expedia, Orbitz, Booking.com, Cheap Tickets, Priceline, Despegar.com, Hotels.com, TravelClick, Odigeo, TripOnline SA and Tingo so you can book your O'Callaghan Hotel Annapolis reservations with confidence. We help millions of travelers each month to find the perfect hotel for both vacation and business trips, always with the best discounts and special offers.
Also Known As:
o Callaghan Hotel Annapolis
o Callaghan Annapolis
Hotel Style:
#7 Family Hotel in Annapolis
#9 Romantic Hotel in Annapolis

64 photos of this hotel

Traveler photos: See what travelers like you saw

Viewed
All traveler photos (44)
Viewed
Bathroom (11)
Viewed
Room/suite (9)
Viewed
Pool/beach area (1)
Viewed
View from room (4)
Viewed
Hotel & grounds (8)
Viewed
Dining (1)
Viewed
Other (10)

Management photos: Courtesy of the property manager

Viewed
All management photos (20)
Viewed
Room/suite (10)
Viewed
Hotel & grounds (4)
Viewed
Business center/function rooms (1)
Viewed
Other (5)
Hotels you might also like...
Check In Check Out
Price Your Stay