Historic District Rentals USA Maryland Annapolis Historic District

Flag House Inn | Bed & Breakfast in Annapolis

| 9.4 (76 Reviews) |   1 Bedroom  1 Bathroom
Historic District Bed & Breakfast | Flag House Inn

1 Bedroom Bed & Breakfast in Historic District, Annapolis

Bed & breakfast with free breakfast, steps from U.S. naval academy
valet parking, a refrigerator in a common area, and concierge services are available at this bed & breakfast Free breakfast (local cuisine) 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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26 Randall St, Annapolis, 21401, United States

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
  • Shampoo
  • Toothbrush and toothpaste (on request)
  • Toilet paper
  • Towels
  • Private bathroom
  • Hair dryer
  • Free toiletries
  • Soap
  • Shower
Bedroom
  • Ceiling fan
  • Heating (climate-controlled)
  • Premium bedding
  • Memory foam mattress
  • Hypo-allergenic bedding
  • Frette Italian sheets
  • Bed sheets
  • Air conditioning (climate-controlled)
  • Restaurant dining guide
  • Iron/ironing board (on request)
  • Guidebooks/recommendations
  • Window screens
  • Free newspapers
  • Separate sitting area
  • Electrical adapters/chargers
  • Individually decorated
  • Individually furnished
Breakfast
  • Free local cuisine breakfast available daily 8:30 AM–10:00 AM
  • Coffee/tea maker
  • Espresso maker
  • Free minibar
  • Free bottled water
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
  • Handrails in stairways
  • This property does not have elevators
  • Well-lit path to entrance
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only
  • Thin carpet in room
  • Handrails in hallways
Entertainment
  • Digital channels
  • 55-inch LED TV
General
  • Meeting rooms
  • Free newspapers in lobby
  • English
  • Designated smoking areas
  • Shared refrigerator
  • Fireplace in lobby
Guest Services
  • Concierge services
  • Front desk (limited hours)
  • Tour/ticket assistance
  • Daily housekeeping
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

Martha
Jul 31, 2025 10:00:00 AM
Review Score:   10
Summary: This B&B is in such a perfect location! Easily walkable to all the things we wanted to do. Staff was immediately attentive and there for your every need. Rooms were wel appointed but a bit on the small side. Living room and front porch were wonderful places to relax and take in the sights or just chill on the porch swing. Breakfast choices were all delicious and graciously served. Only drawback was parking was pretty pricey for the small lot. Definitely reccommend!
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Room Arrangement

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

General

Number of living rooms 0, Number of bedrooms - 0, No cribs (infant beds), 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

Number of living rooms 0, Hair dryer, Number of bedrooms - 0, Thin carpet in room, Frette Italian sheets, 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, Number of living rooms 0, Number of bedrooms - 0, Ping - 6, Square meters - 19, No cribs (infant beds), Location - top floor, Bed count minimum 1, Bed count maximum 1, City view
Commodore Suite
Room Size: m2
1 King Bed
Commodore Suite

General

Number of living rooms 0, Number of bedrooms - 0, No cribs (infant beds), 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

Number of living rooms 0, Memory foam mattress, Hair dryer, Number of bedrooms - 0, Ping - 4, Thin carpet in room, Frette Italian sheets, 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 $159 per night with includes Kitchen, Laundry, Designated Smoking Area, Business Services, Guest Services, Breakfast, Air Conditioner, TV, Wellness Facilities, Parking, Internet, Balcony/Terrace, Bedding/Linens, Fireplace/Heating, Bar, Toiletries with all other facilities. PetFriendly is committed to making every traveler feel comfortable and have the best stay, whether they are traveling solo, with a date, with a pet, or as a family.

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?

Based on the information reported by the owner or manager, details for the cancellation policy for the Flag House Inn are as follows: Cancellation policy 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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