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The Flag House Inn is where classic style meets historic locality. The U.S. Naval Academy is located steps outside our front door, along with award-winning Annapolis restaurants and charming boutiques that line the brick sidewalks of Historic Annapolis. Come experience the comfortably refined sophistication of this intimately sized and design-driven Annapolis icon.
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We enjoyed a fabulously comfortable stay with attentive hosts, and a delicious homemade breakfast every day. The property has been beautifully decorated, our bed was amazingly luxurious. Many thanks, Clint, Cody, Debbie and Phillipa.
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Date of stay: October 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Our four day stay in Annapolis was just terrific thanks to Flag House Inn and its great team (Clint, Cody & Debbie -- wonderful, thoughtful hosts). Quick stroll to downtown or the Naval Academy main gate, super convenient on-site parking, spacious rooms, great breakfast and more! We visit Annapolis a lot....we only wish we had discovered Flag House Inn sooner!
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Date of stay: October 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
There was great communication before our visit and as we made our way to The Flag House Inn. We were greeted at our car, and helped with our luggage to our third floor room. The room was fine, with two small bathrooms - one with a toilet and sink, and one had a shower and sink. The property had recently changed ownership, so the staff was new and the property was being renovated. This was not a problem for us, and we had a pleasant stay. Breakfast was great, and the cook/server was very friendly. The B&B is right across the street from the visitor entrance to the naval academy. It was an easy walk to everything we wanted to see and do in Annapolis and Eastport. Parking was a little tight behind the building, but they parked our car for us and we didn't need it again…
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Date of stay: September 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
My wife and I spent a couple nights in Annapolis at the Flag House Inn. First, the location is perfect for exploring the historic downtown and harbor area of Annapolis. Just a quick walk (a couple blocks) and you’re in the heart of it all. Next, the Inn is beautiful and well managed. The innkeepers are always responsive and there to serve without hovering. A chef prepared breakfast each morning is offered, ours were delicious! The Inn also offers free, off street parking, which is rare in the area. The rooms have recently been redecorated and are modern, stylish and comfortable. If you are headed to Annapolis I highly recommend the Flag House Inn!
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Date of stay: September 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Great time, great place. The new owners really made sure we felt comfortable. You can tell they want to make sure the Inn remains at the top of the Trip Advisor rankings. Our room (The Chesapeake) was beautiful. Breakfast every morning was delicious.
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Date of stay: September 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
We stayed at the Flag House Inn in September of 2022, shortly after the new ownership group took over, and this property is a gem! They have updated the previously out-of-style furnishings with tasteful options that are still classic in style. The professionalism exhibited by the staff is world-class. I cannot wait to visit the Flag House Inn again very soon!
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Date of stay: September 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Apparently the property changed hands and the web page was not updated. We booked based on reviews of the previous owners. When we arrived, the property was undergoing some construction , the former owners were gone and the room was stark and uninviting. No bedside tables, no phone and no clock. NO local TV channels. 2 chairs and a lamp plus the bed. False advertising as a recent check of the webpage still showed the old rooms/images. Unfortunately had to leave 1 day early due to family emergency- no breakfast was available ( table was set but no food anywhere). Would not refund any amount- gave us a credit but we wont go back. Very disappointing as this was our anniversary weekend. Hotel did not respond to email about the false advertising/conditions
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Date of stay: August 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Difficult to rate this lodging. The new owners are trying to turn it into a luxury hotel. Everything that made it a traditional bed and breakfast is gone. But if you want an upscale, predictable room in a good location, this may be fine for you. What is gone: fabulous breakfasts, baked goods, people who know the area, local owner collections of the area ( library, art and decor local to the area) , regular TV. What is new: a serviceable breakfast (the cook is very nice, and it’s certainly better than the chain hotels); fashionable black/off white anonymous furniture, you tube tv only (spotty internet when we were trying to stream our programs; we eventually gave up), multiple friendly guys in suits who carry your luggage upstairs. They are trying the “upscale mode where…
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Date of stay: August 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
We recently stayed at the Flag House Inn in Annapolis, MD. The B&B was located in an excellent location close to water activities, restaurants, and bars. The staff was outstanding and went out of their way to ensure we had all that we needed during our stay. I would highly recommend this B&B for anyone wanting to stay in Annapolis.
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Date of stay: August 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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Response from Debbie Ramsden, General Manager at Flag House Inn
Responded 26 Aug 2022
Thank you for your spectacular review! The pleasure was all ours. Hosting you in Annapolis was a treat for our staff, and we look forward to welcoming you back for another memorable stay.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
The inn was exceptional! We loved the location, accommodations, and the delicious breakfast! The owners were wonderful and really made our stay special. It is in the heart of Annapolis and a short walk to everything. I highly recommend it!
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Date of stay: July 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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Response from Debbie Ramsden, General Manager at Flag House Inn
Responded 11 Aug 2022
Thank you so much for the terrific review! We enjoyed welcoming you to this special property, and I hope to see you again very soon. Sincerely, Debbie R. General Manager
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
$399 - $560 (Based on Average Rates for a Standard Room)
ALSO KNOWN AS
flag house hotel annapolis
LOCATION
United StatesMarylandAnnapolis
NUMBER OF ROOMS
6
Prices are provided by our partners, and reflect total costs of the stay, including all taxes and fees known to our partners. Please see our partners for more details.
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