Annapolis, MD

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% (200 Member Ratings)

"Courteous staff, complimentary breakfast, free parking, location"
Oct 15, 2016
Richmond, VA, 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.
Agents available Mon-Fri 9am-9pm & Sat-Sun 12pm-8pm ET

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.

200 Member Reviews
(92% Positive)
The reviews below reflect feedback for all deals offered by this business.
Quality of Service
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Posted By
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
Other Comments: great hotel, great rooms
Steven Sep 27, 2016 Fairfax Station, VA, United States
Enjoyed Most: Breakfast was good. Valet parking was very quick.
Donald Sep 21, 2016 Towson, MD, United States
Enjoyed Most: Great location, beautiful room, outstanding staff, reply enjoyed our stay.
Mike Sep 16, 2016 fort thomas, KY, United States
Enjoyed Most: Location
Shirley Sep 06, 2016 Altoona, PA, United States
Enjoyed Most: Location was great. Could walk to lots of shopping and dining options. A very safe feel to the neighborhood.
Other Comments: The ad for the hotel pictured an intersection right at the heart of downtown. The hotel was many blocks from that location, up the hill and down an entirely different street. We felt that posting that picture was a deception about the true location. While the location was ok, it was nowhere near what was pictured. We felt scammed by this and it makes us feel distrustful of both the booking site and hotel itself as we don't know who decided to post it in that way. Yes, we could have and should have looked up the address but we recognized the picture and trusted, foolishly, That the marketing was honest.
Nancy Sep 06, 2016 Frederick, MD, United States

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O'Callaghan Annapolis Hotel