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
Enjoyed This
(143 Member Ratings)
"Staff and service was outstanding "
Oct 04, 2017
Lancaster, PA, USA


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 Time is 3pm.

Minimum age required to check in: 18.

Checkout: Standard Time is 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.

Enjoyed This
(143 Member Ratings)
Ratings & reviews reflect verified member feedback for The O'Callaghan Hotel Annapolis over the past 15 months.
4.0 Ambiance
4.4 Location
3.8 Rooms
4.6 Quality of Service
4.2 Value for the Money
Show Reviews
Enjoyed Most
Staff and service was outstanding
Other Comments
Room had dirty carpet. Seem smaller than appeared on web site.
Thomas Oct 04, 2017 Lancaster, PA, USA
Enjoyed Most
Great location
Other Comments
Very pleasant atmosphere. Staff friendly and efficient.
Joseph Aug 17, 2017 MillvilleMillville, DE, USA
Enjoyed Most
convenient location, excellent staff
Other Comments
pub closed Mon eve, only buffet for breakfast, room A/C ran almost continuous, 70% humidity in room, needed maintenance to adjust thermostat.
Raymond Aug 03, 2017 Bear, DE, USA
Enjoyed Most
Other Comments
SHERIE Aug 08, 2017 Ellicott City, MD, USA
Enjoyed Most
Staff was friendly.
Other Comments
The facility is old and tired. ALL furniture needs replaced - rooms need recarpeted and wallpapered.
Enjoyed Most
Breakfast was pretty good and most of the staff was nice.
Other Comments
It was very old and room was dirty.
Lisa Aug 06, 2017 Bristow, VA, USA
Enjoyed Most
Staff and location
Other Comments
Needs a super cleaning . Dirty baseboards everywhere. Needs interior painting.
Beth Jul 07, 2017 Berlin, MD, USA
Enjoyed Most
location and friendly staff
John J Jun 17, 2017 West Chester, PA, USA
Enjoyed Most
Other Comments
Staff was excellent especially the valets. Rooms were large and very clean. Free breakfast was ok.
mack Jul 05, 2017 Wilmington, DE, USA
Enjoyed Most
location was fairly close to downtown
Other Comments
mold and mildew around tub, where tub meets tile and on shower curtain. Told evening front desk person said he would have someone scrub it while we were out. Came back 3 hours later... nothing done. Told am manager said he was sorry. rugs also stained and wallpaper starting to peel at certain places.
Kathleen Jul 11, 2017 Catasauqua, PA, USA

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O'Callaghan Annapolis Hotel