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Flag House Inn

Certificate of Excellence
GreenLeadersBronze level
Hotel website
26 Randall St, Annapolis, MD 21401
Flag House Inn
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291 reviews from our community

Traveler rating
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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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Baltimore, Maryland
1 review
5 of 5 stars Reviewed 2 weeks ago

We loved the inn and the owner's and it was a terrific experience. It was clean, beautifully decorated, and full of charm. And the location cannot be beat. It's right in the heart of it all. I wondered if it would be noisy but it's just far enough away (around the corner) that we didn't hear a thing. But for... More 

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

We were so glad we were able to accommodate you last minute getaway when your previous plans suddenly changed. It was our pleasure meeting both of you and hope the games went well on Sunday. More 

Dresher, Pennsylvania
Senior Reviewer
9 reviews 9 reviews
4 hotel reviews
5 helpful votes 5 helpful votes
4 of 5 stars Reviewed 2 weeks ago

My husband chose Annapolis for a 2-day visit on the way to a meeting west of Baltimore. Many of the B&Bs were already booked by the time we called, and we felt lucky to find such convenient,authentic lodging. Our hosts were very friendly and helpful from the minute we arrived. The restaurants they recommended were terrific and within easy walking... More 

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

The Community Theater on East Street is a great way to spend an evening in Annapolis and all within a five minute walk from our front door. So glad you enjoyed the play and your stay in Annapolis. Hope your conference went well and your return trip back home was an easy one for you. More 

Top Contributor
121 reviews 121 reviews
25 hotel reviews
47 helpful votes 47 helpful votes
5 of 5 stars Reviewed 3 weeks ago

Welcoming, gracious and knowledgeable hosts in a beautifully and artfully furnished inn. This is a duplex layout so the inn side is totally available to the guests for lounging in the sitting room or sitting in the elegant dining room. Bedrooms are air-conditioned, have private baths and beds are very comfortable. A huge asset besides the wonderful hosts is the... More 

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

We always love having you with us and look forward to many more visits together in the years ahead! More 

Baltimore, Maryland
Contributor
12 reviews 12 reviews
3 hotel reviews
5 helpful votes 5 helpful votes
5 of 5 stars Reviewed 3 weeks ago

Our first visit to the inn was this past March. It coincided with yet another winter storm in the Mid-Atlantic. Charlotte & Bill went above and beyond to address our potential late arrival but I am happy to report we made it without incident. Our family enjoyed the stay and loved the close proximity to the USNA and Annapolis waterfront.... More 

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

That snow storm certainly was a challenge but you made it and we were so happy to have all of the family with us for the swim meet at USNA. We will look forward to having you with us again next year. More 

Summerfield, North Carolina
Reviewer
3 reviews 3 reviews
5 of 5 stars Reviewed 3 weeks ago

A B&B is not our norm. I travel a great deal for business so I'm accustomed to full service hotels but I wanted to give one a try for the Annapolis spring boat show/cruisers university. The Flag House Inn came highly recommended and the price included onsite parking (which is a premium during any large event) so we decided to... More 

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

We so enjoyed meeting both of you and getting updated on our old "stompin grounds" in NC. Next time we will look forward to having you for breakfast in the mornings so I can dazzle you with my culinary talents. :-) More 

1 review
5 of 5 stars Reviewed 3 weeks ago

Thank you for a picture perfect weekend away. We can't thank you enough and will highly recommend you to our friends and family! My wife and I enjoyed the easy conversation during check-in and during our morning breakfasts. We were across the street from the Naval Academy and able to have a easy walk to see the Naval Academy Men's... More 

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

Your visit to Annapolis was not long enough for all the R&R that you probably wanted but you certainly made good use of your time with the many things you did while here with us. The food tour really gets you to see many places in Annapolis that you might have otherwise missed. So glad you enjoyed our food and... More 

1 review
5 of 5 stars Reviewed 4 weeks ago via mobile

We were in Annapolis for the first time so that our daughter could attend the I-Ball at the Naval Academy. The location is perfect as it is right across the street from Gate 1. Our 2 room suite was spacious and comfortable. Breakfast was delicious and shopping and restaurants were in easy walking distance. Our host were friendly and knowledgeable... More 

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

It was so sweet of you to bring your daughter to Annapolis to attend the International Ball with her midshipman beau. We certainly enjoyed meeting all of you and seeing the photos of the beautiful couple and the stunning dress. More 

Westport, CT
Top Contributor
58 reviews 58 reviews
42 hotel reviews
79 helpful votes 79 helpful votes
4 of 5 stars Reviewed April 21, 2015

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 April 21, 2015

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 

Was this review helpful? Yes
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 April 13, 2015

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.

Was this review helpful? Yes
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 

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