We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Flag House Inn

Certificate of Excellence
GreenLeadersBronze level
Hotel website
26 Randall St, Annapolis, MD 21401
Book on
TripAdvisor
Trusted partner. We work with to make your booking as easy as possible.
Secure payments. We use industry-leading practices to keep your information secure.
Prices from our online travel partners are not available
We can't find prices for this hotel
Our online travel partners don't provide prices for this accommodation, but we can search other options in Annapolis
Check In Check Out
Show Prices
Management photos
Flag House Inn
View Map
Add Photo Write a Review

360 Reviews from our TripAdvisor Community

Traveler rating
Traveler type
Time of year
Language
  • More
Cape Town Central, South Africa
Level Contributor
156 reviews
26 hotel reviews
common_n_hotel_reviews_1bd8 28 helpful votes
5 of 5 stars Reviewed 1 week ago via mobile

Brilliant position to explore this quaint historic town. Warm, friendly greeting and comfortable surroundings close to town, academy and Maryland capitol. Sat on the porch like a gool ol' southern boy watching the world go past and imagining Harrison Ford stopping by! Great place to explore the area or have a rest on tour.

Helpful?
Thank postscript65
charlotteofFHI, Owner at Flag House Inn, responded to this review

The front porch is definitely the place to watch the world go by. We have not had a Harrison Ford siting since being here but so many interesting people do go by and will be envious that you are sitting on the front porch. More 

Bethlehem, Pennsylvania
Level Contributor
60 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 9 helpful votes
5 of 5 stars Reviewed 3 weeks ago

Located directly across from the main entrance of the Naval Academy, offering on-site parking (a premium in Annapolis), and one block from Main Street and City Dock. The Flag House offers the greatest breakfast served by the most wonderful innkeepers. Charlotte and Bill are truly devoted to their guest(s), making sure each is familiar with all the dining, historic, and... More 

Helpful?
Thank 68PatriciaY
charlotteofFHI, Owner at Flag House Inn, responded to this review

Your review captured so much of what we strive to offer our guests here at Flag House Inn. We welcome you back next time you are in Annapolis and will have your state flag flying for your return. More 

1 review
5 of 5 stars Reviewed January 5, 2016 via mobile

Excellent atmosphere, with the most charming owners who get you settled right from the start. They gave us great recommendations for where to see and places to eat as well. The location is perfect for walks into the street shops of Annapolis or cross the street to tour the US Naval Academy. Breakfast was satisfying and offered a good variety.... More 

Helpful?
Thank John G
charlotteofFHI, Owner at Flag House Inn, responded to this review

Now that cooler weather is here the fireplace between the sitting room and the dining room is a real plus. So happy you enjoyed the warmthof the fireplace as well as your stay with us and here in Annapolis. More 

Greenville, South Carolina
Level Contributor
246 reviews
48 hotel reviews
common_n_hotel_reviews_1bd8 79 helpful votes
5 of 5 stars Reviewed January 1, 2016

Stayed in B&B's all over the USA. This was one of the best for owner personality and friendliness, room quality, and the breakfast. Free parking at the B&B - a huge bonus for Annapolis. Had a 3rd floor room with king bed facing the street - very nice. Hosts Charlotte and Bill were great. Only stayed 1 night for the... More 

Helpful?
Thank Ron T
charlotteofFHI, Owner at Flag House Inn, responded to this review

We, too, enjoyed meeting both of you. We were all happy for that great Navy win in the Military Bowl. Hope your trip back to VA than on to SC were easy and uneventful ones for you. The sun has finally come out here today but so glad most of the falling moisture stayed away on game day. More 

Baden, Pennsylvania
Level Contributor
7 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed December 29, 2015 via mobile

My husband and I stayed at the inn for only one night; however, the hospitality was so welcoming and Charlotte was very accommodating with our adjustments. They didn't "have" to do any of it. It was the cleanest( bed n breakfast) We have stayed in for a while. Totally spotless! We enjoyed our delicious breakfast too. Great quality service! We... More 

Helpful?
Thank Andrea P
charlotteofFHI, Owner at Flag House Inn, responded to this review

You stay was short but we certainly enjoyed having you with us and I enjoyed our conversations together. The outcome of the game wasn't what you had hoped for but hopefully you had a good time while there as it was an exciting game throughout. Hope your trip back home was an easy one for you and sorry we didn't... More 

Blowing Rock, North Carolina
Level Contributor
3 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed December 16, 2015

We had a warm welcome to this beautiful, historic home. The location was exceptional as it is located immediately across the street from the US Naval Academy. The rooms were very clean and comfortable. Charlotte and Bill were great hosts and shared many helpful insights about the surrounding area. Thank you for a great experience on our first (but not... More 

Helpful?
Thank cindy9200
charlotteofFHI, Owner at Flag House Inn, responded to this review

It was our pleasure welcoming you into our home and B&B. After a long trip to get here I know you enjoyed being able to get out of the car and leave it parked as you walked to the restaurants and shops for some festive Christmas shopping during Annapolis Midnight Madness last Thursday evening. Then on to the Army-Navy game... More 

Richmond, Virginia
1 review
5 of 5 stars Reviewed December 16, 2015

To anyone who is wondering if staying at the Flag House Inn is the best choice for a B&B experience in Annapolis, look no further. The quiet and relaxing environment provided by the innkeepers, Charlotte and Bill is next to none. Charlotte makes you feel at home with her hospitality and tasteful treats she prepares for breakfast every morning, along... More 

Helpful?
Thank Bradley L
charlotteofFHI, Owner at Flag House Inn, responded to this review

You are always so welcome at our home and we thank Grandma & Grandpa for giving you this getaway to Annapolis. The lighted boat parade was shortened this year but so happy you got to see some of the beautifully decorated boats in the harbor that evening before heading off to your lovely anniversary dinner together. More 

Massachusetts
1 review
5 of 5 stars Reviewed December 9, 2015

My stay at the Flag House Inn was more than I ever could have imagined. Not only was it beautiful, clean, quiet and convenient, Charlotte and Bill were the most gracious hosts I have EVER encountered. This will forever be my "go-to" place in Annapolis. By the way... Charlotte is an amazing cook!!

Helpful?
Thank Teresa B
charlotteofFHI, Owner at Flag House Inn, responded to this review

We, too, felt as if we had known you before from the moment we met. So happy you felt the same. We will look forward to many more visits in the future as we keep our fingers crossed for USNA! More 

Philadelphia
Level Contributor
5 reviews
5 of 5 stars Reviewed November 24, 2015

Weekend trip to Annapolis that coincided with the Navy_SMU game - won by the Middies. The flyover before start of the game certainly woke-up fans and tourists -- very cool. Our stay at Flag House was great. Charlotte and Bill are wonderful hosts. Great breakfast - Charlotte should be chef in next life. AND, as Bill opined, reading the copy... More 

Helpful?
Thank L J C
charlotteofFHI, Owner at Flag House Inn, responded to this review

A Navy win is always a good win in this house. So glad you were able to experience the excitment of a home gave at the Navy-Marine Corps stadium. A real treat in college football. Thanks for the lovely compliments - I will keep trying to live up to your ideals of my breakfast offerings. More 

Level Contributor
37 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 8 helpful votes
5 of 5 stars Reviewed November 17, 2015

Two couples and one adult son stayed for three nights at the Flag House Inn. The owners, Charlotte and Bill, could not have been more welcoming. Their home (the inn is their home too) was spotless and full of wonderful charm. We were visiting the Naval Academy and this house is literally steps from one of the entrances just across... More 

Helpful?
Thank Pittteach3
charlotteofFHI, Owner at Flag House Inn, responded to this review

You have learned the great charm of Annapolis - park you car on site and walk to everything you wnat to see and do and places you want to try for many great food offerings. We were so happy to have had all of you stay with us and a great Navy win was another plus to enjoy while in... More 

Questions? Get answers from hotel staff and past guests. Ask a question

37 photos of this hotel

Traveler photos: See what travelers like you saw

Viewed
All traveler photos (32)
Viewed
Hotel & grounds (7)
Viewed
Room/suite (4)
Viewed
Dining (3)
Viewed
Bathroom (2)
Viewed
View from room (4)
Viewed
Other (12)

Management photos: Courtesy of the property manager

Viewed
All management photos (5)
Viewed
Hotel & grounds (4)
Viewed
Room/suite (1)
Check In Check Out
Show Prices
Hotels you might also like...
Travelers also viewed these Annapolis hotels
0.2 mi away
Historic Inns of Annapolis
Historic Inns of Annapolis
#4 of 21 in Annapolis
4.0 of 5 stars 841 reviews
0.7 mi away
Loews Annapolis Hotel
Loews Annapolis Hotel
#3 of 21 in Annapolis
4.0 of 5 stars 906 reviews
0.8 mi away
O'Callaghan Hotel Annapolis
O'Callaghan Hotel Annapolis
#12 of 21 in Annapolis
4.0 of 5 stars 681 reviews
Show Prices
Show Prices
Show Prices
0.2 mi away
Annapolis Waterfront Hotel, Autograph Collection
1.0 mi away
Westin Annapolis
Westin Annapolis
#9 of 21 in Annapolis
4.0 of 5 stars 662 reviews
0.1 mi away
Chez Amis Bed and Breakfast
Show Prices
Show Prices
Show Prices
Questions? Get answers from hotel staff and past guests. Ask a question

Amenities