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Flag House Inn

3.5 star property
Savor local breakfast specialties before relaxing by the lobby's fireplace or exploring historic downtown Annapolis moments away.

Choose dates to view prices

Flag House Inn in downtown Annapolis offers locally-sourced breakfast and free in-room WiFi. Guests can relax by the lobby fireplace or enjoy city views from the terrace. This historic B&B provides valet parking and tour assistance, earning high marks from guests.

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Free WiFi
  • Air conditioning
  • Parking available
  • Business services
  • Housekeeping
The current price is ₩267,346
₩304,785 total
includes taxes & fees
Apr 20 - Apr 21

Room options

Available filters for rooms
Showing 5 of 5 rooms

Sailing Capital Room

  • 23 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 Double 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)
  • 14 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Chesapeake Suite

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

Chesapeake Suite

8.0 out of 10
Very good
(1 review)
  • City view
  • 19 sq m
  • 1 bedroom
  • 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
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Fleet Suite

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

Fleet Suite

  • City view
  • 37 sq m
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 2 Twin Beds
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About the neighborhood

Located in Historic District, a neighborhood in Annapolis, Flag House Inn is near the airport and near a metro station. Kunta Kinte–Alex Haley Memorial and Chesapeake Bay Bridge are notable landmarks, and travelers looking to shop may want to visit Annapolis City Dock and Annapolis Harbour Center. Looking to enjoy an event or a game while in town? See what's going on at Navy-Marine Corps Memorial Stadium. Visit our Annapolis travel guide
View more B&B in Annapolis
Map
26 Randall St, Annapolis, MD, 21401

What's nearby

  • U.S. Naval Academy
    U.S. Naval Academy
    1 min walk - 0.1 km
  • William Paca House
    William Paca House
    2 min walk - 0.2 km
  • Hammond-Harwood House
    Hammond-Harwood House
    3 min walk - 0.3 km
  • Maryland State House
    Maryland State House
    5 min walk - 0.4 km
  • Annapolis City Dock
    2 min walk - 0.2 km

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
  • O'Brien's Oyster Bar & Seafood Tavern
    3 min walk
  • Chick & Ruth's Delly
    7 min walk
  • Annapolis Market House
    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 continental breakfast, 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), tour/ticket assistance, and concierge services
  • Free newspapers and meeting rooms
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

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Historic Inns of Annapolis
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  • Free WiFi
  • Restaurant
  • Air conditioning
9.0 out of 10, Wonderful, 1,878 reviews
The price is ₩223,929
₩305,639 total
includes taxes & fees
Apr 19 - Apr 20
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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 continental breakfast available daily 8:00 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 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
Information provided by the property may be translated using automated translation tools

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 Apr 15, 2026, prices found for a 1-night stay for 2 adults at Flag House Inn on Apr 20, 2026 start from ₩267,346, 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?

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).

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Reviews

Flag House Inn Reviews

9.2

Wonderful

9.6

Cleanliness

10

Location

9.6

Staff & service

9.2

Property conditions & facilities
Rating 10 - Excellent. 75 out of 94 reviews
Rating 8 - Good. 7 out of 94 reviews
Rating 6 - Okay. 5 out of 94 reviews
Rating 4 - Poor. 2 out of 94 reviews
Rating 2 - Terrible. 5 out of 94 reviews

Reviews

Verified

2/10 Terrible

Linda

Liked: Cleanliness, amenities, property conditions & facilities
Disliked: Staff & service
The B&B website and other on-line links claims "...excellent breakfast" and "the best breakfast in Annapolis". What was served were mini grocery store bought pastry, no fresh coffee, no juice, no plates, no one around. In addition, they state that for a large fee you can have valet parking on-site. There was no valet. I requested a refund for the valet parking and used that money to have a decent breakfast elsewhere.
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Elizabeth

Liked: Cleanliness, amenities, property conditions & facilities
The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again.
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Hubert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderfully friendly staff, great location, and beautiful property
Stayed 1 night in Apr 2025
Verified

10/10 Excellent

Linda

Liked: Cleanliness, staff & service, property conditions & facilities
Lovely B&B close to EVERYTHING! The host were so kind and helpful. The common areas were very nice as well as the front porch!
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Sandra

Liked: Cleanliness, staff & service, property conditions & facilities
Great location right across from the Naval Academy and restaurants in Annapolis. Friendly and attentive owners and staff.
Stayed 1 night in Jan 2025
Verified

10/10 Excellent

Paul

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great breakfast

Comfortable stay, high quality amazing service. Within walking distance to everything
Stayed 1 night in Jan 2025
Verified

10/10 Excellent

Joseph

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice facility. Close to shops and restaurants.
Stayed 1 night in Sep 2024
Verified

10/10 Excellent

Martha

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

In town treasure!

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!
Stayed 2 nights in Jul 2025
Verified

6/10 Okay

Anne

Liked: Staff & service
Delicious breakfast. Utilitarian room- perfectly acceptable but we expected a higher level given price point.
Stayed 1 night in Jul 2025
Verified

10/10 Excellent

Richard

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Excellent

Excellent staff. Excellent room. Excellent breakfast. Fantastic location! Spent some lovely time on the front porch.
Stayed 1 night in Jun 2024
Verified

8/10 Good

Cecily

Liked: Staff & service, property conditions & facilities

Paying for location

You’re paying for the location, which is excellent. Debo was extremely helpful. Could have had more thorough instructions on internet, front door. Housekeeping could have been better. Chesapeake 1 room was quiet, but extremely small with the tiniest bathroom possible. I would ask for a larger room if available.
Stayed 4 nights in May 2024
Verified

10/10 Excellent

Nathan

Liked: Cleanliness, amenities, property conditions & facilities
Great location. Beautiful room and exemplary service.
Stayed 1 night in Mar 2026
Verified

8/10 Good

Raymond

Liked: Cleanliness, staff & service, property conditions & facilities
Excellent location. Limited breakfast.
Stayed 1 night in Mar 2026
Verified

2/10 Terrible

Richard

Disliked: Property conditions & facilities
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.
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Kevin

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay when visiting Annapolis.
Stayed 1 night in Jun 2024
Verified

10/10 Excellent

Patricia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Easy check in, nice accommodations.
Stayed 1 night in Dec 2024
Verified

6/10 Okay

shawn

Disliked: Staff & service
The stay was fine, I paid Expedia and then was told by the property that I didnt pay, even after I showed them a receipt. Then they tried to charge my credit card for next several months, even after we spoke and they weren’t authorized to charge my card, they need to resolve their issues with Expedia. This has never happened to me before, and I travel a lot.
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Andrea

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The breakfast is a 10 The location is a 10 The hospitality is a 12 Highly recommended
Stayed 3 nights in Mar 2023
Verified

10/10 Excellent

Dennis

Liked: Cleanliness, staff & service, property conditions & facilities
Great place great people
Stayed 1 night in Aug 2024
Verified

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, property conditions & facilities
Great place for a weekend getaway in Annapolis. Quiet and walkable to all that Annapolis has to offer.
Stayed 2 nights in Jun 2023
Verified

6/10 Okay

Kathy

Overpriced for what it offered. $500+ for a single night at the property sans breakfast or parking. Room itself was small with no real historic flair or charm. Found a used washcloth on the floor housekeeping had overlooked. To check in during peak hours we had to call hotel staff (attending to other properties when we arrived) in order to get access to the room. If this property were about $200 less expensive, I would have zero complaints, but to spend that amount of money I expected way more.
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Beth

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very close to downtown!
Stayed 1 night in Apr 2024
Verified

10/10 Excellent

Jason

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent service all around.
Stayed 1 night in Mar 2023
Verified

10/10 Excellent

Stephen

Liked: Staff & service, amenities, property conditions & facilities
Very centrally located. VIP service throughout. Amazing breakfast. Lovely common areas.
Stayed 1 night in Apr 2023
Verified

8/10 Good

Jonathan

Liked: Cleanliness, staff & service, property conditions & facilities
The room over the garage was just ok
Stayed 1 night in Jul 2024