3.5 Star Hotel

Flag House Inn

24 Randall St, Annapolis, MD, United States View Map

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Flag House Inn

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About

Historic Setting Flag House Inn in Annapolis is housed in a historic building, offering a unique and charming atmosphere. Comfortable Accommodations Rooms feature air-conditioning, private bathrooms, seating areas, carpeted floors, and wardrobes. Additional amenities include baths, hairdryers, fruits, chocolates or cookies, work desks, free toiletries, showers, interconnected rooms, and TVs. Exceptional Services Guests benefit from free WiFi, private check-in and check-out, a lounge, concierge service, menus for special diets, daily housekeeping, a coffee shop, outdoor seating area, family rooms, and bicycle parking. Prime Location Located 1.1 mi from Annapolis Harbor, near Maryland State House Of Delegates (5-minute walk), Annapolis Yacht Basin (1969 feet), William Paca Garden (2-minute walk), and Hammond Harwood House (1640 feet). Baltimore Washington International Airport is 21 mi away.

69 Reviews

9.2Exceptional

What Guests Say

  • “It was clean and comfortable. It looked newly remodeled. Perfect location to historic Annapolis”
  • “Nadia was wonderful and the breakfast was amazing. The bed was super comfy and the room was lovely and quiet. The location is perfect!”
Show 50 Verified Reviews

Top Amenities

  • Restaurant
  • Free Internet Access
  • Non-Smoking Rooms
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Room Options

Our Best Price. GUARANTEED.

Exclusively for Priceline members Details

Deluxe King Suite1/4

Deluxe King Suite

420 sqft • 1 King or 2 Single

  • Air conditioning
  • Alarm clock
  • Bath or Shower
  • Body soap
King Room with Garden View1/4

King Room with Garden View

205 sqft • 1 King

  • Air conditioning
  • Alarm clock
  • Bath or Shower
  • Body soap
Double Room1/2

Double Room

194 sqft • 1 Double

  • Air conditioning
  • Alarm clock
  • Bath or Shower
  • Body soap
King Room1/4

King Room

248 sqft • 1 King

  • Air conditioning
  • Alarm clock
  • Bath or Shower
  • Body soap
King Suite1/3

King Suite

1 King or 1 Sofabed

  • Air conditioning
  • Carpeting
  • Closet
  • Desk

Room Details and Photos

Room Amenities

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    What Guests Loved

    9.2
    Exceptional

    Based on 69 reviews

    Pros +

    • It was clean and comfortable. It looked newly remodeled. Perfect location to historic Annapolis
    • Nadia was wonderful and the breakfast was amazing. The bed was super comfy and the room was lovely and quiet. The location is perfect!
    • It was both cozy and boutique/chic, perfectly nestled in the heart of Annapolis near the Naval Academy and the harbor. The staff was very gracious and the breakfast was absolutely delicious. The beds were like floating on clouds! Highly recommend :)

    Cons -

    • The room we had was on the 3rd floor walk up. Fine for younger persons, but we are older and this was a challenge (King bed with Garden View was our room). There really was no garden view except in the bathroom. It was a bit tight to get around the bed. Also had to use a small portable heater to warm the room up.Worst part was the extra charge for the parking. We were purchasing a car (so had 2) $100 extra which we didn’t anticipate. Never saw this $50 cost on the listing (I mentioned it to the coordinator and I can now see it on the listing - but I looked at so many places???)…. Overall we enjoyed the place but would park elsewhere next time to minimize cost. I would recommend the Inn and would stay there again should we return to the area. Just get a room on the 2nd floor for us!…
    • Temperature in the bedrooms and noise of the town in the adjacent street.
    • I didn't notice when I booked the Chesapeake Room that it was on the third floor. Rebecca informed us when we arrived. Almost 40 steps to climb for 2-77 year olds--it was a little steep & hard for us. Booking said garden view but I only saw a parking lot. Toilet was very low to the ground with no safety bar. We don't travel a lot anymore but it taught me to think of all amenities. I don't categorize us as handicapped but perhaps I should have mentioned our ages & small difficulties. Almost 18 emails from Booking.com/Flag House Inn. Some with repeated info. but some were very informative. Maybe these could be reduced.
    10JeffreyPosted on: 11-12-2024

    It was clean and comfortable. It looked newly remodeled. Perfect location to historic Annapolis

    10ChantalPosted on: 1-19-2026

    Nadia was wonderful and the breakfast was amazing. The bed was super comfy and the room was lovely and quiet. The location is perfect!

    10ChantalPosted on: 1-3-2026

    It was both cozy and boutique/chic, perfectly nestled in the heart of Annapolis near the Naval Academy and the harbor. The staff was very gracious and the breakfast was absolutely delicious. The beds were like floating on clouds! Highly recommend :)

    9KatrinaPosted on: 1-1-2026

    Staff was friendly, amenities were excellent, terrific location! Will stay again.

    8THERESAPosted on: 11-23-2025

    Location, location, location…. This charming Inn is walking distance to the main roads in Annapolis MD and we took advantage of it. The building is beautiful - it’s a very old home converted to the Inn. The decor is stunning. they truly took advantage of the beautiful wood features and fireplaces.. ‘the bed was incredibly comfortable and room cozy. AMAZING breakfast (get it included - it’s worth it)…

    The room we had was on the 3rd floor walk up. Fine for younger persons, but we are older and this was a challenge (King bed with Garden View was our room). There really was no garden view except in the bathroom. It was a bit tight to get around the bed. Also had to use a small portable heater to warm the room up.Worst part was the extra charge for the parking. We were purchasing a car (so had 2) $100 extra which we didn’t anticipate. Never saw this $50 cost on the listing (I mentioned it to the coordinator and I can now see it on the listing - but I looked at so many places???)…. Overall we enjoyed the place but would park elsewhere next time to minimize cost. I would recommend the Inn and would stay there again should we return to the area. Just get a room on the 2nd floor for us!…

    9MyrtoPosted on: 10-21-2025

    Very nice B& B in a perfect location to walk around . The staff is very attentive and the breakfast was one of the best

    8ReynoldsPosted on: 8-31-2025

    Breakfast was just excellent. Location perfect!!

    Temperature in the bedrooms and noise of the town in the adjacent street.

    8SharonPosted on: 8-28-2025

    The breakfast was exceptional. Nadia & Chef were welcoming and so helpful. Nadia is a gem! Rebecca & Maggie were so welcoming and the first floor of the Inn & our room were very pretty. I loved the first floor and the front porch which we enjoyed. Also, it was close to the center of Annapolis & we walked to our restaurant for dinner. Our room & the Inn was immaculate. Ice water, coffee & tea available as well.

    I didn't notice when I booked the Chesapeake Room that it was on the third floor. Rebecca informed us when we arrived. Almost 40 steps to climb for 2-77 year olds--it was a little steep & hard for us. Booking said garden view but I only saw a parking lot. Toilet was very low to the ground with no safety bar. We don't travel a lot anymore but it taught me to think of all amenities. I don't categorize us as handicapped but perhaps I should have mentioned our ages & small difficulties. Almost 18 emails from Booking.com/Flag House Inn. Some with repeated info. but some were very informative. Maybe these could be reduced.

    10JoshuaPosted on: 8-20-2025

    Quiet, excellent service. A very nice place to stay. Very walkable neighborhood. Comfortable room. Mine had what amounted to s semi private entrance to the building which was nice.

    It is an older building so sound travels through walls, hot water slow to warm up, but no major issues.

    9MichaelPosted on: 8-1-2025

    Breakfast was excellent with a nice variety of dishes.

    A little big larger bathroom. Entrance to house was very tight driving in and out. Very limited parking.

    10TressiaPosted on: 7-5-2025

    The bedding was so comfortable. Convenient location to many Pluto eat and drink.

    Parking is tight but would keep me from staying again.

    6AnthonyPosted on: 6-18-2025

    The room was great, the staff was very friendly, the staff took care of everything that you needed.

    Breakfast was supposed to be included with our reservations as this was something we prepaid. Unfortunately, the staff was not informed and didn't honor the prepaid breakfast. We were told there would be a $29 per person charge for breakfast. That's $58 per day, $116 for the weekend. That's an extra cost that we did not expect. So, we went elsewhere for breakfast. There is no free parking. You have 2 choices... you can hunt around and find a spot somewhere in the neighborhood then walk to the hotel or pay $50 a night to use their parking. You'd figure at nearly $500 per night, that parking would be included.

    10McKennaPosted on: 3-29-2025

    Beautiful rooms and Perfect location ! Warm and friendly staff . A perfect weekend getaway .

    9RichardPosted on: 12-24-2024

    Conveniently located to wedding venue and sights

    Because it’s a quaint old building / inn , some of the windows weren’t closed up and with a cold snap and super windy , it made it very drafty.

    10LaurenPosted on: 10-7-2024

    The location was perfect. The room was comfy and immaculate. Staff that we met were helpful and kind.

    The bed was dreamy but the pillows fell flat. Parking was extremely tight, understandable in a city. But made it without damage, just had to get skinny to get in & out of the car.

    10PamelaPosted on: 10-7-2024

    Breakfast was lovely. Food was well prepared and the hostess was delightful. Dining area was nice, and coffee was available before and after breakfast in the sitting room.

    10TomPosted on: 5-28-2024

    Charming building, great location and amazing staff who went above and beyond to make our stay truly memorable.

    6RichardPosted on: 5-18-2024

    Pleasant

    Parking and then getting charged for it which was not in the description

    8JohnPosted on: 5-6-2024

    Great location, comfortable bed, relaxing living room/den. A manager, Debo, was friendly and helpful.

    Room was not serviced until we requested fresh towels. No drinking cups in bathroom. Disappointed with the light breakfast which was the same each day. Young adult was alone to handle the breakfast for five tables. Poor service. Charged $50/night for parking in addition to $400/night room charge.

    9ShannonPosted on: 10-20-2023

    The location was amazing. We walked everywhere. The bed was very comfortable and the linens a high percale. The hostess was super friendly and she did a great job answering any questions we had. Overall it was lovely but pricey. Since it was the USA Sailboat show I know every place around was at a premium. Right across the street from a US Naval Academy Entrance you can hear the chapel bells and walking the grounds is a must.

    I believe when we booked our room we read that there was a chef for making guest breakfasts or we became confused reading all the reviews about breakfast. We were suprised that it was only a European lite continental breakfast and it was cold every morning. The breakfast should be kept warm for future guests or open up the microwave and huge kitchen for guests to use. I see on the website now it lists continental breakfast. The reviews I read were mostly for the prior owners as the Inn has new owners now. More towels should be in guest rooms to start with. The air conditioning/heater wall unit was a bit on the noisey side. The bathroom shower was an insert and there was mold on the bottom or discolored caulking. It could use some extra attention and is quite small. The keys are a bit annoying. One for the front door and one for the room.

    Amenities & Policies

    Amenities

    Food & Drinks

    • Restaurant

    Media & Technology

    • Free Internet Access

    Health & Safety

    • Health Services
    • Daily disinfection
    • Professional cleaning services

    Kid Friendly

    • Family Friendly

    General

    • No Smoking Rooms/Facilities

    Guest policies

    Check-inAfter 4:00 PM
    Check-outBefore 11:00 AM
    InternetFree Wi-Fi is available.
    Children & Extra BedsGuests age 13 and older are welcome.
    PetsPets are not allowed.
    Room RatesAll rates displayed are for two guests unless otherwise noted.

    Important info

    Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. Please inform of your expected arrival time in advance. You can use the Special Requests box when booking, or contact the property directly using the contact details in your confirmation. Managed by a private host

    Location

    Flag House Inn

    24 Randall St, Annapolis, MD

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