Flag House Inn

bed, desk, rich wallpaper

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Our Rooms in Annapolis, Maryland

Comfy Beds, Quiet Location, Modern Amenities

Located near the waterfront and US Naval Academy in Annapolis, MD, Flag House Inn is a refreshing alternative to large hotels for leisure and business travel. And Flag House Inn is the leading B&B in town because of on site parking, fresh cooked breakfast and modern amenities.  Check out our rooms and we’ll ensure you have a great experience in Annapolis!

The inn consists of six unique and individually decorated guest rooms. All rooms have private bathroom with cable HDTV, A/C & heat, high-speed Wi-Fi, hair dryers and clock radios with built-in electric plugs/ USB chargers. Four of the rooms are on the third floor, our two-room suite is located on the second floor for those wanting less steps, more privacy or with 3 guests. And now, we have added a sixth room, The Loft, located in a separate building with private entrance.

The inn is non-smoking, each room has comfortable chairs or a love seat for your relaxation and good lighting by each chair and bedside. We have slumber sound machines in each guest room to soothe you to sleep after a busy day in Annapolis. As much as we love animals we can not accept pets except service animals.

Our four king bedrooms on the 3rd floor (including one room that can convert to 2 twin beds) can accommodate a maximum of two people. Our two-room suite on the second floor can accommodate a maximum of three people. The newly added Loft can hold two people as well.

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.

In each room, we have a guest information book, which we have put together over the 29 years’ operating as Flag House Inn. The book contains information on eating and drinking around town, walking maps, bus and boating tours around Annapolis Harbor & the Chesapeake Bay, touring the US Naval Academy, tours of the historic homes, kayaking and shopping areas not to miss… (whew!) … And all these experiences are within a 5 – 10 minutes’ walk from our front door. We also send a prearrival mail a week ahead and a text message the night before arrival so we can stay in touch with you to plan a great stay.

At check-in or in advance, we can provide our own list of recommendations, as the restaurant scene & tours are always changing. We are actively exploring and adding to our own experiences.


With notice, we can provide a number of special treats into your room before your arrival:

  • Bouquet of flowers
  • Local hand made chocolates
  • Bottle of wine/prosecco
  • Chocolate dipped strawberries

When you book online you will see this option, or notify us at least 24 hours before arrival

Guest room amenities include:

  • King bed (Queen in Loft)
  • Private bathroom
  • Individually controlled A/C & Heat
  • HD Cable TV
  • Free high-speed Wi-Fi
  • Clock radio w/ built-in USB & electric plugs
  • Hair dryer
  • Slumber sound machine

Rates & Policies

Pricing is seasonal, generally Monday – Tuesday – Wednesday are lowest cost, Thursday – Sunday are generally higher as weekend rates. Reservations including Friday – Saturday night usually require a minimum 2-night stay, though we relax the 2-night minimum if rooms remain available about 3-10 days out.

Peak events often carry higher rates and longer minimum stays, such as Commissioning Week, Fall Boat shows, Induction Day/Parents Weekend and Navy Football games.

If you have any questions before booking, don’t hesitate to contact us by mail or phone…

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Our two-room suite is the only room located on the second floor and is ideal for those wanting less steps, more privacy or with an extra guest. There are significant sitting areas as the room stretches from front to back of house.

Large room with cream clored walls and a four poster bed with a blue coverlet

Fleet Suite

The only room on the second floor, Fleet is our largest and can sleep three. Continue reading
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King Deluxe

These two rooms (Far East & Commodore) are on 3rd floor in front of house and offer a larger sitting area, separate water closet and shower rooms, and overlook the entrance to the Naval Academy.

bed, desk, rich wallpaper


Large, richly decorated third-floor room. Also known as "the Red Room" Continue reading
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King sized bed with a purple coverlet in a lavishly wall-papered room

Far East

Spacious, third-floor room overlooks the U.S. Naval Academy. Continue reading
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King & Queen

There are two King bedrooms (Chesapeake & Sailing Capital) on the 3rd floor in the rear of the house and can be quieter. These rooms are lower priced but still offer all the amenities of the larger rooms.

In addition, we now offer a sixth room in a separate building with a private entrance, The Loft features a queen bed, private bathroom, new HVAC, and dedicated router for fast wi-fi.

TV, art, dresser

Sailing Capital

Bright & contemporary third-floor room which can be made up as two Twins or a King. Continue reading
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bed, pillows, headboard


The best views are from this quiet & contemporary third-floor room. Continue reading
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chair, bed, dresser

The Loft

Modern & newly renovated private space in separate building Continue reading
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Room Amenities

All rooms are richly decorated and offer the same features in every room as listed below. One room sleeps three (Fleet Suite), and one can be made up as either a King or two twin beds (Sailing Capital). The en-suite bathroom includes stand up shower, toiletries (soap & shampoo) as well as make-up towel and hair dryer.

Guest room amenities include:

  • King bed
  • Private bathroom
  • Individually controlled A/C & Heat
  • HD Cable TV
  • Free high-speed Wi-Fi
  • Clock radio w/ built-in USB & electric plugs
  • Hair dryer
  • Slumber sound machine
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