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Flag House Inn

3.5 star property
Bed & breakfast with free breakfast, steps from U.S. Naval Academy

Photo gallery for Flag House Inn

Front of property
Chesapeake Suite
Chesapeake Suite
Dining room
Lobby lounge

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Parking available
  • Housekeeping
  • Air conditioning
  • Free WiFi
  • Business services
The current price is NZ$212
includes taxes & fees
9 Nov - 10 Nov

Explore the area

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

Room options

Sailing Capital Room

Highlights

Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Free minibar items
LED TV
Hypo-allergenic bedding
Frette Italian bed sheets
Separate sitting area
Individually furnished
Individually decorated
Air-conditioning
Ceiling fan
Frette Italian sheets
  • 23 sq m
  • Sleeps 2
  • 1 Double Bed

View all photos for Loft Suite

Loft Suite

Loft Suite

10.0 out of 10
Exceptional
(1 review)

Highlights

Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Free minibar items
LED TV
Hypo-allergenic bedding
Premium bedding
Separate sitting area
Individually furnished
Individually decorated
Air-conditioning
Ceiling fan
Frette Italian sheets
  • 14 sq m
  • Sleeps 2
  • 1 Queen Bed

View all photos for Chesapeake Suite

Chesapeake Suite

Chesapeake Suite

Highlights

Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Free minibar items
LED TV
Hypo-allergenic bedding
Memory foam bed
Separate sitting area
Individually furnished
Individually decorated
Air-conditioning
Ceiling fan
Frette Italian sheets
  • 19 sq m
  • City view
  • Sleeps 2
  • 1 King Bed

View all photos for Commodore Suite

Commodore Suite

Commodore Suite

10.0 out of 10
Exceptional
(2 reviews)

Highlights

Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Free minibar items
LED TV
Hypo-allergenic bedding
Memory foam bed
Separate sitting area
Individually furnished
Individually decorated
Air-conditioning
Ceiling fan
Frette Italian sheets
  • City view
  • Sleeps 2
  • 1 King Bed

View all photos for Fleet Suite

Fleet Suite

Fleet Suite

Highlights

Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Free minibar items
LED TV
Hypo-allergenic bedding
Memory foam bed
Separate sitting area
Individually furnished
Individually decorated
Air-conditioning
Ceiling fan
Frette Italian sheets
  • 37 sq m
  • City view
  • Sleeps 4
  • 1 King Bed and 2 Twin Beds

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About the area

Annapolis

Flag House Inn places you in the centre of Annapolis, steps from Annapolis City Dock and within a short 5-minute stroll of U.S. Naval Academy. Highlights at this B&B include in-room free WiFi and LED TVs. .This bed & breakfast offers free WiFi in public areas, concierge services and a terrace. Other amenities include a fridge in a common area, free newspapers in the lobby and a fireplace in the lobby. Each morning free local cuisine breakfast is offered between 8:30 AM and 10:00 AM. There's also the convenience of valet parking. .Sights within a 10-minute walk of this 3.5-property class Historic District B&B include Maryland State House and Navy-Marine Corps Memorial Stadium is within 30 minutes.
View more B&B in AnnapolisOpens in a new window

What's nearby

  • U.S. Naval Academy - 1 min walk - 0.0 km
  • Annapolis City Dock - 2 min walk - 0.2 km
  • Maryland State House - 5 min walk - 0.4 km
  • Navy-Marine Corps Memorial Stadium - 3 min drive - 2.1 km
  • Chesapeake Bay Bridge - 13 min drive - 15.2 km

Getting around

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

Restaurants

  • ‪The Choptank - ‬3 min walk
  • ‪O'Brien's Oyster Bar & Seafood Tavern - ‬3 min walk
  • ‪Starbucks - ‬3 min walk
  • ‪Annapolis Market House - ‬2 min walk
  • ‪McGarvey's Saloon & Oyster Bar - ‬2 min walk

About this property

Flag House Inn

Bed & breakfast with free breakfast, steps from 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
  • Conference rooms
  • Local cuisine
  • Breakfast available (free)
  • Front desk (limited hours)
  • Tour and ticket information
  • Concierge
  • Terrace
  • Newspapers in lobby (free)
  • Fireplace in lobby
  • Smoking in designated areas
  • Fridge in a common area
Flag House Inn offers 5 accommodations with free minibar items and espresso makers. This individually decorated and furnished accommodation has separate sitting areas. Memory foam beds feature Frette Italian sheets and premium bedding. 55-inch LED televisions come with digital channels.

Bathrooms include a shower, complimentary toiletries and hairdryers. Guests can surf the web using complimentary wireless Internet access. Additionally, rooms include free newspapers and complimentary bottles of water. Hypo-allergenic bedding and an iron/ironing board can be requested. Housekeeping is provided on a daily basis.

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Property amenities

Internet

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

Parking and transport

  • 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

Conveniences

  • Free newspapers in lobby
  • Guidebooks
  • Limited-hour front desk
  • Shared refrigerator

Guest services

  • Concierge services
  • Housekeeping (daily)
  • Tour and ticket assistance

Business services

  • Meeting rooms

Outdoors

  • Terrace

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

More

  • Designated smoking areas
  • Fireplace in lobby

Room amenities

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

Entertainment

  • 55-inch LED TV with digital channels

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 and check-out are 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

Special check-in instructions

The front desk is open daily from 7:30 AM - 6:00 PM
Guests planning to arrive outside 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.

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 who have not received 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 all 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

Is parking available at Flag House Inn?

Yep, Flag House Inn has a self car park with in/out privileges for USD 50 per night.

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

As of 8 Nov 2025, prices found for a 1-night stay for 2 adults at Flag House Inn on 9 Nov 2025 start from NZ$211.88, including 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.

Are there any beaches close to Flag House Inn?

The closest beach to Flag House Inn is Bay Ridge Beach (4.3 km).

Does Flag House Inn serve breakfast?

Yeah, complimentary local cuisine breakfast is on offer daily from 8:30 AM to 10:00 AM.

Is there a free airport shuttle available at Flag House Inn?

No, Flag House Inn does not offer an airport shuttle service.

What time are check-in & check-out at Flag House Inn?

Check-in begins at 4:00 PM. Check-out time is 11 AM.

Are pets allowed at Flag House Inn?

No, only service animals are allowed.