Flag House Inn | Bed & Breakfast in Historic District
1 Bedroom Bed & Breakfast in Historic District, Annapolis
9.2 · Exceptional94 Reviews1 Bedroom1 Bathroom
9.2Exceptional
Air Conditioner
Balcony/Terrace
Bedding/Linens
Breakfast
Internet
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Historic District mornings, Pacific light, a kitchen that actually works.
At this property
Air ConditionerBalcony/TerraceBedding/LinensBreakfastInternetKitchenLaundryParkingDesignated Smoking AreaTVBusiness ServicesWellness FacilitiesFireplace/HeatingBarToiletriesGuest Services
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.
Once you get back, unwind on the balcony most units feature, or head down to the pool and fitness center for a change of scenery. Every suite comes with free WiFi, a flat-screen TV, and cashless, contactless self check-in via the virtual front desk. A private bathroom, single-room air conditioning, and a full kitchen are featured in every 42–91 m² suite or studio. King beds furnish the 1-bedroom suites, while studios pair a queen with a sofa bed, and select studios add a soaking bathtub. Full toiletries are stocked throughout, and thanks to the in-unit washer and dryer, you’ll be able to travel light.
Bedrooms & Baths
Apartments built to actually live in
Thin carpet in roomMeeting rooms
Property Amenities
A pool deck, a sauna, and a massage chair downstairs
Fitness center
Sun deck
Free parking
High-speed WiFi
Air conditioning
Smart TV
Guest Reviews
Flag House Inn Reviews
Review Score: 10
Great spot with easy walking downtown or to the Academy. Very nice sitting rooms downstairs with fresh pastries for breakfast.
Tyler · Apr 14, 2026 06:31:59 PM
Review Score: 8
Breakfast items were tasty and fresh but something besides sweets would have been nice, such as yogurt, eggs, and nuts. Our room was small but has a bench, desk, full mirror. The bed was comfy but ver...
Lorraine · Apr 10, 2026 09:21:22 AM
Review Score: 10
Great location. Beautiful room and exemplary service.
Nathan · Apr 4, 2026 12:17:59 AM
Good to know · before you book.
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
Pets+
Pets not allowed (service animals are welcome, and are exempt from fees)
Child+
Children 11 and younger are not allowed at this property. all guests older than 11 are welcome. rollaway/extra beds are not available.
Stay length+
1-night minimum. No fixed check-in day.
Booking+
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FAQ
Frequently asked questions
Is this Flag House Inn pet-friendly for guests?
Does the Flag House Inn have a swimming pool?
How much does it cost per night to stay in Flag House Inn?
Is Flag House Inn a family-friendly place to stay?
Is the Flag House Inn wheelchair accessible or offer services for disabled guests?
What is the minimum night stay policy for the Flag House Inn?
What cancellation policy is in place for Flag House Inn?
01 / 07
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.
02 / 07
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.
03 / 07
How much does it cost per night to stay in Flag House Inn?
Best-rates for the Flag House Inn starts from $248 per night with includes Business Services, Wellness Facilities, Fireplace/Heating, Breakfast, Laundry, Balcony/Terrace, Bar, Toiletries, Parking, Guest Services, Internet, Kitchen, Air Conditioner, TV, Bedding/Linens, Designated Smoking Area with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
04 / 07
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.
05 / 07
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.
06 / 07
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.
07 / 07
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.
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
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.
Best-rates for the Flag House Inn starts from $248 per night with includes Business Services, Wellness Facilities, Fireplace/Heating, Breakfast, Laundry, Balcony/Terrace, Bar, Toiletries, Parking, Guest Services, Internet, Kitchen, Air Conditioner, TV, Bedding/Linens, Designated Smoking Area with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
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.
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.
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.
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.