O'Callaghan Annapolis Hotel

Ryan Haase
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

91% (121 Member Ratings)

"It was in easy walking distance to the river and the Naval Academy. And the staff was very friendly!"
Feb 16, 2017
North Potomac, 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 18 must be accompanied by an adult and stay free of charge when sharing parents’ room and using existing bedding. Extra beds are not available. Cot/crib available on request, free of charge for children under 3.

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.

*Unless otherwise stated, Travelzoo-exclusive extras are valid once per stay (based on two adults sharing). Value is an estimate based on double occupancy. Extras are only included with Member Rates and may not be available on all dates. Extras are non-transferable and have no cash value. Total value may vary depending on time of booking and availability. When included, breakfast may be limited to 2 guests per stay subject to hotel’s discretion. Other restrictions may apply; see our T&Cs for details.

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.

91% Positive
(121 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
4.6 Quality of Service
4.4 Value for the Money
Show Reviews
Enjoyed Most
It was in easy walking distance to the river and the Naval Academy. And the staff was very friendly!
Pamela Feb 16, 2017 North Potomac, MD, United States
Enjoyed Most
Other Comments
Complaining waitress. Slow service. Paper thin walls and party goers at 3am. Check in slow. No mattress pad protector on bed; just a bed sheet. Not the quality I expected from the past.
Kristy Jo Feb 13, 2017 Falls Church, VA, United States
Enjoyed Most
The staff was so helpful and friendly, much better than at big hotels.
Other Comments
They were so helpful and made us feel like family.
john Feb 13, 2017 Stafford, VA, United States
Enjoyed Most
The friendly, welcoming staff.
Other Comments
A little dated, rooms could use a tad sprucing up, but clean and perfect for a little get-a-way.
Christine Feb 13, 2017 Baltimore, ME, United States
Enjoyed Most
Katya Feb 06, 2017 Gaithersburg, MD, United States
Enjoyed Most
Price, location and extras
Robert Feb 06, 2017 Chesapeake Beach, MD, United States
Enjoyed Most
Everything. From the time you arrive until you leave, you feel right at home. The people are all very friendly and professional.
Other Comments
If I could give a higher star rating for Staff/Service, it would be closer to ten stars!!!!
William Jan 07, 2017 Warrington, PA, United States
Enjoyed Most
The location is perfect for walking into historic downtown Annapolis.
Other Comments
The staff is friendly and the dining/bar area was very elegant.
Ann Nov 15, 2016 Frederick, MD, United States
Other Comments
It was a wonderful experience. The hotel is charming although getting a little worn,the staff excellent, and free valet parking and breakfast were wonderful benefits.
Constance Nov 14, 2016 Niantic, CT, United States
Enjoyed Most
Nice location and helpful staff.
Other Comments
My room had a view of the dumpsters, probably because I had a special deal.
Karen Nov 06, 2016 Washington, DC, United States

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O'Callaghan Annapolis Hotel