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All 31 Annapolis B&Bs / inns

Flag House Inn

26 Randall St, Annapolis, MD 21401
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Hotel amenities
Special Price
Mid week discount
  • Overview
  • Reviews (234)
  • Photos (27)
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  • Room tips (40)
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Flag House Inn
Ranked #2 of 31 Annapolis B&B and Inns
Certificate of Excellence 2014
GreenLeadersBronze level
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234 people have reviewed this hotel

Traveler rating
    212
    19
    1
    2
    0
See reviews for
35
137
8
7
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
Traveler tips help you choose the right room.   Room tips (40)
Date | Rating
  • Dutch first
  • English first
  • French first
  • German first
  • Any
English first
Washington DC, District of Columbia
1 review
4 of 5 stars Reviewed 3 days ago NEW

My wife and I celebrated our wedding anniversary in Annapolis and enjoyed staying at Flag House Inn as part of that little getaway. The inn itself is perfectly located in the historic district of town, directly across from the Naval Academy entrance and the harbor area. It made getting around by foot very easy and quick forsight-seeing, restaurants,and nightclubs. The... More

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Flemington NJ
Reviewer
5 reviews 5 reviews
4 hotel reviews
6 helpful votes 6 helpful votes
5 of 5 stars Reviewed 2 weeks ago

My husband and I stayed at the Flag House Inn for one night a few weeks ago. After deciding that a road trip down South would be too long without an additional stop, we thought that Annapolis might be a good place to land before going home to NJ. When my husband suggested Annapolis, the Flag House came to mind.... More

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

We are so happy that you remembered our B&B when you visited Annapolis in the past for it allowed us to meet both of you and share stories as well as informaton about the good buys you found in town. More

Mickleton, New Jersey
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 3 weeks ago

We stayed at Flag House in for a long weekend, June 20-22. From beginning to end, the experience was perfect. We arrived to a warm welcome and felt like we were being greeted by old friends. I had called ahead to inquire about some special surprise activities, and all of Charlotte's recommendations were spot on. She took extra time to... More

Was this review helpful? Yes 1
charlotteofFHI, Owner at Flag House Inn, responded to this review

It was fun sitting on the staircase showing you where to go on the map to keep the secrets intact until you went to your chosen restaurants and events. So happy you had a great time for we really enjoyed meeting both of you. More

Contributor
11 reviews 11 reviews
3 hotel reviews
9 helpful votes 9 helpful votes
5 of 5 stars Reviewed 3 weeks ago

My wife and I stayed here for a weekend of fun after dropping our son at USNA's summer seminar. We live about 1.5 hours south now but have lived in Annapolis and continue to visit frequently. Flag House is an absolute jewel, and we enjoyed sharing a part of our weekend with the Schmickles. We stayed in the Commodore room.... More

Was this review helpful? Yes 1
charlotteofFHI, Owner at Flag House Inn, responded to this review

Even though you live fairly close to Annapolis you know what a jewel it is as a getaway. With our on site parking here at FlagHouse Inn you can drive into town and park you car here at our B&B then walk to everything you want to see and do in the historic district. More

Pittsburgh, Pennsylvania
Reviewer
4 reviews 4 reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed 4 weeks ago

We first stayed at the Flag House Inn in April over the Easter holiday and returned in June for a sail on the Pride of Baltimore. We returned because it is a wonderful place to stay. The Inn is ideally located within the historic district - the Naval Academy is across the street, the waterfront a few blocks away... we... More

Was this review helpful? Yes 1
charlotteofFHI, Owner at Flag House Inn, responded to this review

It was so great to have both of you back with us when you were back in Annapolis for the trip on the Pride of Baltimore. What a wonderful experience that was for both of you and I really enjoyed hearing about it. So glad you had great wind and beautiful weather on that day. More

Philadelphia, Pennsylvania
2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 5 weeks ago

We chose the Flag House after reading other reviews of this B&B. It certainly lived up to our expectations. Our room on the third floor was spacious and beautifully decorated. The king size bed was extremely comfortable. Bill and Charlotte were so helpful in suggesting sites to see as well as some good dining experiences. The breakfasts were delicious especially... More

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

We are always happy to hear that our guests enjoyed our B&B but also enjoyed our wonderful town of Annapolis. More

Lafayette, Colorado
1 review
5 of 5 stars Reviewed 5 weeks ago

We thoroughly enjoyed our recent stay at the historic and comfortable Flag House Inn We especially appreciated the excellent location to all the sites we wanted to see on our first to Annapolis. Bill and Charlotte were wonderful hosts. They made us feel welcome and offered great suggestions on dining options and sights worth seeing that didn't appear in our... More

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

One of the best things about a B&B is getting information on local sites, places to eat and things to do from people who actually live here. Guide books are great but talking with a B&B owner really can enhance your visit - as you so kindly mentioned in your review. More

Aldan, Pennsylvania
1 review
5 of 5 stars Reviewed 5 weeks ago

My husband and I received a terrific wedding gift from a group of friends last year, and we took advantage of it last weekend. The Flag House Inn was perfect-Bill and Charlotte couldn't be more hospitable, the room couldn't be more comfortable and the location couldn't be more accessible to all of the sites of Annapolis. We were able to... More

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

Thanks to your friends for sending you our way with a gift certificate for your wedding last year. We are happy to had a lovely time here as you were about to celebrate your first anniversary together. Many happy wishes for many more anniversaries ahead! More

San Jose, California
1 review
5 of 5 stars Reviewed June 18, 2014

I had the pleasure of staying 5 nights at the Flag House Inn in June, 2014. The property location is right downtown across from the Naval Academy within walking distance of the local points of interest. Couldn't have asked for a nicer room and the overall feel of the Inn was extremely comfortable and conducive to a restful stay. I... More

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

It was indeed our pleasure meeting you. The card you send was so lovely and reminded me that I want to get out to the "left" coast again before too long. More

Corsham, United Kingdom
1 review
5 of 5 stars Reviewed June 12, 2014

We spent 2 days and nights at the Flag House Inn. It's in an ideal position , right opposite the entrance to the naval academy and 2 minutes walk to the historic waterfront. The rooms (we had a suite) were very comfortable and Charlotte and Bill the owners certainly provide a welcoming personal touch (even flying the Welsh flag in... More

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

As you know we really enjoyed meeting all of you and were so pleased to have the Welsh flag hanging off of our front porch when you arrived and throughout your stay. 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): $$
Also Known As:
Flag House Hotel Annapolis

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Amenities

Free High Speed Internet ( WiFi ) Free Parking Wheelchair access
Official Description (provided by the hotel)
Front and center in the National Historic District, Flag House Inn is one of the largest private homes near the waterfront. Originally two Victorian townhouses, Flag House was restored in the early 1990's, acquired on-site parking, and now combines the privacy of an inn with the friendliness of a bed and breakfast.The large front porch, flying the state or national flags of guests, greets you with swings and teak benches. The guest entrance opens onto splendid interiors filled with original naval and nautical art and memorabilia, fine paintings, antiques, and reproductions. Flag House offers five welcoming and comfortable king or twin bed guest rooms, including a two-room suite, each with private bath and cable TV. Enjoy a large, hot breakfast before setting off for the day to explore this beautiful and historic neighborhood. ... more   less 
Number of rooms
5

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