Flag House Inn

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


The perfect location in downtown Annapolis with free on-site parking, free wi-fi, multiple room configurations, private baths, 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). Enjoy a large, hot breakfast before visiting Flag House’s beautiful and historic neighborhood 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. Our web site will allow speedy booking with up to date choices of available rooms. Deposit required, minimum stays may be required for weekends and popular events



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  • Guest room4.8
  • Service4.9
  • Value4.7
  • Cleanliness4.9
  • Onsite Dining4.8

superb B&B

5 on December 02, 2017

Delightful hosts, warm and engaging, delicious organic breakfasts, an historic house with very interesting antiques and a comfortable sitting room. So enjoyed meeting Charlotte and Bill. A memorable stay. And would return next time when in Annapolis.

Innkeeper Response
We would love to have you stay with us next time you are in Annapolis. So please you enjoyed your visit with us here at Flag House Inn.

- Charlotte Schmickle (innkeeper)

Perfect Place for your Annapolis Visit

5 on November 20, 2017

My husband and I always stay at B&B's on vacation so we have some special criteria before we book a place: #1 - Off-street parking #2 - Walkable to restaurants, shops, bars, sights, etc. #3 - A delicious full breakfast that will get us through the day #4 - Rooms are clean, beds are comfy and there's good hot water pressure for showers. Well, let me assure you the Flag House Inn delivers on all points !! The additional bonus we always hope fo,r but is difficult to discern from the website, is the knowledge and friendliness of the innkeepers. Charlotte and Bill are wonderful! Charlotte was so much fun to talk to we would have loved to just hang out and talk to her all day. She always steered us right for restaurants and told us what was going on locally and what we shouldn't miss. Make sure you take a tour at the Naval Academy (a very "long" walk directly across the street from the inn), go to the State House (to see where Washington resigned his commission and the naval silver exhibit, wow), do some shopping in the unique and fun shops just down the street (don't miss the Museum Store) and treat yourself to some crab cakes, mussels or whatever at the many super restaurants. The town is wonderful and the most wonderful place to stay while seeing it is the Flag House Inn !! Thank you Charlotte and Bill !! Vicki & Sean

Highly recommended

4.6 on November 08, 2017

Perfect location that's walkable to so many sites, restaurants, shops, the Academy, the harbor. Neighborhood is vibrant and busy, but once in the door at the Flag House Inn, all is quiet, relaxed, and comfortable. Hosts are delightful, interesting people with just the right balance of accessibility and support with respect for guest privacy. Good wifi, 24 hour coffee and tea, perfect breakfast with fabulous coffee and properly prepared hot tea in the morning. Off-street parking a plus, easy in and easy out.

Innkeeper Response
Even after living here for 21 years I am always amazed at how busy downtown can be but once you are back here at Flag House Inn life is so much quieter and more peaceful. We are happy to provide that atmosphere for your stay in Annapolis.

- Charlotte Schmickle (innkeeper)

Charming Inn, Great Location

4.8 on October 29, 2017

We stayed one night at the Flag House Inn over a weekend in Annapolis. We were pleasantly surprised at the convenience of the location - within walking distance of everything we wanted to visit. The room was clean and very comfortable. Breakfast was delicious and the Innkeepers were gracious and very hospitable. We would definitely visit again and highly recommend.

Innkeeper Response
It's all about location when you are in Annapolis. But, parking on site with location is the best which is why we choose Flag House Inn when we decided to buy an inn in Annapolis. So pleased you enjoyed your stay with us.

- Charlotte Schmickle (innkeeper)

Perfect getaway to Annapolis!

5 on October 23, 2017

Our 4 night stay at the Flag House was exquisite and so handy to downtown, the wharf, and the Naval Academy. The owners were an absolute delight and each breakfast was to die for! Thanks for a wonderful time

A gem in the heart of Annapolis

5 on October 23, 2017

The Flag House Inn was our first B&B experience. I think we are spoiled forever now. Charlotte and Bill are the consummate hostess and host and have a canny ability to see what each of their guests are looking for in their stay. Our visit was for the Annapolis Boat Show the Navy Air Force Football game (our team lost) and a few days of touring historic Annapolis.This location was absolutely perfect for all of those. We did not need a car as everything was in easy walking distance. The Inn is beautifully appointed in such interesting historic ways, Each room is tasteful and different.Breakfast was generous and delicious and served in a delightful setting. Coffee was available at any time which was a huge plus as we arise early. Sitting on the porch watching the world go by was a small luxury. We wish we could have done it more but there was just too much else to do!!

Innkeeper Response
We thank you for your kind words and we are so pleased that your time with us here at Flag House Inn was such a delight for you (even if the football game - although a great game - turned out not in your favor at the end.) The porch will be here next time you come back for the Navy-Air Force game when played here in Annapolis.

- Charlotte Schmickle (innkeeper)

Historic and charming

5 on September 13, 2017

The Flag House B&B was a first for me...I loved it! It was clean and charming and had so much history...the location was perfect! A block away from so many shops and restaurants! The fact that it was right across from the Naval Academy meant the most to me! The host and hostess could have been more nice or helpful! They were full of information and showed you books of information around the B&B that could help too! I recommend this place 100%! K. Hale

Innkeeper Response
It is always a pleasure for us to be an introduction for guests to staying at a B&B. We are so happy that our location as well as all the information we could provide to you helped to make your stay here in Annapolis at Flag House Inn such a positive B&B experience for you. Please come back next time you are in the area and continue staying at true B&Bs in the future. :-)

- Charlotte Schmickle (innkeeper)

Wonderful experience

5 on August 31, 2017

Another couple, my husband and I had a wonderful experience from check-in to check-out staying at the Flag House Inn. Charlotte & Bill were amazing hosts. We would encourage anyone visiting Annapolis to stay at their lovely B&B. We definitely will next time we are in town! - A. Yanson

Innkeeper Response
We were so happy to host your surprise visit with your friends before moving out of the area. Hope all went well and you are settling in once again.

- Charlotte Schmickle (innkeeper)

They thought of everything!

5 on August 29, 2017

Charlotte and Bill are delightful and thought of everything their guests might need or want during their stay! The Flag House Inn is a beautiful old house in the center of Annapolis (with parking which is a terrific bonus) and couldn't be more convenient to anywhere you might want to go. The place is warm and inviting and I wish I could have stayed more than one night! Bill greeted me when I pulled in and even parked my car for me. Charlotte checked me in, gave me a quick tour and showed me to my room where I had everything I needed right at my fingertips to orient me to the Inn and around Annapolis. I slept like a log in a quiet room and awoke to a lovely breakfast and conversation with Charlotte about their various travel experiences and how they came to be the proprietors of the Flag House Inn. I look forward staying there again!

Innkeeper Response
It was our pleasure having you with us, chatting with you about your adventures and guiding you around Annapolis for your overnight stay before heading off to spend a lovely weekend with your family. Happy Trails (biking that is)!

- Charlotte Schmickle (innkeeper)

Best B&B in Annapolis

4.6 on August 17, 2017

We have been waiting a long time to take a vacation, and needing to have a close to perfect vacation we took a chance. This was by far one of the best B&B's we have stayed in our travels. Charlotte's knowledge of what to do was great. Bill provided some great stories & conversation. You can't receive any of that from a hotel concierge. We were hoping for a home away from home for a few days and it was provided. In addition they served up a hearty breakfast that could keep you going, as there was a ton to do in the area. And the location (parking on premises) was excellent allowing us to walk to everything we wanted to do. We stayed in the Water Witch room that became a great room to rest in the down time. We came home with some great memories and rested thanks in part to staying here.

Innkeeper Response
Glad you enjoyed your stay with us and were able to have that much needed vacation you were looking for.

- 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:

For GPS use street address: 24 Randall St, Annapolis MD Driving Directions: 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, Casino, 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, Sports venue, University

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Inn Details

Establishment type

Historic Inn

On-site amenities

Board games, CD player, Coffee/Tea facilities, Copier, Fax Machine, Fireplace, Fridge, Library, Telephone, Walk to mass transit, Wi-Fi , on-site parking, porch, swings

Room amenities

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

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:: 16:00
  • Check Out:: 11:00
  • 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, Cash
  • Deposit Amount Required: One night's stay full amount or for 2+ nights, 50% down at time of booking
  • Cancellations: Cancellation policy: Advance deposits will be refunded (minus $30 processing fee) if cancellation is made 10 days or more prior to arrival. (Exceptions - 30 day cancellation for Commissioning Week Refund policy: If you cancel your reservation within the 10 days (30 days for peak events) period prior to arrival, your advanced deposit is non-refundable. If you cancel your reservation within 48 hours of your anticipated arrival date (4:00 p.m check-in), you are responsible for the entire stay and your credit card will be charged the full amount of the stay including taxes.  Deposit: An advance deposit with check or credit card is required to confirm your reservation. Single night stays require full rate plus tax at time of reservation. Stays of two nights or more require a 50% deposit. Deposits by check will only be confirmed once check has cleared our bank
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Marty Etzel

Languages spoken


Resident Pets

About the innkeepers

We decided to get off the corporate merry-go-round and try something new. We have a background in property management and have been experimenting with food for years

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  • Time Served: 8:30-9:30
  • Serving Location: Breakfast/dining area

Special meal options



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Hot Deal

25% off all available rooms, no minimum stays

Regular Rate: $215 now $161 (25% Savings:)

All available rooms at our 5 room inn are discounted 25% for this weekend (Mar 16-18). The rate shown is lowest priced room, room rates vary from $161-$205. All rooms priced 25% off Come see the St Patricks Parade March 11 or have a getaway weekend. We are centrally located in downtown Annapolis located directly across from USNA with off street parking included, in addition to comfy beds and delicious breakfasts Please contact the inn directly at 1 4102802721 to redeem this deal.

expires Wednesday