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Flag House Inn

3.5 star property
Bed & breakfast with free breakfast, steps from U.S. Naval Academy
your current months are February, 2025 and March, 2025.
February 2025
March 2025

Photo gallery for Flag House Inn

Dining room
Front of property
Chesapeake Suite
Free daily local cuisine breakfast
Lobby sitting area

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • Parking available
  • Housekeeping
  • Air conditioning
  • Free WiFi
  • Business services
The current price is NZ$403
includes taxes & fees
3 Feb - 4 Feb

Explore the area

Map
26 Randall St, Annapolis, MD, 21401
  • U.S. Naval Academy
    ‪1 min walk‬
  • Annapolis City Dock
    ‪1 min walk‬
  • William Paca House
    ‪3 min walk‬
  • Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪30 min drive‬

Room options

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 bed sheets
  • 37 sq m
  • City view
  • Sleeps 4
  • 1 King Bed and 2 Single 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 bed sheets
  • 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 bed sheets
  • 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 bed sheets
  • 14 sq m
  • Sleeps 2
  • 1 Queen Bed

Similar properties

Exterior

Historic Inns of Annapolis

Pet-friendly
Free WiFi
Restaurant
Air conditioning
4.5 out of 5, Wonderful, (1722)
The price is NZ$285
for 1 room
includes taxes & fees
16 Feb - 17 Feb
Historic Inns of Annapolis

About the area

Annapolis

Flag House Inn places you in the centre of Annapolis, steps from Annapolis City Dock and within a short 5-minute stroll of U.S. Naval Academy. Highlights at this B&B include in-room free WiFi and LED TVs. .This bed & breakfast offers free WiFi in public areas, concierge services and a terrace. Other amenities include a fridge in a common area, free newspapers in the lobby and a fireplace in the lobby. Each morning free local cuisine breakfast is offered between 8:30 AM and 10:00 AM. There's also the convenience of valet parking. .Sights within a 10-minute walk of this 3.5-property class Historic District B&B include Maryland State House and Navy-Marine Corps Memorial Stadium is within 30 minutes.
View more B&B in AnnapolisOpens in a new window

What's nearby

  • U.S. Naval Academy - 1 min walk
  • Annapolis City Dock - 1 min walk
  • Maryland State House - 6 min walk
  • Navy-Marine Corps Memorial Stadium - 2 min drive
  • Chesapeake Bay Bridge - 27 min drive

Getting around

  • Odenton Station - 21 min drive
  • Fort Meade, MD (FME-Tipton) - 25 min drive

Restaurants

  • ‪The Choptank - ‬3 min walk
  • ‪Starbucks - ‬4 min walk
  • ‪O'Brien's Annapolis' Original Steakhouse - ‬4 min walk
  • ‪Chick & Ruth's Delly - ‬7 min walk
  • ‪Mc Garvey's Saloon - ‬2 min walk

About this property

Flag House Inn

Bed & breakfast with free breakfast, steps from U.S. Naval Academy
Free breakfast is available daily. Public spaces have free WiFi. A terrace, tour/ticket assistance, and concierge services are also featured at Flag House Inn. For a fee, parking is available.

Smoking is allowed in designated areas at this 3.5-star Annapolis bed & breakfast.

  • 5 guestrooms or units
  • Conference rooms
  • Local cuisine
  • Breakfast available (free)
  • Front desk (limited hours)
  • Tour and ticket information
  • Concierge
  • Terrace
  • Newspapers in lobby (free)
  • Fireplace in lobby
  • Smoking in designated areas
  • Fridge in a common area
Flag House Inn offers 5 accommodations with free minibar items and espresso makers. This individually decorated and furnished accommodation has separate sitting areas. Memory foam beds feature Frette Italian sheets and premium bedding. 55-inch LED televisions come with digital channels.

Bathrooms include a shower, complimentary toiletries and hairdryers. Guests can surf the web using complimentary wireless Internet access. Additionally, rooms include free newspapers and complimentary bottles of water. Hypo-allergenic bedding and an iron/ironing board can be requested. Housekeeping is provided on a daily basis.

Languages

English

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transport

  • Parking on site (USD 50 per night; includes in/out privileges)
  • Valet parking on site (USD 50 per night; includes in/out privileges)

Food and drink

  • Free local cuisine breakfast available daily 8:30 AM to 10:00 AM

Conveniences

  • Free newspapers in lobby
  • Guidebooks
  • Limited-hour front desk
  • Shared refrigerator

Guest services

  • Concierge services
  • Housekeeping (daily)
  • Tour and ticket assistance

Business services

  • Meeting rooms

Outdoors

  • Terrace

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Handrails in hallways
  • Handrails in stairways
  • Thin carpet in room
  • Upper floors accessible by stairs only
  • Well-lit path to entrance

Room amenities

Bedroom

  • Frette Italian sheets
  • Hypo-allergenic bedding
  • Memory foam mattress

Bathroom

  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Toothbrush and toothpaste (on request)
  • Towels provided

Entertainment

  • 55-inch LED TV with digital channels

Food and drink

  • Coffee/tea maker
  • Espresso maker
  • Free bottled water
  • Free stocked minibar
  • Restaurant dining guides

More

  • Air conditioning (climate-controlled)
  • Ceiling fan
  • Electrical adapters
  • Free daily newspapers
  • Heating (climate-controlled)
  • Individual decor
  • Individual furnishings
  • Iron/ironing board on request
  • Separate sitting area
  • Window screens

Policies

Check-in

Check-in start time: 4:00 PM; check-in end time: 8:00 PM
Early check-in subject to availability
Early check-in fee: USD 95
Contactless check-in and check-out are available
Late check-in fee: USD 95 for check-in between 11:00 AM and 1:00 PM
Minimum check-in age - 21

Check-out

Check-out before 11 AM
Contactless check-out

Special check-in instructions

The front desk is open daily from 7:30 AM - 6:00 PM
Guests planning to arrive outside of normal check-in hours must contact the property in advance for check-in instructions and key retrieval information; front desk staffed during limited hours
To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation
If you are planning to arrive after 7 PM please contact the property in advance using the information on the booking confirmation

Access methods

Front desk (limited hours), key retrieval

Pets

  • No pets allowed, but service animals are welcome

Children and extra beds

  • Children 11 and younger are not allowed at this property. All guests older than 11 are welcome.
  • Rollaway/extra beds are not available.

Payment types

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • Deposit: USD 50.0 per stay

We've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Self-parking fee: USD 50 per night (in/out privileges)
  • Valet parking fee: USD 50 per night (in/out privileges)
  • Early check-in fee: USD 95 (subject to availability)
  • Late check-in fee: USD 95 for check-in between 11:00 AM and 1:00 PM

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards; cash is not accepted
Cashless transactions are available
Safety features at this property include a fire extinguisher and a first aid kit
Masks are required at the property for guests who have not received COVID-19 vaccination
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property accepts Visa, Mastercard, American Express and Discover. Cash is not accepted. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a first aid kit in all accommodation. Cashless payment methods are available for all transactions and masks are required in public areas for unvaccinated guests.

We should mention

  • Children 11 years old and younger aren't allowed at this property.
  • This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).

Property is also known as

Flag House Inn Annapolis
Flag House Annapolis
Flag House Hotel Annapolis
Flag House Inn Annapolis
Flag House Inn Bed & breakfast
Flag House Inn Bed & breakfast Annapolis

Frequently asked questions

Is parking available at Flag House Inn?

Yep, Flag House Inn has a self car park with in/out privileges for USD 50 per night.

How much does it cost to stay at Flag House Inn?

As of 2 Feb 2025, prices found for a 1-night stay for 2 adults at Flag House Inn on 3 Feb 2025 start from NZ$402.68, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Are there any beaches close to Flag House Inn?

The closest beach to Flag House Inn is Sandy Point Beach (8.7 km).

Does Flag House Inn serve breakfast?

Yeah, complimentary local cuisine breakfast is on offer daily from 8:30 AM to 10:00 AM.

Is there a free airport shuttle available at Flag House Inn?

No, Flag House Inn does not offer an airport shuttle service.

What time are check-in & check-out at Flag House Inn?

Check-in begins at 4:00 PM. Check-out time is 11 AM.

Are pets allowed at Flag House Inn?

No, only service animals are allowed.

Flag House Inn Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 59 out of 68 reviews" "
Rating 8 - Good. 5 out of 68 reviews" "
Rating 6 - Okay. 1 out of 68 reviews" "
Rating 4 - Poor. 0 out of 68 reviews" "
Rating 2 - Terrible. 3 out of 68 reviews" "

9.8/10

Cleanliness

9.8/10

Staff & service

10/10

Amenities

9.4/10

Property conditions & facilities

8.8/10

Eco-friendliness

Reviews

10/10 Excellent

Caitlin

Stayed 1 night in Oct 2024

10/10 Excellent

Brookelyn

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Sep 2024

10/10 Excellent

Joseph

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice facility. Close to shops and restaurants.
Stayed 1 night in Sep 2024

10/10 Excellent

Dennis

Liked: Cleanliness, staff & service, property conditions & facilities
Great place great people
Stayed 1 night in Aug 2024

6/10 Okay

Catherine

Liked: Cleanliness, property conditions & facilities, room comfort
Disliked: Staff & service
Stayed 1 night in Jul 2024

8/10 Good

Jonathan, Dulles

Liked: Cleanliness, staff & service, property conditions & facilities
The room over the garage was just ok
Stayed 1 night in Jul 2024

10/10 Excellent

Kevin

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay when visiting Annapolis.
Stayed 1 night in Jun 2024

10/10 Excellent

Richard

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Excellent
Excellent staff. Excellent room. Excellent breakfast. Fantastic location! Spent some lovely time on the front porch.
Stayed 1 night in Jun 2024

8/10 Good

Cecily

Travelled with family
Liked: Staff & service, property conditions & facilities
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.
Stayed 4 nights in May 2024

10/10 Excellent

Beth

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very close to downtown!
Stayed 1 night in Apr 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Sep 2023

10/10 Excellent

Gregory

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Aug 2023

2/10 Terrible

Dale

Travelled with partner
Disliked: Cleanliness, staff & service, property conditions & facilities
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.

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, property conditions & facilities
Great place for a weekend getaway in Annapolis. Quiet and walkable to all that Annapolis has to offer.
Stayed 2 nights in Jun 2023

10/10 Excellent

MATTHEW, Virginia beach

Stayed 2 nights in Apr 2023

10/10 Excellent

Stephen

Travelled with partner
Liked: Staff & service, amenities, property conditions & facilities
Very centrally located. VIP service throughout. Amazing breakfast. Lovely common areas.
Stayed 1 night in Apr 2023

10/10 Excellent

Andrea, NEWPORT BEACH

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The breakfast is a 10 The location is a 10 The hospitality is a 12 Highly recommended
Stayed 3 nights in Mar 2023

8/10 Good

Jan

Business traveller
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great place great location !!! Worth your money!
Stayed 1 night in Mar 2023

10/10 Excellent

Jason

Travelled with family, Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent service all around.
Stayed 1 night in Mar 2023

10/10 Excellent

Robert

Travelled with partner
Liked: Staff & service, amenities
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.
Stayed 2 nights in Sep 2022

10/10 Excellent

Patricia

Liked: Staff & service, room comfort
Disliked: Property conditions & facilities
We were very shocked when we arrived that the inn was under renovations. We were not told of this when we booked. The smell of paint and dust everywhere. We felt that we were inconveniencing the contractors if we had to go up or down the steps. Also all of the staircases were covered in tarp which would be dangerous for someone coming down the steps. Also your website is very deceiving. Everything we read and the pictures we saw about the inn related too the previous owners. Again it was deceiving. Website is not updated. With other B&B’s that we used in the past they all had complimentary snacks throughout the day. For example cheese and crackers or cookies and sometimes tea time. All that was complimentary was coffee and a pitcher of water. Finally, we had too ask for extra bath towels.
Stayed 2 nights in Sep 2022

10/10 Excellent

Maryalice, Cohocton

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This property was very clean and the hosts were superb. Breakfasts were out of this world! Very safe location and close to everything. Free off street parking as well! Highly recommend.
Stayed 3 nights in May 2022

10/10 Excellent

Charles

Travelled with family
Liked: Cleanliness, staff & service
Warm, friendly, hospitable attitude of Owners. Detail oriented, they could not possibly have done more to make our getaway (and wife’s Birthday) a more pleasant one. It was quite obvious that they sincerely cared about our satisfaction with them, the Inn, and our entire weekend. We recommend highly anyone considering staying there to do so.
Stayed 2 nights in Mar 2022

10/10 Excellent

kELLEY

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stay here you won't be sorry
We had a great stay with very friendly customer service. Easy check in and out. Comfortable room and clean. Historic and we loved that with walking distance to everything. Free Wifi and parking were awesome with a homemade breakfast included. All great.
Stayed 1 night in Sep 2021

10/10 Excellent

Verified traveller

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent communication in advance of our arrival made planning easy.
Stayed 1 night in Jul 2021