Flag House Inn

Name: Flag House Inn
Address: 24 Randall St, Historic District, Annapolis, Maryland, United States of America, Annapolis, Anne Arundel County, US
Price range: $258–$1,367 per night
Rating: 9.3

From

$282

/ night

Select dates to see prices and availability

From

$282

/ night

About this property

Take in the views from a terrace and make use of amenities such as complimentary wireless internet access and concierge services.

Parking
Non-Smoking Rooms
Family Room
Valet Parking
Housekeeping
Banquet Facilities

Show all

Location

24 Randall St, Historic District, Annapolis, Maryland, United States of America

U.S. Naval Academy (0.1 miles)

Annapolis City Dock (0.1 miles)

John Smith House (0.1 miles)

Kunta Kinte Plaque & Alex Haley Memorial (0.1 miles)

14 Fleet Street (0.1 miles)

William Paca House (0.2 miles)

More location info

Room options

Sailing Capital Room

Room details

1 Full Bed

Sleeps 2

250 ft²

Air Conditioning

Heating

Wi-Fi (Free)

Chesapeake Suite

Room details

1 King Bed

Sleeps 2

205 ft²

Air Conditioning

Heating

Wi-Fi (Free)

Loft Suite

Room details

1 Queen Bed

Sleeps 2

150 ft²

Air Conditioning

Heating

Wi-Fi (Free)

Commodore Suite

Room details

1 King Bed

Sleeps 2

Air Conditioning

Heating

Wi-Fi (Free)

Fleet Suite

Room details

1 King Bed

and

2 Twin Beds

Sleeps 4

400 ft²

Air Conditioning

Heating

Wi-Fi (Free)

Guest reviews of Flag House Inn

9.3

Superb

Based on 97 verified reviews

Facilities

9.4

Cleanliness

9.6

Service

9.6

Ricky

Aug 2, 2026

Stayed 1 night

Parking was easy and secure. Nice stay.

Tyler

Apr 14, 2026

Stayed 1 night

Great spot with easy walking downtown or to the Academy. Very nice sitting rooms downstairs with fresh pastries for breakfast.

Lorraine

Apr 10, 2026

Stayed 1 night

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 very squeaky. The staff was friendly and helpful. Easy check in and out. Parking was $50 a night which was nuts. Plenty of garages in the area that would allow you to park for a fraction of that. Excellent location. Quiet and safe with tons of shops and cafes in walking distance.

Nathan

Apr 3, 2026

Stayed 1 night

Great location. Beautiful room and exemplary service.

Richard

Mar 28, 2026

Stayed 1 night

The room was over the garage. You couldn’t stand up in half the room as the ceiling was too low. Multiple tripping areas walking into and out of the space. No heat in bathroom. You have to walk to the front of house to enter for coffee in the morning. They have the nerve to charge you to park at the house.

Property Policies

Check-in instructions

Everything you need to know for a smooth check-in.

Check-in

Check-out

From 16:00 to 18:00

Before 11:00

Security deposit

USD 50 per accommodation on arrival.

Good to know

Additional policies and info about this property.

Optional extras

Additional paid services you can request.

FAQs about Flag House Inn

Is parking available at the property?

Self parking is available on-site for a fee of USD 50 per night, which includes in/out privileges. Valet parking is also offered at the same rate. Reservations are not required for parking.

What type of breakfast is offered and what are the serving hours?

A complimentary continental breakfast is served daily from 8:00 AM to 10:00 AM.

Does the property allow pets?

Pets are not allowed at the property, but service animals are exempt from this policy.

What are the check-in and check-out times?

Check-in is from 4:00 PM until 6:00 PM, and check-out is at 11:00 AM. Early check-in may be available for a fee of USD 95, subject to availability. Late check-in is available for a fee of USD 95 for check-ins between 11:00 AM and 1:00 PM.

What accessibility features are available for guests with disabilities?

The property features step-free entrances and wheelchair-accessible facilities in public areas. However, specific details about room accessibility and additional features are not provided.

Where is the property located in relation to key landmarks?

The property is centrally located in Annapolis, just steps from the U.S. Naval Academy and Annapolis City Dock. It is approximately 0.5 miles from the Maryland State House and 1.5 miles from Navy-Marine Corps Memorial Stadium.

What are the policies regarding children staying at the property?

Children 11 years old and younger are not permitted at the property.

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Prices for upcoming dates

September 2026

October 2026

Cheaper

Pricier

Average nightly price across deals, with taxes & fees.

Prices in USD for 2 guests, updated daily.

The front desk is open daily from 7:30 AM - 6:00 PM. 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. Guests planning to arrive outside of normal check-in hours will receive an email within 48 hours before arrival with check-in instructions and key retrieval information. The front desk is staffed during limited hours. Information provided by the property may be translated using automated translation tools.

Check-in must be done by someone who is at least 21 years old.

You'll be required to pay the following fully refundable deposit.

Deposit: USD 50.0 per stay

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 carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit
Masks are required at the property for guests without COVID-19 vaccination

Children 11 years old and younger are not permitted at this property.
Cashless payment methods are available for all transactions and masks are required in public areas for unvaccinated guests.
Contactless check-in and contactless check-out are available.
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).

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.

Su	Mo	Tu	We	Th	Fr	Sa
				1 $431	2 $813	3 $811
4 $283	5 $283	6 $283	7 $283	8 $648	9 $1,070	10 $979
11 $761	12 $761	13 $761	14 $762	15 $930	16	17 $1,367
18 $318	19 $318	20 $319	21 $389	22 $717	23	24
25 $446	26 $318	27 $318	28 $318	29 $485	30 $594	31 $486

Su	Mo	Tu	We	Th	Fr	Sa
		1	2	3	4	5
6	7	8	9	10	11	12
13	14	15	16	17	18	19
20 $455	21 $258	22 $509	23 $258	24 $537	25	26
27 $264	28 $266	29 $319	30 $266