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 Dining4.7

Lovely experience!

3.8 on June 28, 2016

Stayed here with a friend for a quick overnight. Proximity to USNA is fantastic - it is literally right across the street! Also within easy walking distance to downtown shopping and dining. Fantastic parking - Bill parks your car for you - an added plus. Breakfast was tasty and we were treated to a lively, interesting discussion on international politics for no extra charge ;-). A great stay!

Wonderful Hosts!

5 on June 28, 2016

Bill and Charlotte are the most friendly, helpful, and accommodating hosts and made me feel very comfortable and welcome in their lovely B&B. Both go out of their way to keep things easy for their guests, so that guests can truly relax and enjoy every moment of their stay. The inn itself is in a great location, is very clean comfortable, and no detail is left unattended. Parking is essential and the inn provides several free spaces. A truly lovely B&B.

Annapolis Delight

5 on June 08, 2016

The Flag House Inn has a superb location, and Charlotte and Bill took a keen interest in guiding us to sights and restaurants they thought we would enjoy, hitting the bulls-eye with each recommendation.

Let's stay another night

5 on June 05, 2016

Very convenient location with on-site parking and surprisingly quiet. The breakfasts are varied and tasty. The hosts are helpful with suggestions for meals and activities and are very knowledgable about Annapolis. The house is nicely appointed; the common room and our bedroom were inviting. We found ourselves extending our stay in Annapolis because the Flag House Inn was such a delightful place to be.

Simply the best

5 on June 03, 2016

My wife and I (from the UK) spent 7 nights at The Flag House and could not fault it in any way. From the moment we arrived until the moment we left we felt completely at ease and very comfortable. Our room and facilities were spacious and the sitting and dining rooms are most attractive. Charlotte and Bill are the perfect hosts, with nothing too much trouble for them to do to make our stay the more enjoyable. The location, being directly opposite the visitor gate to the USNA and two minutes walk to the harbour and town centre is just excellent and there's the added bonus of on-site parking which is at a premium in the town. Charlotte's breakfasts are superb. It was a wonderful find. We would recommend Flag House without hesitation.

Wonderful stay

4.8 on June 01, 2016

My girlfriend and I spent 2 1/5 days at your lovely B&B. From greeting us at the door when we arrived to wishing us well as we drove away, we couldn't have made a better choice than to stay with you. We both are making plans to come back again to enjoy the tasty breakfasts and Bill's information about the area and history lesson. The rooms were good size and everything was clean and fresh. Your B&B stands above all others

Outstanding Experience in Annapolis!

5 on May 06, 2016

My wife and I visited the Flag House Inn for a two night stay and the experience far exceeded our expectations! The Inn is a magnificent Victorian B&B in the heart of historic Annapolis, Maryland. The Inn keepers, Charlotte and Bill, are wonderful hosts that catered to our concerns. Charlotte was extremely helpful in providing information on local restaurants and attractions. The breakfasts were inventive and delicious. The Inn is meticulously maintained and very comfortable. We had a wonderful time on our mini-vacation and look forward to a return visit to the Flag House Inn!

Look for the flags when staying in Annapolis.

5 on May 01, 2016

After staying at the The Flag House Inn, it's obvious why they've been in business for so many years. You'll enjoy the friendly and knowledgeable proprietors, very clean and charming rooms, and you can't beat the location.

Perfect home across from the Naval Academy

5 on April 20, 2016

Flag House across the street from the Naval Academy was exactly what I wanted. The parking on the property allowed me two days without using my car to walk the entire historic area and enjoy it easily. I've staued in many B & B s all my life but this one exceeded my expectations and I'm quite selective. Terrific value to see Annapolis easily I think

Fantastic place.

5 on April 16, 2016

Stayed 3 nights for navy reunion/anniversary. Bill and Charlotte are fantastic. Great breakfast. Great room (Commodore Suite) in excellent condition (as was everything else). Parking on site - this is huge in Annapolis! Across the street is the main pedestrian entrance to the Naval Academy. Great front porch to watch the Middies go by. Everything worth doing and seeing in Annapolis is within EASY walking distance. Park the car and forget it. Bill and Charlotte know all the good places to see and eat at. Their recommendations were spot on. Annapolis is a great town. Enjoy!

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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

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.



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