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Flag House Inn

3.5 star property
City-center B&B, steps from Annapolis City Dock

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your current months are January, 2025 and February, 2025.
January 2025
February 2025

Photo gallery for Flag House Inn

Chesapeake Suite
Point of interest
Point of interest
Lobby lounge
Chesapeake Suite

Reviews

9.6 out of 10

Exceptional

Popular amenities

  • Parking available
  • Air conditioning
  • Free WiFi
The price is CA $286
CA $326 total
includes taxes & fees
Jan 5 - Jan 6

Room options

Available filters for rooms
Showing 5 of 5 rooms

View all photos for Fleet Suite

Fleet Suite

Fleet Suite

Highlights

Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Free minibar items
LED TV
Hypo-allergenic bedding
Frette Italian linens
  • 37 sq m
  • City view
  • Sleeps 4
  • 1 King Bed and 2 Twin Beds

Sailing Capital Room

Highlights

Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Free minibar items
LED TV
Hypo-allergenic bedding
Ceiling fan
  • 23 sq m
  • Sleeps 2
  • 1 Double Bed

View all photos for Chesapeake Suite

Chesapeake Suite

Chesapeake Suite

Highlights

Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Free minibar items
LED TV
Hypo-allergenic bedding
Frette Italian linens
  • 19 sq m
  • City view
  • Sleeps 2
  • 1 King Bed

View all photos for Commodore Suite

Commodore Suite

Commodore Suite

Highlights

Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Free minibar items
LED TV
Hypo-allergenic bedding
Frette Italian linens
  • City view
  • Sleeps 2
  • 1 King Bed

View all photos for Loft Suite

Loft Suite

Loft Suite

Highlights

Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Free minibar items
LED TV
Hypo-allergenic bedding
Frette Italian linens
  • 14 sq m
  • Sleeps 2
  • 1 Queen Bed

Similar properties

Exterior

Historic Inns of Annapolis

Pet-friendly
Parking available
Free WiFi
Restaurant
9.0 out of 10, Wonderful, (1723)
The price is CA $221
CA $300 total
includes taxes & fees
Jan 5 - Jan 6
Historic Inns of Annapolis
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Flag House Inn Reviews

Reviews

9.6

Exceptional

9.8/10

Cleanliness

9.8/10

Staff & service

10/10

Amenities

9.4/10

Property conditions & facilities

8.6/10

Eco-friendliness

Reviews

2/10 Poor

Prashant, 1-night trip
Verified Hotels.com guest review

8/10 Very good

Calista, 2-night trip
Verified Hotels.com guest review

10/10 Exceptional

Deangello, 2-night trip
Verified Hotels.com guest review

10/10 Exceptional

Shelley, 2-night trip
Verified Hotels.com guest review

10/10 Exceptional

Katja, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Caitlin, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Brookelyn, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Very nice facility. Close to shops and restaurants.
Joseph, 1-night romance trip
Verified Expedia guest review

10/10 Exceptional

Great place great people
Dennis, 1-night trip
Verified Expedia guest review

6/10 Good

Catherine, 1-night trip
Verified Hotels.com guest review

8/10 Very good

The room over the garage was just ok
Jonathan, 1-night trip
Verified Expedia guest review

10/10 Exceptional

Great place to stay when visiting Annapolis.
Kevin, 1-night family trip
Verified Expedia guest review

10/10 Exceptional

Excellent
Excellent staff. Excellent room. Excellent breakfast. Fantastic location! Spent some lovely time on the front porch.
Richard, 1-night trip
Verified Hotels.com guest review

8/10 Very good

Paying for location
You’re paying for the location, which is excellent. Debo was extremely helpful. Could have had more thorough instructions on internet, front door. Housekeeping could have been better. Chesapeake 1 room was quiet, but extremely small with the tiniest bathroom possible. I would ask for a larger room if available.
Cecily, 4-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Very close to downtown!
Beth, 1-night romance trip
Verified Travelocity guest review

10/10 Exceptional

1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Gregory, 1-night trip
Verified Expedia guest review

2/10 Poor

First and foremost, the property photos are not as advertised on the website. The common areas are nice, but the room accommodations were terrible, and the service was extremely poor. We were placed in a room behind the dining room which was down a hallway next to the kitchen across from the washer/dryer next to where the trash was kept each day. Furthermore, the photos on the website don’t show a room that looks anything like ours and when we inquired with the one and only staff person on-site, we were told our room isn’t listed on the site photos. This is misleading for a small inn to not show all the rooms available, particularly leaving off the less desirable ones. When we tried to get moved to a new room (as they weren’t sold out according to their misleading website) we were told we’d have to pay an extra $100 per night to move (we were already paying nearly $400 a night so that was simply unacceptable). As we were next to the kitchen, it was noisy every morning and so much so that they gave us a white noise to help block the noise, which leads us to believe that this is an ongoing issue that others have complained about. To be quite honest, we were confused why this was even a room they would rent out as there is no way anyone would stay in this room and have a good stay; we are confident that we can’t be the first people to have complained about this room. Strongly recommend booking elsewhere given the steep price.
Verified Expedia guest review

10/10 Exceptional

Great place for a weekend getaway in Annapolis. Quiet and walkable to all that Annapolis has to offer.
Michael, 2-night trip
Verified Expedia guest review

10/10 Exceptional

MATTHEW, 2-night trip
Verified Travelocity guest review

10/10 Exceptional

Very centrally located. VIP service throughout. Amazing breakfast. Lovely common areas.
Stephen, 1-night romance trip
Verified Expedia guest review

10/10 Exceptional

The breakfast is a 10 The location is a 10 The hospitality is a 12 Highly recommended
Andrea, 3-night romance trip
Verified Expedia guest review

8/10 Very good

Great place great location !!! Worth your money!
Jan, 1-night business trip
Verified Hotels.com guest review

10/10 Exceptional

Excellent service all around.
Jason, 1-night family trip
Verified Expedia guest review

10/10 Exceptional

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 until we left.
Robert, 2-night romance trip
Verified Expedia guest review