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Flag House Inn

Certificate of Excellence
GreenLeadersBronze level
Hotel website
26 Randall St, Annapolis, MD 21401
Special Price
10% off room rate
Flag House Inn
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284 reviews from our community

Traveler rating
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47
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Rating summary
  • Location
    5 of 5 stars
  • Sleep Quality
    5 of 5 stars
  • Rooms
    5 of 5 stars
  • Service
    5 of 5 stars
  • Value
    4.5 of 5 stars
  • Cleanliness
    5 of 5 stars
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Westport, CT
Top Contributor
56 reviews 56 reviews
40 hotel reviews
79 helpful votes 79 helpful votes
4 of 5 stars Reviewed 5 days ago NEW

My husband and I stayed here for the annual St. John's croquet match against Navy. This was our first trip to Annapolis, and it is absolutely wonderful. The Flag House Inn is across the street from the Visitor's Entrance to the Naval Academy. We took the walking tour with a veteran, and it was really interesting, and somewhat emotional, because... More 

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charlotteofFHI, Owner at Flag House Inn, responded to this review

What a beautiful weekend you had for the annual St. John's College vs. USNA croquet match which has been called the most unusual intercollegiate sport in America. Always a great event in our town which brings out the many tourists and charming spring hats for the garden party atmosphere on the lawn of St. John's College. More 

New York, NY
2 reviews
5 of 5 stars Reviewed 5 days ago NEW

My son and I stayed here for a quick overnight visit to the Naval Academy. Charlotte and Bill were wonderful hosts with a wealth of local knowledge, and served an absolutely delicious and sumptuous breakfast! The B&B itself is gorgeous and has every amenity needed. The room was comfortable and the bed was nice. I would highly recommend staying here... More 

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charlotteofFHI, Owner at Flag House Inn, responded to this review

It is always great to meet perspective candidates to USNA and families. Glad you both had a good experience during the visit and we will keep our fingers crossed that you will be here for many baseball games in the future. More 

Alexandria, Virginia
1 review
5 of 5 stars Reviewed 1 week ago

Ok, so it's not all about the location, but that is spectacular. The innkeepers are fun, engaging and great cooks. The beds were not noisy, and the rooms were quiet. This was an excellent B&B experience.

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charlotteofFHI, Owner at Flag House Inn, responded to this review

Frequently we have guests ask us what is the most important thing when considering a B&B purchase and my first answer is location X 3. Having great guests like you make it easy to be good hosts! More 

Alexandria, Virginia
1 review
5 of 5 stars Reviewed 2 weeks ago

We wanted to experience a bed & breakfast (our first!) in Annapolis for hubby's birthday . Wonderful home & host/hostess, great location (across the street from the Naval Academy and short walk to the water & historic district). Our room was tastefully appointed and comfortable. Charlotte was a wealth of information of things to do and places to see. Breakfast... More 

Was this review helpful? Yes
charlotteofFHI, Owner at Flag House Inn, responded to this review

I try to keep up on the latest happenings in Annapolis to help make your stay in our beautiful city even more enjoyable. The boat rides are beginning now that the warmer weather has arrived so maybe we can get you here for another celebration with warmer weather as part of the visit. :-) More 

Shoemakersville, Pennsylvania
1 review
5 of 5 stars Reviewed 3 weeks ago

My wife and I have been to several B&B's, but none have had the warmth and hospitality that the owners (Charlotte and Bill) of Flag House Inn provided. Both are very dedicated to making sure that our stay was as pleasant as possible from the moment we arrived to the moment we left. I cannot say enough positive things about... More 

Was this review helpful? Yes
charlotteofFHI, Owner at Flag House Inn, responded to this review

Jason, we certainly were happy to have both of you with us for your getaway vacation to Annapolis. It warms our hearts to know that guests have enjoyed their stay with us here at Flag House Inn as well as our lovely town of Annapolis. Enjoy the many more B&Bs that you stay at in the future and know that... More 

1 review
5 of 5 stars Reviewed 3 weeks ago

Having never been to a B&B before, this was an amazing first experience. Charlotte and Bill were so welcoming and were happy to help us plan our weekend. We were directed to great restaurants and fun places to visit. The breakfast was absolutely incredible! Fresh fruit, warm breads, then the main entree...mouthwatering good! Definitely the place to stay in Annapolis!

Was this review helpful? Yes
charlotteofFHI, Owner at Flag House Inn, responded to this review

It was great meeting both of you when you were here for you anniversary trip and a short R&R with grandparents taking care of the little ones. Your love of life is so evident and we wish you many more wonderful anniversary celebrations together. Hope you'll enjoy making some of our breakfast treats for your family and friends. More 

Alexandria, Virginia
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 3 weeks ago

The comforts of the Flag House Inn are exceeded only by the warmth and hospitality of its proprietors, Charlotte and Bill. The moment we arrived Bill whisked away our bags, parked our car, and deposited our bags in our room, while Charlotte welcomed us into their home and got us oriented. Located directly across the street from the visitors entrance... More 

Was this review helpful? Yes 1
charlotteofFHI, Owner at Flag House Inn, responded to this review

We both love sharing our insights into Annapolis with our guests and are always happy when it helps enhance your stay with us and visit to this beautiful historic town. Being so close to USNA made it easy for you to turn left out of our front door to get back and forth to the meet and then just turn... More 

King of Prussia, Pennsylvania
Reviewer
3 reviews 3 reviews
3 hotel reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed 3 weeks ago

The Flag House Inn is a lovely, well-cared for B&B within walking distance of great restaurants and shopping, the Naval Acadamy, and historic sites. The B&B is extremely clean and well-appointed. Charlotte and Bill are wonderful hosts - extrememly helpful and knowledgable in all that is Annapolis. Attention is paid to every little detail! Breakfast is gourmet and very relaxing.... More 

Was this review helpful? Yes 1
charlotteofFHI, Owner at Flag House Inn, responded to this review

A getaway any day of the week is great and we enjoyed having you with us last weekend for your visit to Annapolis. You certainly got to sample many of the pubs and restaurants on the food tour which is such a great way to get a real feel for this wonderful town in just a few hours. More 

Lutherville, Maryland
Reviewer
3 reviews 3 reviews
3 hotel reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed 4 weeks ago

We stayed at the Flag House to celebrate my husbands birthday. The accommodations were wonderful. Well appointed room, friendly, helpful hosts and a divine breakfast. We couldn't have asked for anything more. Highly recommended if you are visiting this beautiful and historic town!

Was this review helpful? Yes 1
charlotteofFHI, Owner at Flag House Inn, responded to this review

We were pleased to be part of the birthday celebration and wish you both many more such special celebrations. More 

Aberdeen, Maryland
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed March 18, 2015

Our recent stay at the Flag House Bed and Breakfast Inn was outstanding. Our hosts, Bill and Charlotte, are incredibly kind and hospitable folks which made our visit an exceptionally enjoyable experience. Parking is limited in Annapolis, so we were grateful that Flag House B&B offers free parking to their guest. Additionally, Flag House's location is optimal for visits to... More 

Was this review helpful? Yes 1
charlotteofFHI, Owner at Flag House Inn, responded to this review

As you know we loved meeting all of your family and hosting your stay while you were at the swim meet at USNA. We look forward to having you back again when they are here for the meet next year. More 

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