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Vacation Packages at Flag House Inn

soldiersNaval Academy visits, Blue and Gold training, sailing schools, immersion in history, business or retirement travel: whatever brings you to Annapolis, Maryland, the best location with free off-street parking and great accommodations is Flag House Inn. Contact us about special discount pricings, the best times to stay, and your other interests.

Specials

Blue & Gold Officers

Sailing Schools

St. John’s College

Retirement Travel

Historic District Tourism

Business Meetings and Executive Retreats

Blue & Gold Officers
cadetsIn appreciation of your service, Flag House Inn extends a special invitation to Blue & Gold officers at the best possible prices.

For Blue & Gold training programs: a deep discount.

Our Academy Connection:

Your hosts, Charlotte & Bill, are Midshipman (Class of 1999) parents.
Bill has been a USNA adjunct professor since 1999.

Flag House offers a great way to be at USNA and in-town:

  • Hassle-free, on-site parking at no extra cost.
  • King-size beds for extra comfort.
  • In-room full bathrooms and cable TV.
  • Good seating and plenty of lighting for reading.
  • Large assortment of Academy related reading materials.
  • Dozens of great restaurants and pubs within 5 blocks.
  • Naval art and antiques and Academy memorabilia

Sailing Schools

J-World
Annapolis Sailing School
Chesapeake Sailing School
Womanship

At Flag House Inn, Enjoy the Best of Both Worlds:

  • Centrally located for the sailor.
  • Easy off-street parking makes sailing school a snap.
  • Relax in the evening in the heart of Annapolis’ nightlife.
  • Enjoy Flag House’s sailing and maritime heritage.

Just a Block or Two Away:

The best pubs and restaurants in town.
The U.S. Naval Academy Sailing Center & Museum
US Naval Academy model ship gallery: one of the finest in the world.
City Dock: Annapolis’ maritime center since 1696.
The Annapolis Maritime Art Gallery for fine paintings & prints.

At Flag House Inn you enjoy:

  • Hassle-free, on-site parking at no extra cost.
  • King-size beds for extra comfort.
  • In-room full bathrooms and cable TV.
  • Good seating and plenty of lighting for reading or studying to improve your seamanship
  • Unique two-townhouse floor plan assures privacy.

Discounts offered for sailing school extended stays (4 or more days not including weekend days or major event weeks).

St. John’s College
“There is nothing which has yet been contrived by man by which so much happiness is produced as by a good tavern or inn.” –Samuel Johnson

Flag House Inn is located three blocks from the College campus. Your hosts, who had previous careers as professor and director of student health at a liberal arts college, are “Business Friends” of St. John’s College and supporters of its unique curriculum. We welcome alumni, parents and friends of current students.

Admissions Visits:

  • Room discount rate for admissions visits.
  • Two-room suite for 3 with king bed and second room twin, or room with twin beds, or king bed rooms.
  • With prior careers in undergraduate education at a liberal arts college, your hosts can help you understand the unique qualities of a St. John’s education.

At Flag House you enjoy:sitting room

  • Easy, on-site parking at no extra cost.
  • King-size (or twin) beds for extra comfort.
  • In-room full bathrooms and cable TV.
  • Good seating and plenty of lighting for reading.
  • Large assortment of magazines and reading materials.
  • Unique two-townhouse floor plan assures privacy.

Retirement Travel
Flag House Inn is noted for comfort, security & convenience.

Ideal place for the budget and quality conscious traveler:

  • Priced competitively, quality for quality, with other Historic District inns and hotels.
  • Free parking on site: compare with $18 hotel parking, hourly garage parking (often not available in season), and limited time on-street parking (2 hour maximum).
  • Full hot expansive breakfast.
  • Insider’s advice on the best deals in town for lunch, dinner, boat excursions, tours, and so much more.

Plus:

The peace & privacy advantages of a private historic home.
Personally owned and operated by your hosts: your assurance of hospitality & comfort.

Retiree Advantages:

Close (within 4 blocks!) to everything.
Ease of coming & going: a great advantage in rainy, hot or cold weather, or during a busy day.

garden with building in backgroundPricing: We think everyone deserves a great deal. Weekday prices are the best, and off season (Jan 2 – March 31) if you stay two days Monday – Thursday the third night is ½ price.

Historic District Tourism

  • The Flag House Inn Advantage:
  • An authentic & historic bed & breakfast inn, not a hotel.
  • Historic Victorian in the National Historic District.
  • Hassle-free on-site parking at no extra cost.
  • Host is past-Chair of the Annapolis Historic Preservation Commission and author of books on historic preservation.
  • Members of the Historic Annapolis Foundation & National Trust for Historic Preservation.
  • Located in the colonial waterfront sector of Annapolis.
  • Closest to the U.S. Naval Academy, a National Historic Landmark District and National Register District.

Within 3 Blocks: The Heart of the Colonial Area:

building front5 of the finest Georgian colonial mansions in America:
William Paca House & Gardens (1763), museum
Hammond-Harwood House (1774), museum
Chase-Lloyd House (1769), open to the public
McDowell Hall (1744), St. John’s College Campus
James Brice House (1767)
25 significant colonial buildings dating to 1680.
Maryland State House (1772), tours open to the public.
Scores of other colonial, federal, and Victorian buildings.

Helpfulness at Flag House Inn:

Find the ideal walking, bus or boat tour.
Latest Annapolis historic guidebooks and pamphlets.
Insider’s recommendations on area day trips.

Business Meetings and Executive Retreats

Meeting space available with full house rental.
Cooperative room placement with neighboring B&Bs.
Competitive pricing.

Flag House Inn Offers:

  • sailboatsHassle-free on-site parking, at no extra charge.
  • King-size beds for extra comfort.
  • In-room full bathrooms and cable TV.
  • Good seating and plenty of lighting for reading.
  • Large assortment of magazines and reading materials.
  • Dozens of great restaurants and pubs within 5 blocks.

Team Up with the Schooner Woodwind: This two-masted purpose-built schooner, sailing from City Dock, specializes in corporate charters and exciting team-building sailing exercises—a perfect way to begin or end your retreat at Flag House!

We take the guesswork out of the perfect business retreat:

Personal help with planning your day after meetings, plus guidebooks & pamphlets.
Large menu collection, with our recommendations.
Advice to help you choose the right restaurant for your taste, your style and your pocketbook.

Triton Light
Triton Light: Metaphor of Accomplishment
Named for the first submarine to circumnavigate the globe under water.