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. Mac: Safari.
All 32 Annapolis B&Bs / inns »

Flag House Inn

26 Randall St, Annapolis, MD 21401
Hotel amenities
Special offer
15% off room rate
Flag House Inn
Ranked #4 of 32 Annapolis B&B and Inns
5.0 of 5 stars 79 Reviews
Which Annapolis hotels are on sale?
See hotels
Write a Review

79 reviews from our community

    Trip type
Traveller rating
    70
    6
    1
    2
    0
Date Rating
Greenwich, Connecticut
1 review
5 of 5 stars Reviewed 24 May 2012 NEW

Warm and friendly hosts making you feel right at home from the moment you walk through the door. Charlotte is an extremely warm, friendly and honest person and is just a wealth of information providing us with great recommendations for dining and attractions. This Inn is just steps from the Naval Academy and just a block from the downtown wharf... More

Was this review helpful? Yes
NH
Senior Reviewer
6 reviews 6 reviews
Reviews in 5 cities Reviews in 5 cities
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed 11 May 2012

My husband and I enjoyed a too-brief stay at the Flag House Inn. I had researched online, looking for something other than a non-personal hotel for my first visit to Annapolis. That it is in the historic district, small, and offers free on-site parking were enticing. Then I read about the breakfasts - that was the clincher! But to meet... More

Was this review helpful? Yes
london
2 reviews
Reviews in 2 cities Reviews in 2 cities
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed 4 May 2012
1
person found this review helpful

If you're looking for the cold predictable impersonal efficiency of a large hotel, if you need an elevator rather than stairs, or if you're looking to party loudly so the whole street can hear..... best stay elsewhere. But if you value the traditional home-from-home values of a old-school family-run B&B, then you will most definitely, as we did, leave the... More

Was this review helpful? Yes
Winston Salem, North Carolina
2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 21 April 2012

We loved everything about our stay at The Flag House while visiting the academy for The International Ball. Charlotte and Bill made us feel right at home with wonderful accomodations and a fabulous warm and home-cooked breakfast. The location is perfect within walking distance to Gate 1 and all the wonderful restaurants and stores. We really did not want to... More

Was this review helpful? Yes
Rochester
1 review
5 of 5 stars Reviewed 10 April 2012

After reading many reviews, I called the Flag House Inn to ask if rooms were available. It is a wonderful place to stay. Charlotte & her husband are very helpful & great hosts. So convenient to town & the Naval Academy. More

Was this review helpful? Yes
Johnstown, Pennsylvania
1 review
5 of 5 stars Reviewed 4 April 2012

My husband and I were given a weekend stay from a family member who lives close to the inn as a wedding present. We always admired the inn when we would visit Annapolis. We were so delighted to get the opportunity to experience how beautiful the inn was from the inside. We were greeted happily even though we arrived later... More

Was this review helpful? Yes
Philadelphia
Senior Reviewer
10 reviews 10 reviews
Reviews in 3 cities Reviews in 3 cities
5 of 5 stars Reviewed 30 March 2012

My husband and I recently visited Annapolis for a chidl-free weekend and were delighted with our stay at the Flag House Inn. From our initial conversation when I called to make the booking, Charlotte went out of her way to make us feel welcomed. She knows the city well, and she gave us a lot of helpful information about things... More

Was this review helpful? Yes
See 7 more reviews by Tripper9999 for Annapolis
West Harwich, Massachusetts
Senior Reviewer
6 reviews 6 reviews
Reviews in 2 cities Reviews in 2 cities
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 22 March 2012

We recently stayed at the Flag House Inn on our way home from a trip to South Carolina. Unfortunately our visit was short, but we have decided that we must return. The inn is really charming and the location is superb. You are virtually across the street from the Naval Academy and around the corner from the waterfront. Charlotte and... More

Was this review helpful? Yes
Holland, Michigan
1 review
5 of 5 stars Reviewed 13 March 2012

What a charming venue for a visit to Annapolis! Charlotte and Bill are warm and welcoming hosts who make you feel like visiting family! I took my Mother for a long weekend to visit our Midshipman at USNA . This is a PERFECT place to call home for a few days. The breakfasts are healthy and delicious, the location is... More

Was this review helpful? Yes
Alexandria, Virginia
Senior Reviewer
6 reviews 6 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 12 March 2012

Appreciated the official "quiet hours" of 10pm to 7am so guests and hosts don't disturb each other. Location excellent for touring the Academy and historic area. Also, all restaurant recommendations by the hosts were wonderful! More

Was this review helpful? Yes
See 5 more reviews by M B for Annapolis

Travellers who viewed Flag House Inn also viewed

Historic Inns of Annapolis
4 of 5 stars 369 Reviews
Annapolis, MD
CHECK RATES! ABS:HotelCheckRates-d89317?&src=Hotel_Review&fromServlet=Hotel_Review&Action=QC_AlsoViewed
Academy Bed and Breakfast
5 of 5 stars 43 Reviews
Annapolis, MD
CHECK RATES! ABS:HotelCheckRates-d2192516?&src=Hotel_Review&fromServlet=Hotel_Review&Action=QC_AlsoViewed
Annapolitan Bed & Breakfast
4.5 of 5 stars 89 Reviews
Annapolis, MD
CHECK RATES! ABS:HotelCheckRates-d1164985?&src=Hotel_Review&fromServlet=Hotel_Review&Action=QC_AlsoViewed
View all 22 hotels in Annapolis, ranked by popularity »

Been to Flag House Inn? Share your experiences!

Write a Review Add Photos Add Videos

Additional Information about Flag House Inn

26 Randall St, Annapolis, MD 21401
Price range (per night):* RM471 - 707

Owners: What's your side of the story?

If you own or manage Flag House Inn, register now for free tools to enhance your listing, attract new reviews, and respond to reviewers.

  • Manage your listing