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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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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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254 reviews from our community

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Rating summary
  • Sleep Quality
    5 of 5 stars
  • Location
    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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Williamsburg, Virginia, United States
1 review
5 of 5 stars Reviewed yesterday NEW

Looking for a wonderful place to stay with family or longtime friends in Annapolis, MD.? If so don't miss the Flag House Inn! Our 50th Reunion stay for five couples, all close friends since our entrance into the Naval Academy in 1960, couldn't have been better. Located just outside Gate one at the Academy. How great it was to park... More

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Galena, MD
1 review
5 of 5 stars Reviewed 5 days ago NEW

We visited Annapolis for a three day wedding anniversary trip given by our children. The Inn is charming and located very close to the Naval Academy and the Historic District. We parked our car in the drive and walked easily everywhere. The host and hostess are wonderful people - welcoming, warm and helpful with many suggestions for a great time... More

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

We so enjoyed meeting both of you as you celebrated your anniversary with us. Thank your children for us for getting the gift certificate that sent you to us. Wising you many more wonderful years together. More

Ridgefield, CT
Contributor
13 reviews 13 reviews
9 hotel reviews
5 helpful votes 5 helpful votes
5 of 5 stars Reviewed 1 week ago

We were in Annapolis for our 50th reunion and stayed at the Flag House with four other couples. The rooms were very comfortable and the location was superb. The owners were most hospitable, the food was excellent. the Inn was close to everything and made walking to all the attractions easy. Going to school should have been so comfortable. Highly... More

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

Having our house filled with 4th company 50th reunions was a real treat for us, too. How wonderful that after all these years your friendships remain strong and close. More

Saddle River NJ
Top Contributor
207 reviews 207 reviews
29 hotel reviews
113 helpful votes 113 helpful votes
4 of 5 stars Reviewed 1 week ago

The Inn is located right in town and you can walk leisurely to town and see the sights. We loved the fact that there was a swing set on the front porch, to refresh and inhale the fresh air after a long drive to Maryland. We really loved the fact that our car was secure in their lot that night.... More

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

So glad you found your stay enjoyable and comfy. These Victorian era homes have three floors so we must climb two flights of stairs to get to the bedrooms. We do have a suite on the second floor in case you come another time. Yes, that front porch swings is a great way to relax and watch the world go... More

Dallas, United States
Reviewer
4 reviews 4 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 1 week ago

We were visiting our son in D.C. and then spent the weekend in Annapolis. We choose the Flag House Inn because of it's location in the historic district and it's good reviews. We were very happy with our stay. The owners were super nice and accommodating. Our rooms were very comfortable and clean. The breakfast was wonderful, in fact I... More

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

I just read your review and went right out to the computer and emailed the recipe to you. Hope you will enjoy it many times with family and friends. Next time you are in the area visiting your son please think of us again if you need another get away. Who knows, maybe another new recipe will be requested. :-) More

Brashear, Texas, United States
1 review
5 of 5 stars Reviewed 2 weeks ago

I was in Annapolis to visit my son at the Naval Academy. The Flag House is located right across from the Naval Academy, which was very convenient. Charlotte and Bill made us both feel right at home. We both enjoyed our delicious breakfasts, our comfortable room, and weekend together. I am looking forward to staying at the Flag House again... More

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

We so enjoyed meeting both of you but were thrilled the mids were granted two overnights for Labor Day weekend and your plebe got to be "free" for two days. What a fantastic treat that was for both of you. More

1 review
5 of 5 stars Reviewed 2 weeks ago

We only stayed at the Flag House for one night taking the chance to explore Annapolis in the afternoon and evening. I am sure we will return on our next trip to Maryland. Charlotte and Bill were fantastic hosts, giving us some great advice on where to go and see in our limited time and a really great restaurant recommendation.... More

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

So happy you found our lovely historic town and had a good visit. It is always our pleasure helping our guest find the best way to use their time in Annapolis as well as guiding you to some excellent places to eat. We look forward to having you back with us next time you are in town. More

Top Contributor
58 reviews 58 reviews
9 hotel reviews
18 helpful votes 18 helpful votes
4 of 5 stars Reviewed 3 weeks ago

Lots of steps in this B&B and the room was small with a bathroom lacking any charm compared to other B&Bs stayed at nearby. The owner has plenty of stories to tell so be mindful of your time or you'll get stuck in an overextended breakfast hour. On a positive note, the location is great with the Naval Academy gates... More

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

Yes, we do have two flights of stairs up to our third floor rooms but there really is not a place for an elevator in this 1880 home. I try to remember to tell guests when they are calling for reservations so they are not surprised by stairs - thanks for your comments as they reminded me to be sure... More

McLean, Virginia
Senior Contributor
34 reviews 34 reviews
20 hotel reviews
22 helpful votes 22 helpful votes
5 of 5 stars Reviewed 4 weeks ago

We were in Annapolis to celebrate two family birthdays and found the Flag House Inn on Trip Advisor. We usually stay at B & B's and we wanted one that had availability for two nights over the weekend. We were really lucky to find the Flag House Inn. It is located right across from the Naval Academy grounds and about... More

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

I am so glad you had such a great birthday celebration weekend. Even the rains didn't interfere too much with all of your festivities. Wishing many more wonderful family activieis together in the future. More

Cream Ridge, New Jersey
1 review
5 of 5 stars Reviewed 4 weeks ago

My husband and I took a much needed overnight excursion and were blessed to find The Flag House Inn had an available room. We were graciously greeted by one of our hosts, Charlotte, who made us feel at home even before we stepped in. It was raining when we first arrived and Charlotte came out to greet us with large... More

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

Your kindness in writing such a wonderful review of our B&B is most appreciated. You really captured all that we try to do as B&B owners to help our guests enjoy their visit to Annapolis. It was a real pleasure meeting both of you and we hope you can come back another time to enjoy more of the sights and... 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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