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All 31 Annapolis B&Bs / inns

Flag House Inn

26 Randall St, Annapolis, MD 21401
Hotel website
Hotel amenities
Special Price
Mid week discount
Flag House Inn
Ranked #2 of 31 Annapolis B&B and Inns
Certificate of Excellence 2013
GreenLeadersBronze level
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209 people have reviewed this hotel

Traveler rating
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31
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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
Traveler tips help you choose the right room.   Room tips (34)
Date | Rating
  • English first
  • French first
  • German first
  • Any
English first
York, United Kingdom
2 reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed 1 week ago NEW

Flag House Inn was the last inn we stayed at on our trip around DC, Virginia and Maryland ,as with all the others it didn't disappoint. Perfectly located opposite the Naval College and on the harbours doorstep. Charlotte made us very welcome and gave us excellent recommendations for local restaurants ,helpful directions re parking when popping back to DC to... More

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

It was great having the Union Jack flying from our front porch while you were with us. We had it out again this week with another couple here from the UK. Hope your flight back home was an easy one for you and that your arrived back home refreshed after your holiday in the US. You really packed a great... More

Emmaus, Pennsylvania
Reviewer
3 reviews 3 reviews
5 of 5 stars Reviewed 1 week ago NEW

We recently stayed at the Flag House Inn based on its location to St John's College as we were coming to Annapolis for the annual St John's vs Naval Academy croquet tournament...What a hoot! Although the location was perfect in regards to the campus, it was also close to downtown and across the street from the Naval Academy. We were... More

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

I am so glad that we had such great weather last weekend when you were here for the annual croquet match between St. John's College and USNA. It really is a fun event and was once called "the most unusual intercollegiate sport in the US." Rightly so wouldn't you say. Hope your trip back home was an easy drive and... More

Morehead City, North Carolina
1 review
5 of 5 stars Reviewed 1 week ago

We were in Annapolis for our son's candidate visit at USNA. You could not have asked for a better location - directly across from the USNA entrance. The off road parking provided by the Inn was key for us and we were able to just walk everywhere. The room was spacious and very comfortable, the food was delicious, and the... More

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

We, too, look forward to greeting you many more times in the future as we have our fingers crossed that all goes well for your son getting his appointment to USNA. I know he is looking forward to summer seminar and we will welcome you back with open arms when you come to pick him up at the end of... More

Chatham, New Jersey
2 reviews
5 of 5 stars Reviewed 1 week ago

My son and I were in Annapolis for the accepted student program at St. John's College. Charlotte and Bill were welcoming when we arrived at the Flag House and full of helpful information. Their B&B was full of historic items which made for wonderful conversation. The room was lovely and their home was very comfortable. The breakfasts were divine. If... More

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

We, too, enjoyed meeting you and have been thinking about whether St. John's is still #1. Hope the visit to St. Olaf's went well but also hope we will get to see you again when he returns to Annapolis to begin his journey at St. John's College. More

Colleyville, Texas
1 review
5 of 5 stars Reviewed 3 weeks ago

Nice place to stay with with attention to detail and parking included (thankfully). Really folks having parking is a HUGE plus! Right across the street from the Naval Academy! Charlotte makes home made bread, french toast, quiche and fresh fruit dishes for breakfast. Charlotte and Bill are such lovely hosts and we have always enjoyed our visits when they had... More

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

As you know we always enjoy having you with us. So happy your Ensign had a friend getting married at USNA chapel and you were here for all the festtivites, too. Such a short time ago a midshipmen and now flying - how exciting! It great to have the lone star flag flying on our front porch, too. We'll look... More

Santa Barbara, California
1 review
5 of 5 stars Reviewed 4 weeks ago

We traveled from Santa Barbara to Annapolis with our son for Candidate Weekend at USNA. We were new to everything. The Flag House Inn welcomed us as old friends, even waiting for us on the front step with items for our son. Everything was perfect from the adorable room, delicious meals, impressive library and great company. Charlottee and Bill are... More

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

We were so happy to welcome you to our home and we always enjoy helping prospective students and parents get to know the USNA through our eyes. As parents of a grad (class'99) and Bill having been an adjunct professor in the past we can help your feel comfortable about your first visit to USNA and than many more in... More

Bainbridge Island, Washington
1 review
5 of 5 stars Reviewed 4 weeks ago

My sister and I had to travel to Annapolis for some emotional family business (a memorial for my parents on the USNA grounds). I took the advice of the other reviews regarding the Flag House Inn, saw that it was in close proximity to the Naval Academy, and decided to book a room for a couple of nights. We also... More

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

As I already told you, it was our pleasure to have hosted you and your sister when you were here for your family memorial. More

Honolulu, Hawaii
Reviewer
3 reviews 3 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed February 19, 2014

My apologies for this very belated review of our November stay at the Flag House Inn. What with the hectic holidays, other trips, and illness, I could not write earlier. We stayed here with another couple when our university played Navy in November. What an absolutely lovely stay we had!!! Charlotte and Bill were such gracious hosts....so welcoming, thoughtful, and... More

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

As you know, we really enjoyed meeting both of you when you were here for the Navy vs. Hawaii football game last November. All the lovely things you wrote about us and our B&B are much apprecited but only reflect the wonderful and gracious guests that we are lucky enough have met over the 17 years that we have been... More

Baltimore, MD
Reviewer
4 reviews 4 reviews
3 hotel reviews
3 helpful votes 3 helpful votes
4 of 5 stars Reviewed January 15, 2014

Flag House is a comfortable inviting place that allows you to park the car and forget it. Located three minutes from the dock area and the Naval Academy gates, it is surprisingly quiet. You are also only a few minutes from the 18th century houses that are open for tours. If the dock area isn't for you, the Maryland Avenue... More

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

You certainly captured the essence of Annapolis with the areas that you highlighted in your review. From the Naval Academy to the City Dock area and from the historic 18th century homes to the shops on Maryland Avenue you provided a wonderful overview for anyone coming to Annapolis and Flag House Inn. We would love to have you stay with... More

Washington DC, District of Columbia
Top Contributor
261 reviews 261 reviews
55 hotel reviews
101 helpful votes 101 helpful votes
5 of 5 stars Reviewed January 14, 2014

We decided to go to Annapolis for New Year's Eve at the last minute and were lucky to get a room at the Flag House Inn. The house is easy to find and the location couldn't have been any better, right across the street from the USNA, a couple of blocks from the city dock (important factor as we planned... More

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

New Year's Eve in Annapolis is always a great time with two sets of fireworks (7:30 PM for children and midnight for everyone who stayed up til then) and we are so happy that you were able to spend the evening with us. Thanks for posting the great photos you took. It showed off everything you spoke about in your... More

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Additional Information about Flag House Inn

Also Known As:
Flag House Hotel
Flag House Hotel Annapolis
Address: 26 Randall St, Annapolis, MD 21401
Phone Number:
Location: United States > Maryland > Annapolis
Amenities:
Free High Speed Internet ( WiFi ) Free Parking Wheelchair access
Hotel Style:
Ranked #2 of 31 B&Bs / Inns in Annapolis
Price Range (Based on Average Rates): $$
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 

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