Flag House Inn | Bed & Breakfast in Annapolis

| 9.2 (89 Reviews) |   1 Bedroom  1 Bathroom
Historic District Bed & Breakfast | Flag House Inn

1 Bedroom Bed & Breakfast in Historic District, Annapolis

Valet parking, a refrigerator in a common area, and concierge services are available at this bed & breakfast. Free continental breakfast and free WiFi in public areas are also provided. Additionally, self parking, free newspapers, and tour/ticket assistance are onsite.
Flag House Inn offers 5 accommodations with free minibar items and espresso makers. These individually decorated and furnished accommodations have separate sitting areas. Memory foam beds feature Frette Italian sheets and premium bedding. 55-inch LED televisions come with digital channels.

Bathrooms include showers, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include complimentary newspapers and complimentary bottled water. Hypo-allergenic bedding and irons/ironing boards can be requested. Housekeeping is provided daily.

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Amenities

Air Conditioner
Parking
Designated Smoking Area
TV
Balcony/Terrace
Business Services
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Bar
Toiletries
Guest Services
Breakfast
Internet
Kitchen
Laundry

Facility Overview

Bathrooms
  • Toilet paper
  • Towels
  • Shampoo
  • Hair dryer
  • Private bathroom
  • Shower
  • Toothbrush and toothpaste (on request)
  • Free toiletries
  • Soap
Bedroom
  • Frette Italian sheets
  • Bed sheets
  • Ceiling fan
  • Memory foam mattress
  • Air conditioning (climate-controlled)
  • Premium bedding
  • Heating (climate-controlled)
  • Hypo-allergenic bedding
  • Separate sitting area
  • Restaurant dining guide
  • Electrical adapters/chargers
  • Iron/ironing board (on request)
  • Individually furnished
  • Free newspapers
  • Guidebooks/recommendations
  • Window screens
  • Individually decorated
Breakfast
  • Free continental breakfast available daily 8:00 AM–10:00 AM
  • Free minibar
  • Free bottled water
  • Coffee/tea maker
  • Espresso maker
Parking
  • Self parking on site (USD 50 per night; includes in/out privileges)
  • Valet parking on site (USD 50 per night; includes in/out privileges)
Accessibility
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Thin carpet in room
  • Upper floors accessible by stairs only
  • Handrails in hallways
  • This property does not have elevators
  • Handrails in stairways
  • Well-lit path to entrance
Entertainment
  • 55-inch LED TV
  • Digital channels
General
  • Meeting rooms
  • Free newspapers in lobby
  • English
  • Designated smoking areas
  • Shared refrigerator
  • Fireplace in lobby
Guest Services
  • Tour/ticket assistance
  • Concierge services
  • Daily housekeeping
  • Front desk (limited hours)
Internet
  • Available in some public areas: Free WiFi
  • Available in all rooms: Free WiFi
Outdoors
  • Terrace

Policies

Check-in
Check-in start time: 4:00 pm; check-in end time: 8:00 pm contactless check-in available early check-in fee: usd 95 early check-in subject to availability 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 available
Child Policy
Children 11 and younger are not allowed at this property. all guests older than 11 are welcome. rollaway/extra beds are not available.
Payment Policy
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 the above list may not be comprehensive. fees and deposits may not include tax and are subject to change.
Pet Policy
Pets not allowed (service animals are welcome, and are exempt from fees)

Cashless transactions are available 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 masks are required at the property for guests without covid-19 vaccination safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit 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

Reviews

Elizabeth
Nov 15, 2025 02:42:57 AM
Review Score:   10
Summary: The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again.
See All Reviews

Room Arrangement

Room Info Facilities
Fleet Suite
Room Size: 400 square feet m2
3 King Bed and Twin Beds
Fleet Suite

General

No cribs (infant beds), Number of bedrooms - 1, Ping - 11, Square meters - 37, Bed count maximum 3, Square feet - 400, City view, Bed count minimum 3
Sailing Capital Room
Room Size: 250 square feet m2
1 Double Bed

General

Hair dryer, Thin carpet in room, Frette Italian sheets, Number of bedrooms - 1, Ping - 7, Square feet - 250, Laptop-friendly workspace, Towels provided, Premium bedding, Square meters - 23, Location - ground floor, Desk, No cribs (infant beds), Hypo-allergenic bedding available, Courtyard view, Bed count minimum 1, Bed count maximum 1
Chesapeake Suite
Room Size: 205 square feet m2
1 King Bed
Chesapeake Suite

General

Square feet - 205, Ping - 6, Square meters - 19, No cribs (infant beds), Number of bedrooms - 1, Location - top floor, Bed count minimum 1, Bed count maximum 1, City view
Commodore Suite
Room Size: m2
1 King Bed
Commodore Suite

General

No cribs (infant beds), Number of bedrooms - 1, Location - top floor, Bed count minimum 1, Bed count maximum 1, City view
Loft Suite
Room Size: 150 square feet m2
1 Queen Bed
Loft Suite

General

Memory foam mattress, Hair dryer, Ping - 4, Thin carpet in room, Frette Italian sheets, Number of bedrooms - 1, Square meters - 14, Premium bedding, Square feet - 150, No cribs (infant beds), Hypo-allergenic bedding available, Courtyard view, Access via exterior corridors, Bed count minimum 1, Bed count maximum 1

FAQ's

Is this Flag House Inn pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Flag House Inn have a swimming pool?

No, this Flag House Inn does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Flag House Inn?

Best-rates for the Flag House Inn starts from $255 per night with includes Designated Smoking Area, Laundry, Air Conditioner, Wellness Facilities, Guest Services, Internet, Parking, TV, Balcony/Terrace, Bedding/Linens, Fireplace/Heating, Toiletries, Kitchen, Business Services, Bar, Breakfast with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Flag House Inn a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is not considered to be a family-friendly property. As reported by the owner or manager, the bed & breakfast has not specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Flag House Inn wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Flag House Inn has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Flag House Inn?

Based on the information reported by the owner or manager, the Flag House Inn indicates 1 day stay policy at this bed & breakfast. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Flag House Inn?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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