Flag House Inn

24 Randall St , Annapolis, MD 21401-1720 USA (Show map)


The perfect location with on-site parking, king or twin beds, private baths, comfortable seating, good lighting, and in-room cable TV. On the block connecting the historic waterfront and the U.S. Naval Academy in the National Historic District, Flag House Inn offers five guest rooms (including a two-room suite). Splendid interiors are filled with original naval and nautical art and memorabilia, fine paintings, antiques, and reproductions. The large front porch, flying the state or national flags of guests, greets you with swings and teak benches. Enjoy a large, hot breakfast before visiting Flag House’s beautiful and historic neighborhood.



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  • Guest room4.8
  • Service4.9
  • Value4.6
  • Cleanliness4.9
  • Onsite Dining4.8

Wonderful place to stay!

4.8 on July 23, 2017

From the moment we arrived to the moment we left we felt as if we were staying with friends whose home was in the best location in town. While Bill took our suitcases for us, Charlotte showed us around the house, explained all we needed to know about staying in the Flag House B&B. They are a wealth of information having been the proprietors for over 20 years and their information books are very well organized. The breakfasts were delicious and Charlotte was more then accommodating with some unique dietary requests that were made. With a prime location and off street parking, getting around Annapolis was a breeze. We chose to not move our car for the weekend but I could imagine the relief we would have felt if we had explored outside of town knowing we would not have to look for parking upon our return. The rooms were clean, comfortable and beautifully appointed. It was a delightful place to stay.

Innkeeper Response
Your delightful review is much appreciated. It is our joy to share our knowledge and love of Annapolis with our guests each and every day.

- Charlotte Schmickle (innkeeper)


5 on July 20, 2017

Outstanding B&B. Hosts are kind, pleasant, warm, friendly and helpful. Great location, cleanliness outstanding and made us feel right at home.

Innkeeper Response
You warmed our hearts with your lovely review. Thanks so much for staying with us and we would love to welcom you back again.

- charlotte schmickle (innkeeper)

Wonderful experience!!!

5 on July 17, 2017

My daughter and I stayed at the Flag House Inn while she attended a camp at the US Naval Academy. The Flag House Inn could not have been better! The location was perfect-right outside Gate 1 and walking distance to everything in Annapolis. The breakfast foods were delicious, varied and plentiful. It was wonderful to have home-cooked meals while away from home! The bedroom and bathroom were quaint and charming. They had everything we needed. Charlotte and Bill were terrific hosts--warm and welcoming. They really wanted to help in any way possible in order to make our stay enjoyable. In short, I cannot say enough good things about the Flag House Inn. I would definitely stay here again the next time we come to Annapolis. https://www.tripadvisor.com/ShowUserReviews-g29494-d77441-r500216410-Flag_House_Inn-Annapolis_Maryland.html#

Innkeeper Response
Staying at Flag House Inn when your child is at a USNA camp makes life so easy for you as a parent. You can drop her off, have the fun of going around town to see the sights and eat some wonderful meals then be close enough to meet her after the camp is over and you plan your return trip home. So happy you choose Flag House for your place to stay while in Annapolis.

- Charlotte Schmickle (innkeeper)

Everything We Hoped For

5 on July 11, 2017

We reserved our rooms at Flag House for our son's I-Day at the US Naval Academy. We couldn't have been more pleased. Walking out the front door of Flag House to the main entrance of the Academy directly across the street eliminated any in-town travel stress we might have otherwise experienced. Flag House was also perfectly located for us to walk and enjoy the harbor/downtown Annapolis and its many restaurants and shops. Bill and Charlotte were such warm, welcoming and helpful hosts to us and our son. We were so appreciative of their experiences and knowledge of the Academy from the days when their son attended and Bill taught there. Our accommodations were great and Charlotte's breakfasts were wonderful. We highly recommend this property. Before we left, we made our reservations to return for Plebe Parents' Weekend and we're looking forward to our return.

Innkeeper Response
Sharing our knowledge of life at USNA with Plebes and their families is our joy and pleasure. We look forward to seeing all of you next month and hearing about the trials and triumphs of Plebe Summer 2017.

- Charlotte Schmickle (innkeeper)

Amazing place to stay

5 on July 09, 2017

We were in Annapolis for a wedding, and the Flag House was just perfect. It's located across the street from the main entrance to the Naval Academy and a short 2 blocks from the Annapolis waterfront. The inn is extremely welcoming, from the front porch swing where you can watch the world, to the bed, which was so comfortable. We had the 2-room suite, which was great, as my husband has insomnia. Charlotte's breakfasts were delicious (I'll be asking for the recipe for one!), and she was easily able to accommodate specific food needs. Bill is a great story teller, and they both are extremely knowledgeable about the history of Annapolis and of the Naval Academy. I wish we could have stayed longer, and if we are ever back in Annapolis, we'll definitely stay at the Flag House Inn.

Innkeeper Response
The perfect room for a couple when one suffers with insomnia as each person can then get a good nights sleep. The suite is also our only room that can accommodate three people so it is very versatile. Always happy to share my recipes with guests.

- Charlotte Schmickle (innkeeper)

Charming B&B

5 on June 28, 2017

Charming B&B located within walking distance to almost everything. Breakfast was delicious and coffee was always hot! Bill and Charlotte made sure I had everything I needed in my room. I stayed in the Water Witch Room which was on the third floor. It was comfortable and the perfect size for two. i would recommend this B&B and if coming back to Annapolis, would look forward to staying here, again.

Innkeeper Response
Hot coffee and tea is a must in the morning and we make sure it is on the table and ready to go when you come down. The K-cup machine in the pantry assures you have coffee and tea available no matter what time you arise and throughout the day. We look forward to welcoming you back if you get to Annapolis again.

- Charlotte Schmickle (innkeeper)

Simply Marvelous!!

5 on May 22, 2017

I just came back from a lovely stay at The Flaghouse Inn. We went with a large group (7 individuals) and had the most wonderful time! The Inn itself is beautiful and inviting from its front porch decorated with hanging plants, flags and benches to people watch to its fabulous location that is with-in walking distance to everything we wished to see. And the Inn's Owners are simply wonderful! They were so accommodating, warm, helpful with tourist attractions and just a joy to speak to. Among the 7 of us, we stayed in three rooms. Each was more lovely than the next. We all just had a great time in Annapolis and a large part of that was our perfect stay at The Flaghouse!! If even in the area again, I would stay there again in a heartbeat!

Innkeeper Response
As you know, we so enjoyed meeting all of you when you were here for your long weekend getaway. What a wonderful family you have and all of you added so much joy to our lives.

- Charlotte Schmickle (innkeeper)

Fabulous Flag House

5 on May 21, 2017

fabulos location Lovely room Delicious breakfast And most of all ... the fabulous Charlotte I've met many impressive innkeepers in my travels .. She tops the list !!!

Innkeeper Response
Your kind words are much appreciated. I feel like "Queen for a day" hearing that you put me at the top of your list! Thanks so much and hope our paths cross again.

- Charlotte Schmickle (innkeeper)


5 on May 16, 2017

If you're looking for a perfect location to the Naval Academy, restaurants and shops...hospitality above and beyond... quiet, clean and beautifully appointed rooms...plus an amazing breakfast each morning...you've found PERFECTION and THE FLAG HOUSE INN

Innkeeper Response
We have "the perfect location" on our website because we believe that it is - especially with our on site parking. Always wonderful when our guests agree. Thanks so much for your gracious review of your stay with us.

- Charlotte Schmickle (innkeeper)

Charming inn beautifully located!

5 on May 07, 2017

My husband and I received a gift for a stay at the Flag House Inn and we couldn't have been more pleased. Bill and Charlotte were wonderful hosts, very knowledgable and helpful as we planned our activities, and the breakfasts they provided were among the best we've ever had! Located so near the Naval Academy and the City Dock area, we parked our car on Friday and didn't need it until we left on Sunday. The Inn itself is charming and filled with historical pieces that Bill and Charlotte have thoughtfully collected over the years, each with a story to tell. Our room had everything we needed and was very comfortable. We will surely be planning and look forward to a return visit to The Flag House Inn!

Innkeeper Response
We are always so happy when a gift certificate recipient enjoys a stay here at Flag House as much as you did. Looking forward to seeing you again in the future.

- Charlotte Schmickle (innkeeper)

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Rooms & Rates

King or twin bed rooms

Our four guest rooms accommodating up to two guests have either king or twin beds, cable TV, private bath, comfortable seating and good lighting for reading.

  • Maximum Capacity: 2
  • Bathroom Private Bath

Two-room suite

Our two-room suite occupies the entire second floor of one of the paired townhouses that comprise Flag House Inn. The front room has a king Hickory-White pencil-post bed, love seat, wing chair and cable TV. The back room has a twin bed, large Hickory-White couch, wing chair and cable TV. There is an en suite private bath.

  • Maximum Capacity: 3
  • Bathroom Private Bath
  • Beds 1 King , 1 Twin

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Location Type

Chesapeake Bay, Downtown, Small town


Baltimore, MD (BWI-Baltimore Washington) 20 miles

Directions to property:

From I-95 or I-495 from Washington, DC, or I-97 from Baltimore, exit onto MD 50 east toward the Bay Bridge. Exit MD 50 at exit #24 Rowe Blvd (bear to right at end of ramp). At second traffic light turn left onto Taylor Avenue. Go two blocks until Taylor Avenue dead ends and bear to the right. After going through the curve turn right at the traffic light. You will now be on King George Street (no street sign at this point). Go to end of King George St. and turn right onto Randall Street (at Naval Academy gate). Flag House Inn is the 8th house on the right. Turn into driveway and come to the front door of #24. From the Eastern Shore of Maryland Take Hwy 50 West to exit #27 (to USNA). At very end of exit ramp turn left. Continue straight and cross the US Naval Academy Bridge. At the second traffic light turn left onto King George Street (no street sign at this point). Go the the end of King George St and turn right onto Randall Street (at USNA main gate). Flag House Inn is the 8th house on the right. Turn into driveway and come to the #24 front door.

Area Attractions

Antique Shopping, Art Galleries, Concert venue, Gourmet/Fine Dining, Historical interests, Live Music, Movie Theater, Museum, National/State parks, U.S. Naval Academy, Chesapeake Bay, Maryland State House, St. John's College, William Paca House, Hammond Harwood House, Outlet Stores, Performing Theater, Picnic area, Religious Services, River

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Inn Details

Establishment type

Private Home Bed and Breakfast, Bed and Breakfast, Urban Inn, Historic Inn

On-site amenities

Board games, Copier, Fax Machine, Fireplace, Library, Telephone, Wi-Fi, Wired internet , on-site parking, porch, swings

Room amenities

Air conditioning, Alarm clock, Ceiling fans, Desk, Hairdryer, Ironing Board, Radio, Satellite/Cable TV, TV

On-site activities

Bicycle rental, Bird watching, Boating, Canoeing, Fishing, Golfing, Hunting, Kayaking, walking, running, segway tours, Sailing, Shopping, Sight-seeing

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  • Check In:: 4:00-6:00 p.m.
  • Check Out:: 11:00 a.m.
  • Open All Year Round: Yes
  • Smoking Allowed: Outside only On front porch only
  • Drinking Allowed: Yes
  • Alcohol Provided No
  • Suitable For Children: Limited
  • Childcare Provided: No
  • Guest Pets Allowed: No
  • Disabled Access No

Terms and Conditions

  • Minimum Stay: Most weekends @ two-nights, longer for special event weeks
  • Accepted payments VISA, Mastercard, Personal checks, Travelers checks, Cash
  • Deposit Amount Required: One night's stay or 50% for special events
  • Cancellations: No-shows or cancellations within 10 days of arrival date will be subject to the full rate for the full stay or any portion that cannot be re-booked. A minimum of $25.00 per room processing fee will be charged for any cancellation.
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Charlotte & Bill Schmickle

Languages spoken


About the innkeepers

Bill and Charlotte enjoy walking in historic Annapolis, reading and fine dining, interior design, Navy sports and boating with friends. Bill is past chair of the Annapolis Historic Preservation Commission.

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  • Time Served: 8:30-9:30
  • Serving Location: Dining Room


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Hot Deal

Suite for three

Regular Rate: $275 now $220 (20% Savings:)

Two room suite on second floor of our nonsmoking home. King bed in one room and twin bed in second room with one bathroom en suite. All rooms have CTV, A/C, we have parking on site and serve a full breakfast daily between 8:30 & 9:30 AM. Located in the heart of the historic district of Annapolis. Please contact the inn directly at +1-410-280-2721 to redeem this deal.

expires Wednesday