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All 32 Annapolis B&Bs / inns »

Flag House Inn

26 Randall St, Annapolis, MD 21401
Amenities
Ranked #6 of 32 Annapolis B&B and Inns
4.5 of 5 stars 67 Reviews
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67 reviews from our community

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    58
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Date Rating
Kimberly D
Baltimore, Maryland
1 review
5 of 5 stars Reviewed 16 February 2012 NEW

We thoroughly enjoyed our stay at the Flag House B&B. The whole house was lovely and our room was especially nice. Carlotte and Bill are wonderful hosts. The breakfast was absolutely delicious and the fire place in the dining room made it even more special. The Flag House is the perfect location, right near the Annapolis City Dock and the... More

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Debra M
Chester, Maryland
1 review
5 of 5 stars Reviewed 13 February 2012 NEW

My husband and I enjoyed staying at the Flag House with family visiting from out-of-town for a special birthday celebration. I especially appreciated Charlotte's food allergy knowledge and willingness to provide me a gluten-free breakfast. My parents owned a B&B for over 20 years and Charlotte and Bill made me feel like I was back home with them. The location... More

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Tom B
Ellicott City, Maryland
Reviewer
4 reviews
1 helpful vote
5 of 5 stars Reviewed 13 January 2012

My wife and I spent New Year's weekend here and it was a truly great experience. We would certainly not have had as wonderful a weekend in Annapolis as we did without staying at the Flag House Inn. It was really a crucial part of making our trip to Annapolis so great. Charlotte and Bill made us feel so welcome... More

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Travelnette
Alexandria, Virginia
1 review
5 of 5 stars Reviewed 10 January 2012

My husband and I traveled to Annapolis for a brief work-related job at the Naval Academy. The Flag House Inn was ideally situated right across the street. Charlotte and Bill were very warm and welcoming and couldn't have been more gracious. While my husband was at the Naval Academy, I was able to go sightseeing. All of the area attractions... More

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DALIAr
Haifa, Israel
1 review
5 of 5 stars Reviewed 4 November 2011

We had wonderfull time in Annapolis staying at Flag house inn. our hosts Charlote and Bill gave us home feeling and gave us good advises and information about things to see and to do. and most of all was the breakfast!!! More

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Tennis_traveler15
Washington DC, District of Columbia
1 review
5 of 5 stars Reviewed 17 October 2011

My boyfriend and I had a wonderful stay at the Flag House Inn; we traveled to Annapolis for the weekend to celebrate my birthday. The proprietors had a wealth of information on area attractions, restaurants and shops. They also perfectly balanced the right amount of interaction with guests while giving them enough privacy. Breakfast was out of this world, especially... More

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Dave S
Doylestown, Pennsylvania
1 review
5 of 5 stars Reviewed 12 October 2011

Charlotte & Bill make you feel welcomed before you arrive, when you arrive and after you leave. They are located literally across the street from Gate 1 of USNA, with off-street parking and within easy walking of all downtown Annapolis. Breakfast, regardless of what is served is delicious and comes with stimulating conversation from other well-healed interesting travelers. We stayed... More

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Paula S
Midland, Michigan
1 review
5 of 5 stars Reviewed 8 October 2011

My husband and I recently stayed at the Flag House Inn and found it to be a delightful Bed & Breakfast. Hosts Bill and Charlotte Schmickle were warm, very friendly, helpful without being intrusive, and a wealth of information about the area. As we were in Annapolis to attend USNA Foundation & Alumni Assoc. meetings and to see our midshipman... More

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Melanie D
Williams Bay, Wisconsin
1 review
5 of 5 stars Reviewed 3 October 2011

Our experience at Flag Inn was absolutely perfect! The breakfasts were terrific, the location quiet, but central to everything, the host and hostess were helpful and friendly, while still giving privacy to their guests. We will definitely return...we already have it planned. More

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celia c
Mount Vernon, Washington
1 review
5 of 5 stars Reviewed 3 October 2011

Here is an attractive, thoughtfully furnished, comfortable B&B right in the heart of Annapolis! We walked everywhere--with the exception of our return after dark from a restaraunt by way of a delightful Water Taxi! The owners are helpful and attentive to every need, well versed in the history of the area, and serve a delicious breakfast. More

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