Annapolis, MD

O'Callaghan Annapolis Hotel

Member rates available
Travelzoo Staff

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% (101 Member Ratings)

"Everything. From the time you arrive until you leave, you feel right at home. The people are all very friendly and professional."
Jan 07, 2017
Warrington, PA, 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: No pets 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. Restaurant closed Sundays from noon after breakfast is served.

Have a Question?

1-877-966-0000 Email Us Check the F.A.Q.
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.

101 Member Reviews
(92% Positive)
Ratings & reviews reflect verified member feedback for The O'Callaghan Hotel Annapolis over the past 15 months.
Quality of Service
Value for the Money
Show Reviews
Enjoyed Most
Other Comments
Posted By
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
Enjoyed Most: The continental breakfast.
Other Comments: Front desk staff was rude. However the bellboy was outstanding.
Kara Oct 21, 2016 Whittier, CA, United States
Enjoyed Most: Courteous staff, complimentary breakfast, free parking, location
Randy Oct 15, 2016 Richmond, VA, United States
Enjoyed Most: Good location. Friendly staff.
Lisa Oct 01, 2016 Chapel Hill, NC, United States
Enjoyed Most: the staff
Other Comments: Furniture in room was worn and shabby. No real amenities
Hele Sep 30, 2016 Melrose Park, PA, United States
Enjoyed Most: Everything was perfect.
Helen Sep 30, 2016 Melrose Park, PA, United States
Enjoyed Most: Location: Less than 10 minute walk to Historic Downtown Annapolis
Other Comments: Good size, clean, comfortable, quiet rooms. Friendly and professional staff. Travelzoo deal was as advertised (valet parking and breakfast included). Stayed Sunday night and were pleasantly surprised by a jazz trio playing in the lounge/restaurant area.
William Sep 27, 2016 Jefferson, MD, United States

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O'Callaghan Annapolis Hotel