Our Guest Rooms

Located near the waterfront in Annapolis, MD, our inn consists of five unique and individually decorated guest rooms.   All rooms have private bathroom with hair dryers, cable HDTV, A/C, free high speed Wi-Fi and clock radios with electric plugs/ USB chargers .   Four of the rooms are on the third floor, and our two-room suite is located on the second floor for those wanting less steps, more privacy or with an extra guest.  The inn is non-smoking.  Each room has comfortable chairs or love seat for your relaxation and also good lighting by each chair and bedside.  We also have slumber sound machines in each guest room to soothe you to sleep after a busy day in Annapolis.

Our king bedrooms and our twin bedroom can accommodate a maximum of two people.  Our two-room suite on second floor can accommodate a maximum of three people. 

Children & pets: Our general rule is that we welcome children 13 years and older. In certain situations we will welcome younger children, this should be discussed by phone in advance, we will do our best to balance your needs and our other guests.  As much as we love all pets, especially dogs, we are unable to accommodate guest pets.

In each room we have a guest information book, which we have put together over the 26 years operating as Flag House Inn.  The book contains information on eating and drinking around town, walking, bus and boating tours around Annapolis Harbor & the Chesapeake Bay, touring the US Naval Academy, tours of the Paca, Hammond-Harwood and Chase Lloyd homes, kayaking, shopping areas not to miss… (whew!) – all of these sights and sounds within a 5 – 10 minute walk from our front door.

Always ask us for updated recommendations ahead of your visit, as the restaurant scene & tours are always changing, and as we keep exploring and adding to our own experiences. We have our own up to date list of recommendations we can send ahead of your arrival or at time of check in. 

Guest room amenities include:

  • Private bathroom
  • A/C
  • Cable TV
  • Free WiFi
  • Clock Radio w/ USB & electric plugs
  • Hairdryer
  • Clock radio
  • Slumber sound machine

Pricing is seasonal, generally Monday- Tuesday – Wednesday will be least expensive, the other days are generally higher as weekend rates. Reservations including Friday  – Saturday night require a minimum 2 night stay

Peak events are Commissioning week, Fall Boat shows and some home Navy Football games and will carry minimum stays of 3 or more nights and can be priced higher than weekend rates


The Fleet Suite

The Far East

The Commodore

Water Witch

Sailing Capital