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Flag House Inn

3.5 star property
3.5-star B&B near U.S. Naval Academy

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Photo gallery for Flag House Inn

Front of property
Chesapeake Suite | Frette Italian sheets, premium bedding, memory foam beds, free minibar
Dining room
Chesapeake Suite | Frette Italian sheets, premium bedding, memory foam beds, free minibar
Lobby lounge

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Parking available
  • Housekeeping
  • Air conditioning
  • Free WiFi
  • Business services

Explore the area

View in a map
26 Randall St, Annapolis, MD, 21401
  • U.S. Naval Academy
    ‪1 min walk‬
  • Annapolis City Dock
    ‪2 min walk‬
  • Navy-Marine Corps Memorial Stadium
    ‪3 min drive‬
  • Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪34 min drive‬

Room options

View all photos for Fleet Suite

Fleet Suite | Frette Italian sheets, premium bedding, memory foam beds, free minibar

Fleet Suite

  • 400 sq ft
  • City view
  • Sleeps 4
  • 1 King Bed and 2 Twin Beds

Sailing Capital Room

  • 250 sq ft
  • Sleeps 2
  • 1 Double Bed

View all photos for Chesapeake Suite

Chesapeake Suite | Frette Italian sheets, premium bedding, memory foam beds, free minibar

Chesapeake Suite

  • 205 sq ft
  • City view
  • Sleeps 2
  • 1 King Bed

View all photos for Commodore Suite

Commodore Suite | Frette Italian sheets, premium bedding, memory foam beds, free minibar

Commodore Suite

10.0 out of 10
Exceptional
(2 reviews)
  • City view
  • Sleeps 2
  • 1 King Bed

View all photos for Loft Suite

Loft Suite | Frette Italian sheets, premium bedding, memory foam beds, free minibar

Loft Suite

10.0 out of 10
Exceptional
(1 review)
  • 150 sq ft
  • Sleeps 2
  • 1 Queen Bed

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About the neighborhood

Annapolis

Heart of Annapolis.A stay at this Historic District B&B places you steps from Annapolis City Dock and within a 5-minute walk of U.S. Naval Academy. Also, Maryland State House is within half a mile (1 km) and Navy-Marine Corps Memorial Stadium is within 2 miles (3 km).
View more B&B in AnnapolisOpens in a new window

What's nearby

  • U.S. Naval Academy - 1 min walk - 0.0 miles
  • Annapolis City Dock - 2 min walk - 0.1 miles
  • Maryland State House - 5 min walk - 0.3 miles
  • Navy-Marine Corps Memorial Stadium - 3 min drive - 1.6 miles
  • Chesapeake Bay Bridge - 14 min drive - 9.5 miles

Getting around

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

Restaurants

  • ‪The Choptank - ‬3 min walk
  • ‪Starbucks - ‬3 min walk
  • ‪McGarvey's Saloon & Oyster Bar - ‬2 min walk
  • ‪Chipotle Mexican Grill - ‬3 min walk
  • ‪Annapolis Market House - ‬2 min walk

About this property

Flag House Inn

3.5-star B&B near 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
  • Meeting rooms
  • Local cuisine breakfast (free)
  • Breakfast available (free)
  • Front desk (limited hours)
  • Tour and ticket information
  • Concierge
  • Terrace
  • Newspapers in lobby (free)
  • Fireplace in lobby
  • Smoking in designated areas
  • Refrigerator in a common area
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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Property amenities

Internet

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

Parking and transportation

  • Self 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

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

Entertainment

  • 55-inch LED TV with digital channels

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

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 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 available

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 will receive an email within 48 hours before arrival with 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.

Property 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 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
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 each 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

How close is Flag House Inn to the airport?

Flag House Inn is 21 mi (25-min drive) away from the Fort Meade, MD (FME-Tipton) airport, the closest popular airport to the property.

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

As of Sep 9, 2025, prices found for a 1-night stay for 2 adults at Flag House Inn on Sep 10, 2025 start from $164.5, excluding 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.

Does Flag House Inn have an airport shuttle?

Airport shuttle services are not available at Flag House Inn.

How close is Flag House Inn to the beach?

This bed & breakfast is 4 mi (12-min drive) from Sparrows Beach and 4 mi (9-min drive) from Carrs Beach. Don't forget your sunscreen!

Does Flag House Inn offer free breakfast?

Flag House Inn offers free local cuisine breakfast every day from 8:30 AM to 10:00 AM.

Is there a casino at Flag House Inn?

No, there is no casino at this bed & breakfast.

What time is check-in at Flag House Inn?

Check-in start time: 4:00 PM; Check-in end time: 8:00 PM. Early check-in costs USD 95 (subject to availability).

Is there free parking at Flag House Inn?

Free parking is not available at this bed & breakfast. Self parking is available for USD 50 per night, and valet parking for USD 50 per night.

Does Flag House Inn have a pool?

Flag House Inn does not have a pool.

Does Flag House Inn have a spa?

There are no spa services available at this bed & breakfast.

How close is Flag House Inn to downtown Annapolis?

Flag House Inn is 0.3 mi away from Annapolis.