Flag House Inn

city scene at night with blue lights on trees

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Have a Magical Christmas Season in Annapolis

(November 26, 2021) There’s still plenty to do in  Annapolis in winter – Christmas shopping, great eats, museums, events and much more! It’s like a real life Hallmark movie! The Flag House Inn is centrally located for your winter getaway with cozy rooms, delicious breakfast, included parking and our owner’s great tips how to have fun in Annapolis! Prices are lower, it’s less busy but you still can experience most everything available in Annapolis (on land). Getting cold or need a rest? Just pop back to our bed and breakfast – our central location makes us an obvious choice to use as your base on operations.

Book your stay here or call us 410-280-2721.  As of the publishing date, we are not yet sold out for any dates during Christmas season)

Here’s a roundup of some of the great activities going on in Annapolis this winter:

  1. Christmas shopping – We have over 80 boutiques and specialty shops, many with local craftsmen featured.  Some of our faves: Local by Design, Annapolis Pottery, Vignette, Lat Long… and soooo many more
  2. Don’t miss “Midnight Madness” on the Thursday nights before Christmas – strolling musicians and carolers, bargains, hot drinks and great atmosphere!
  3. New Year’s Eve – fireworks!  Make a weekend of it and go for a walk around town, Greenbury point, Quiet Waters park, Waterworks & Bacon Ridge trails, or just walk across the street to the US Naval Academy
  4. The Military Bowl is played Monday December 27, and features teams from the ACC and AAC conferences, the Budweiser Clydesdales and a salute to our Armed Forces
  5. Take a guided tour – or get out on the water, do a cart tour or ghost tour/ pub crawl – so many choices  . Check with Watermark, Historic Annapolis or Tours and Crawls
  6. Museums & Historic Homes – Our fave is Preble Hall, the US Naval Academy museum .  Even better tie in a walking tour of the US Naval Academy. Also try Hammond Harwood House (great stories & artifacts), Paca House (huge house & gardens, signer of Declaration of Independence), Banneker Museum (African American focus, current exhibition “Freedom Bound” is excellent) and the Maryland State House (George Washington resigned his commission of commander of Continental Army here in 1783)

We can always provide other tips and recommendations to our guests, just let us know once you’ve booked with us.

Please enjoy a few more pictures that we have snapped around town the past week!

See you soon!

Large tree with white christmas lights looking on to large colonial dome, ciity scape

Maryland Ave looks magnificent at night!

tall colonial dome overlooking city street at night

Don’t miss the shops on Maryland Ave!

shop window filled with christmas decorations

Be sure to bring your shopping list when visiting Annapolis at Christmas!

snowflake ornaments hanging in narrow brick lined alley

Don’t miss snowflake alley off Main St in Annapolis!

blue and white lights on trees at night , city scene

See the thousands of beautiful lights for Christmas in Annapolis


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