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All 31 Annapolis B&Bs / inns

Flag House Inn

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26 Randall St, Annapolis, MD 21401
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Hotel amenities
Special Price
10% off room rate
Flag House Inn
Ranked #2 of 31 Annapolis B&B and Inns
Certificate of Excellence 2014
GreenLeadersBronze level
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265 reviews from our community

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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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Boston, Massachusetts
Reviewer
3 reviews 3 reviews
3 hotel reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed 2 days ago NEW

Had a delightful weekend stay at the Flag House Inn. Charlotte was there to greet me upon arrival and Bill even helped me park my car (the spots are tight - but hey, cannot beat free parking!) and carried my suitcase to my third floor room. Did not spend a ton of time in the Inn, truthfully, because the location... More

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Maryland
Top Contributor
156 reviews 156 reviews
24 hotel reviews
94 helpful votes 94 helpful votes
4 of 5 stars Reviewed 4 days ago NEW

My wife and I had a wonderful last minute get-away before the holiday onslaught. The downtown location can't be beat, and on site parking included. The house is small, 5 rooms I think, and the owners live on site. Nicely decorated, quiet, and the proprietors took good care of us. Bill and Charlotte do like to talk, as some reviewers... More

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1 review
5 of 5 stars Reviewed 1 week ago NEW

My husband and I thoroughly enjoyed our stay at the Flag House Inn. The B&B is a beautiful, nicely decorated and clean home. The location absolutely cannot be more perfect to view the grounds of the Naval Academy and downtown shopping. Bill and Charlotte are truly execellent hosts and have accomodated our every need. Even though we visited Annapolis before... More

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Johnson City, Tennessee
1 review
5 of 5 stars Reviewed 1 week ago

I read nothing but great reviews on Flag House Inn in trying to choose a place to stay for our recent weekend trip to Annapolis and we were not disappointed! Our room was very nice and Charlotte and Bill were excellent hosts and provided us with great recommendations and everything we needed to make our stay a wonderful weekend. The... More

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

I tried hard to get a win for Tennessee and Navy in their games this weekend but no luck there. Glad you enjoyed our breakfasts and your stay with us at Flag House. We, too, enjoyed meeting both of you and helping you enjoy a three day getaway to our area. More

New Tripoli, Pennsylvania, United States
1 review
5 of 5 stars Reviewed 1 week ago

My husband and I enjoyed our stay at the Flag House Inn, very much! Charlotte and Bill are A+++ hosts and made our annual "Mommy and daddy" weekend, one to remember. Accommodations were spot on. Breakfast was perfect. This Bed and Breakfast is clean, neat, comfortable and well decorated. Location to town and Naval Academy is the best! Overall we... More

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

We were so pleased to be part of your Mommy & Daddy getaway weekend. It is always refreshing to have some adult time together without worrying about all the many things we do for our children each and every day. Sorry you had to leave before breakfast on Sunday but hope your daughter had a great experience trying out for... More

Smithville, New Jersey
1 review
5 of 5 stars Reviewed 3 weeks ago

We had a fantastic stay at the Flag House Inn. It looks exactly as the pictures on line. Very Clean and very comfortable. Charlotte makes the best breakfast ever! Both her and Bill are so welcoming and hospitable. Parking in back is great. So you can just park the car and forget about it. Close and walkable to everything, great... More

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

Thanks so much for your kind comments about our home. We have been so lucky for the past 18 years to meet so many people just as sweet and interesting as both of you. Maybe next time I will be able to do more to make the weather more enjoyable. Ha Ha Thank goodness for the club level at the... More

1 review
5 of 5 stars Reviewed 3 weeks ago

Owners Bill and Charlotte are a class act. In addition to a clean room, great breakfast we were treated to a household of historical / Academy artifacts and books. We couldn't have chosen a better place to stay for visiting the US Naval Academy. Bill was a former instructor, and their son is a graduate, so my nice and I... More

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

As I already told you, you win the uncle of the year award to helping your neice visit some of the coleges she is considering. All I can say is "Go Navy". :-) More

La Canada Flintridge, California
1 review
5 of 5 stars Reviewed 4 weeks ago

Great location across the street from the Naval Academy. Wonderful hosts, very knowledgeable of the area, they gave us great recommendations for places to eat. Very clean accomodations and great breakfast to start the day. We would definitely stay with Charlotte and Bill again.

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

We enjoyed meeting both of you and will be happy to welcome you back for a second visit next time you find yourself on the east coast. Always great to have the California flag flying from our front porch. More

Phoenixville, Pennsylvania
Reviewer
3 reviews 3 reviews
3 hotel reviews
3 helpful votes 3 helpful votes
4 of 5 stars Reviewed October 14, 2014

A friend of mine and I met up for a girls weekend and the Flag House inn was very comfortable with two fantastic breakfasts, I might add! We were able to walk everywhere in town from this location and Charlotte gave us a great introduction to Annapolis. Our room was very comfortable with lots of space. We really enjoyed our... More

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

I enjoyed meeting both of you and hearing about how you became friends more than 20 years ago. It is so wonderful so see friendships that endure and thrive through moves and changing families. You certainly will be going strong for 20 more years and beyond! More

St. Petersburg, Florida
1 review
5 of 5 stars Reviewed October 12, 2014

My wife and myself have just had a very enjoyable 4 night visit to Annapolis. The enjoyable aspects were the excellent B&B Flag House Inn which we stayed at which was very close to the entrance to the very impressive Naval Academy and the harbor. The welcome and friendship of the inn's owners, Charlotte & Bill, was the 'icing of... More

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

We enjoyed meeting both of you and being able to fly Florida flag and also the Union Jack. So glad you stopover in Annapolis helped give you some down time on your return to the US. More

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Additional Information about Flag House Inn

Address: 26 Randall St, Annapolis, MD 21401
Phone Number:
Location: United States > Maryland > Annapolis
Price Range (Based on Average Rates): $$
Number of rooms: 5
Also Known As:
Flag House Hotel Annapolis

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