O'Callaghan Annapolis Hotel

Member rates available
Karl Klockars
Deal Expert

Why We Love It

  • This "Old Country” boutique hotel features bedroom furnishings imported from Ireland
  • Walk to local maritime attractions, including the U.S. Naval Academy, or hop on the city trolley to sightsee
  • Free Wi-Fi available in all areas
  • Dine at John Barry Restaurant, which serves a unique blend of traditional Irish fare and Maryland favorites

“Offers good luxury outside the B&B circuit” -- Lonely Planet

92% (157 Member Ratings)

"The staff is excellent--friendly and very professional. Upon check-in the front desk staff member selected a room with a view for us. This was a nice touch as I was celebrating my birthday at the hotel."
Apr 22, 2017
Frederick, MD, United States


Map & Directions

Located 25 miles from the Baltimore Washington International Airport, cab fare runs around $55 for a one-way ride. The hotel recommends two airport shuttle services with competitive rates and online bookings: Super Shuttle and the Airport Shuttle.

Rooms & Rates

Check Rates


Centrally located in downtown Annapolis, O’Callaghan Hotel is within walking distance of historic and maritime attractions. The state capitol building is a half-mile down the street, while the U.S. Naval Academy is a 15-minute walk away. Visitors can also hop on the city trolley for additional sightseeing ($1 per person).

After a day on the water, order up a pint of Guinness at the John Barry Restaurant, their on-site Irish pub, which serves a unique blend of traditional Irish fare and Maryland favorites.

Settle in to a guest room featuring hardwood and leather furniture imported from Ireland as well as free Wi-Fi and a refrigerator. Guests can also take advantage of a 24-hour fitness room.



  • Infant cots / cribs
  • Bar
  • Newspaper / magazines
  • Gym / fitness center
  • Restaurant
  • No pets allowed

Services ATM

  • 24-hour front desk
  • 24-hour security
  • Concierge service
  • Laundry / dry cleaning
  • Room service (limited hours)
  • Business center

Room amenities

  • Air-conditioning
  • Coffee / tea-making facilities
  • Fridge
  • Iron and ironing board
  • Outdoor space for some rooms
  • Safe
  • Flatscreen TV


  • Complimentary Wi-Fi throughout


  • Bathtub
  • Hair-dryer


  • Parking (fees apply)
  • Valet service (fees apply)


  • Accessible bathroom in some rooms
  • Accessible meeting room
  • Accessible parking
  • Accessible path of travel
  • Accessible restaurant
  • ADA compliant rooms
  • Facilities for guests with special needs
  • Roll-in shower
  • Wheelchair accessible

Please note: Some amenities may not be available in all rooms and some amenities or services incur an additional charge and are subject to change. Please check with the hotel directly.


Check-in: Standard check-in time: 3pm. Minimum age required to check in: 18.

Checkout: Standard checkout time: 12pm.

Children and additional guests: Children under age 18 must be accompanied by an adult and stay free of charge when sharing parents’ room and using existing bedding (on request). Cribs available on request, free of charge for one child up to age 2. Extra beds are not available.

Pets: Only service animals allowed.

Cancellation: Cancellation policy & booking conditions vary by 'rate plan'. These will be displayed on the payment page after you have searched for your dates and selected a rate.

Additional details: Restaurant closed daily from 11:30am until 4:30pm except Saturdays. 

A Valet Parking Fee of $20.00 (subject to tax), per day applies, included in and out privileges, and will be added to your bill at the hotel. Oversize vehicles are not permitted. This rate is subject to change without notice and at the discretion of the property.

Have a Question? Contact Travelzoo.

Customer Service available 24 hours

Rates may vary by date, are subject to availability and are not guaranteed until your purchase is complete.

The room rates listed are for double occupancy per room unless otherwise stated and exclude tax recovery charges and service fees.

It is the responsibility of the hotel chain and/or the individual property to ensure the accuracy of the photos displayed. Travelzoo is not responsible for any inaccuracies in the photos.

92% Positive
(157 Member Reviews)
Ratings & reviews reflect verified member feedback for The O'Callaghan Hotel Annapolis over the past 15 months.
4.1 Ambiance
4.5 Location
3.9 Rooms
4.7 Quality of Service
4.4 Value for the Money
Show Reviews
Enjoyed Most
they did allow an early check in
Other Comments
No upgrade of room and the comedy club in the dining room
Michael May 07, 2017 Chatham, NJ, United States
Enjoyed Most
Greg Apr 29, 2017 Williamsport, PA, United States
Enjoyed Most
The staff is excellent--friendly and very professional. Upon check-in the front desk staff member selected a room with a view for us. This was a nice touch as I was celebrating my birthday at the hotel.
Ann Apr 22, 2017 Frederick, MD, United States
Enjoyed Most
The customer service was wonderful!
Other Comments
Not a nice view.
Gladis Apr 18, 2017 Germantown, MD, United States
Enjoyed Most
The location. The staff were very professional and so were the valet attendants.
Other Comments
The rooms were very nice. We had a king size bed. The bed was very comfortable. We had a large flat screen TV in the room. Some of the furniture in the room was a little worn but overall it was good. We loved the location. The Naval Academy and the different cruise tours were less than 2 miles walking distance away. We would stay again.
Rebecca Apr 18, 2017 Pocomoke, MD, United States
Enjoyed Most
Wonderful staff. Great location
Patrice Apr 15, 2017 Richmond, VA, United States
Enjoyed Most
Location. Staff.
Sheri Apr 13, 2017 Owings Mills, MD, United States
Enjoyed Most
Quietness. Safe. friendly staff
Barbara Apr 08, 2017 Allentown, PA, United States
Enjoyed Most
The location, the breakfast, and the room.
tracey Apr 08, 2017 richmond, VA, United States
Enjoyed Most
The food was very good. The staff was friendly and helpful.
Other Comments
The hotel was an the drab side. Old, chipped furniture. Tile in elevators was cracked and broken. Chair sets in restaurant were stained. Crumbs in napkin.
Nancy Apr 06, 2017 Fork Union, VA, United States

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O'Callaghan Annapolis Hotel