An Annapolis Icon

In the Heart of Annapolis, Maryland
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Historic Annapolis.
Elegantly Renewed.

The Flag House Inn is where classic style meets historic locality. The U.S. Naval Academy is located steps outside our front door, along with award-winning Annapolis restaurants and charming boutiques that line the brick sidewalks of Historic Annapolis. Come experience the comfortably refined sophistication of this intimately sized and design-driven Annapolis icon.

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Rooms

Classically Modern Annapolis Accommodations

Admiral Suite

Admiral Suite

Sleeps
4
1
King
1
Sofa Bed

Located on the hotel's second level, the Admiral Suite offers private tranquility and unrivaled spaciousness in the Historic District. The primary bedroom features a cooling, charcoal-infused king-size mattress with luxurious 800-thread count linens, paired with a heavenly down duvet and down pillows. The private living room offers a respite that includes a large couch, desk, and other furnishings that make this room feel like a home away from home. The largest suite in the hotel, the Admiral Suite is the ideal accommodation for families and groups seeking a pied-à-terre in the heart of Downtown Annapolis.

Fleet Suite

Fleet Suite

Sleeps
4
1
King
2
Twin

Located on the second level, the Fleet Suite offers private tranquility and unrivaled spaciousness in the Historic District. The primary bedroom features a cooling, charcoal-infused king-size mattress with luxurious 800-thread count linens, paired with a heavenly down duvet and down pillows. The adjoining bedroom offers two twin-sized beds, which feature the same luxury mattress and bedding amenities. Spacious in size, the Fleet Suite is the ideal accommodation for families and groups seeking a two-bedroom suite.

Commodore Suite

Commodore Suite

Sleeps
2
1
King

The spacious Commodore Suite is located on the third floor of the hotel, and boasts fabulous views of the U.S. Naval Academy and the Downtown Annapolis cityscape. This suite offers a cooling, charcoal-infused king-size mattress with luxurious 800-thread count linens, paired with a heavenly down duvet and down pillows. Modern and Old World elements come together to form a uniquely Annapolitan space. The Commodore Suite features a separate mini split A/C system that allows all guests to set the temperature to perfectly suit their preferences.

Chesapeake

Chesapeake

Sleeps
2
1
King

Located on the third floor, the Chesapeake offers guests a truly spectacular view of the U.S. Naval Academy Chapel dome that rises above the lovely Downtown Annapolis neighborhood. This room offers a cooling, charcoal-infused king-size mattress with luxurious 800-thread count linens, paired with a heavenly down duvet and down pillows. Mid-century modern furnishings complement this memorable space, while a perfect night's sleep awaits in the unparalleled tranquility and quiet offered on the third level.

The Loft

The Loft

Sleeps
2
1
Queen

Located in the hotel’s detached carriage house, the Loft Suite is full of character with exposed beams and neighborhood views. This suite offers a a cooling, charcoal-infused queen-size mattress with luxurious 800-thread count linens, paired with a heavenly down duvet and down pillows. For those seeking a quiet, intimate stay away from it all, there is no better option than the Loft Suite in Downtown Annapolis.

Sailing Capital Room

Sailing Capital Room

Sleeps
2
1
Double

Located on the hotel's ground level, the Sailing Capital Room combines classic interior design with modern amenities for the most discerning traveler. This room offers a cooling, charcoal-infused double-size mattress with luxurious 800-thread count linens, paired with a heavenly down duvet and down pillows. Mid-century modern furnishings complement this memorable space, while a perfect night's sleep awaits along with a personal desk to pen your favorite Annapolis memories.

Admiral Suite

Admiral Suite

Sleeps
4
1
King
1
Sofa Bed

Located on the hotel's second level, the Admiral Suite offers private tranquility and unrivaled spaciousness in the Historic District. The primary bedroom features a cooling, charcoal-infused king-size mattress with luxurious 800-thread count linens, paired with a heavenly down duvet and down pillows. The private living room offers a respite that includes a large couch, desk, and other furnishings that make this room feel like a home away from home. The largest suite in the hotel, the Admiral Suite is the ideal accommodation for families and groups seeking a pied-à-terre in the heart of Downtown Annapolis.

The Flag House Inn blends historic architecture with modern elements to create memorable spaces unique to Annapolis. Each of our expertly designed rooms are imbued with a variety of different styles characteristic of the rich history of Annapolis.

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The Flag House Inn has for many years stood as an icon of Annapolis hospitality. And for very good reason – this property and the wonderful staff get every detail right, forming a welcoming retreat that sets the standard for upscale Annapolis travel.
Peter Howard
Rating: 
5
/5
Superior service, perfect location, and excellent breakfast to begin your Annapolis day.
Emma R.
Sept. 2022
Rating: 
5
/5
There is not a single detail missed at this elegantly historic, yet tastefully modernized hotel in the heart of downtown Annapolis. We are already looking forward to our next visit to the Flag House Inn.
Jacob F.
Aug. 2022
Rating: 
5
/5
We have traveled to many boutique hotel properties around the world, but rarely have we found such a professional staff coupled with a stunningly well-preserved historic property that also features the amenities we have all come to appreciate. The Flag House Inn is a diamond-quality property!
Cameron B.
Sept. 2022
Rating: 
5
/5
If you are searching for a special place to stay that just so happens to be next to the front gate of the U.S. Naval Academy, the Flag House Inn is the place for you. We visited our son for four years while he was a Midshipman at the Naval Academy, and the Flag House Inn is a highlight on a long list of cherished memories from those four years.
Kathleen S.
July 2022
Rating: 
5
/5

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