Flag House Inn

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

Choose dates to view prices

Where to?

Dates

June 2025

July 2025

Chesapeake Suite | 1 bedroom, Frette Italian sheets, premium bedding, memory foam beds

Exceptional

Popular amenities

Parking available
Housekeeping
Air conditioning
Free WiFi
Business services

Room options

All rooms

1 bed

3+ beds

Showing 5 of 5 rooms

Fleet Suite

Highlights

Separate sitting area

Individually furnished

Individually decorated

Air conditioning

Free minibar items

LED TV

Hypo-allergenic bedding

Separate bedroom

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

Sailing Capital Room

Highlights

Separate sitting area

Individually furnished

Individually decorated

Air conditioning

Free minibar items

LED TV

Hypo-allergenic bedding

Premium bedding

250 sq ft
Sleeps 2
1 Double Bed

Chesapeake Suite

Highlights

Separate sitting area

Individually furnished

Individually decorated

Air conditioning

Free minibar items

LED TV

Hypo-allergenic bedding

Separate bedroom

205 sq ft
City view
Sleeps 2
1 King Bed

Commodore Suite

Highlights

Separate sitting area

Individually furnished

Individually decorated

Air conditioning

Free minibar items

LED TV

Hypo-allergenic bedding

Separate bedroom

City view
Sleeps 2
1 King Bed

Loft Suite

Highlights

Separate sitting area

Individually furnished

Individually decorated

Air conditioning

Free minibar items

LED TV

Hypo-allergenic bedding

Premium bedding

150 sq ft
Sleeps 2
1 Queen Bed

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About the neighborhood

26 Randall St, Annapolis, MD, 21401

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 - ‬4 min walk
‪O'Brien's Annapolis' Original Steakhouse - ‬4 min walk
‪Chick & Ruth's Delly - ‬7 min walk
‪Mc Garvey's Saloon - ‬2 min walk

About this property

Flag House Inn

Bed & breakfast near U.S. Naval Academy

Located close to Annapolis City Dock and Maryland State House, Flag House Inn provides free breakfast (local cuisine), a terrace, and a fireplace in the lobby. Guests can connect to free in-room WiFi.

You'll also enjoy perks such as:

Valet parking (surcharge), meeting rooms, and tour/ticket assistance
Concierge services and free newspapers

Room features

All guestrooms are individually furnished, and feature comforts such as premium bedding and air conditioning, as well as perks like separate sitting areas and free stocked minibars.

Extra amenities include:

Heating and ceiling fans
Hypo-allergenic bedding, Frette Italian sheets, and memory foam beds
Bathrooms with showers and free toiletries
55-inch LED TVs with digital channels
Wardrobes/closets, separate sitting areas, and coffee/tea makers

Languages

English

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Room, 2 Queen Beds, Non Smoking, Balcony | Premium bedding, down comforters, pillowtop beds, in-room safe

Pet friendly
Free WiFi
Restaurant
Air conditioning

$242 nightly

Jul 7 - Jul 8

Total includes taxes and fees

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

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

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

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

Pets not allowed (service animals are welcome, and are exempt from fees)

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

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

Deposit: USD 50.0 per stay

We have included all charges provided to us by the property.

Optional extras

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.

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

We should mention

This property does not have elevators

Children 11 years old and younger are not permitted 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 Flag House Inn pet-friendly?

No, only service animals are welcome at the property.

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

As of Jun 16, 2025, prices found for a 1-night stay for 2 adults at Flag House Inn on Jun 17, 2025 start from $279.0, 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.

How much is parking at Flag House Inn?

Self parking is available for USD 50 per night. Valet parking is available for USD 50 per night.

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 is available for a fee of USD 95 (subject to availability). Late check-in is available from 11:00 AM– 1:00 PM for a fee of USD 95.

What time is check-out at Flag House Inn?

Check-out is at 11 AM.

Where is Flag House Inn located?

Located in Historic District, this bed & breakfast is steps from U.S. Naval Academy and Annapolis City Dock. Maryland State House and Navy-Marine Corps Memorial Stadium are also within 2 mi (3 km).