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.



Write A Review
  • Guest room4.8
  • Service4.9
  • Value4.6
  • Cleanliness4.9
  • Onsite Dining4.7

Wonderful Experience

5 on October 18, 2015

Have stayed in many B&Bs over the years. Flag House rates among the very best. From the well appointed rooms with private baths and delicious breakfasts to the friendliness and helpfulness of Charlotte and Bill, you can't do any better. Ideal location for walking visits to Naval Academy as well as Annapolis itself. I highly recommend Flag House Inn.

Great place to stay in Annapolis.

5 on October 01, 2015

We recently stayed at the Flag House Inn for a four night stay in the Fleet Suite. The Inn is beautiful, centrally located in Annapolis, the breakfasts are delicious, and the hosts, Bill & Charlotte Schmickle, couldn't be more gracious, helpful and friendly. We had a fantastic time and would definitely recommend the Flag House Inn to anyone who is looking for a place to stay in Annapolis!

Everything was perfect

5 on August 28, 2015

Our stay at the Flag House Inn was perfect from the first minute to the last - Everything from the room to the breakfast and the hosts was better that we could have imagine.

Pleasant, restful...very welcoming.

5 on June 08, 2015

We felt like we were visiting the home of friends. Hosts are friendly and accommodating and the food was good. The atmosphere was relaxed and that's just what we came for. The house has an authentic feel of an inn that, with a little imagination, can transport you back to the earlier days of Annapolis being a busy port and seat of government. Oh, did I say the bed was comfortable? :)

A Must Stay

5 on June 07, 2015

From the beginning of our first correspondence with Charlotte, to our last good-bye, we felt as if we became acquainted with and cared for, by a distant relative. Our room, the Sailing Captain, was comfortable, immaculately clean, with a personal air conditioning remote enabling us to sleep as cool as we like. Breakfasts were delicious consisting of a warm entree such as quiche, or baked blueberry French toast, along with fruit, juice, and warm sweet bread. I will say that the photos of the Flag House Inn do not do this charming B&B justice. Given the opportunity, we will gladly revisit the Schmickles and their Inn.

First time in Annapolis

5 on June 05, 2015

Super knowledgeable, friendly hosts, great location - wonderful intro to Annapolis. We came from a wedding on the Eastern Shore on our way to DC, decided to spend a night in Annapolis. Should have planned a longer stay with the Flag House Inn as our base. Charlotte and Bill made us feel right at home, guided us to restaurants, sights. Excellent breakfast topped by a sunny farewell photo with the Washington State flag. Much fun.

Excellent B&B in historic Annapolis

4.6 on May 16, 2015

Close to the waterfront and in the historic district, this B&B is an perfect. Excellent accommodations and delicious breakfasts make this the perfect choice for Annapolis.

The place to stay in Annapolis!

5 on April 01, 2015

Breakfast was incredible every morning. The owners gave us great ideas for our daily agendas. Cozy and comfortable rooms with updated amenities. The B&B to stay at in Annapolis!


5 on March 18, 2015

Our recent stay at the Flag House Bed and Breakfast Inn was outstanding. Our hosts, Bill and Charlotte, are incredibly kind and hospitable folks which made our visit an exceptionally enjoyable experience. Parking is limited in Annapolis, so we were grateful that Flag House B&B offers free parking to their guest. Additionally, Flag House's location is optimal for visits to the Naval Academy and historic downtown Annapolis, all within walking distance. We don't mind stairs, so staying on the top floor wasn't a problem for us. There are no elevators, so others may choose to stay on a lower floor. The top floor offered a great view, and the road-side room was surprisingly quiet. Both rooms that we chose are opposite the hall from each other, making it very convenient for our family. We were in awe of the history just within the Flag House. Bottom line, Flag House Inn is an exceptionally clean, quiet, friendly, conveniently located, and superbly operated inn that we found far exceeded our value expectations. We look forward to staying there again!

Delightful innkeepers

5 on January 29, 2015

We would like to take this opportunity to highly recommend the Flag House Inn in Annapolis, Maryland to anyone looking for upscale accommodations, adjacent to the Naval Academy, convenient to everything and hosted by a fun couple. Bill and Charlotte Schmickle have owned and operated the Inn for 14 years and obviously love what they do. We made reservations at the last minute but Charlotte accommodated us with a smile in her voice. When we arrived after dark and tired from driving for hours in a heavy rain storm, Bill and Charlotte greeted us graciously and Bill even parked our car for us. Charlotte showed us to our room, which we found comfortable, clean as a pin and tastefully decorated. Breakfast was a joy with new friends and animated conversation. Our weekend was short but enough to encourage us to put Annapolis and the Flag House Inn on our short list for a return visit.

View More Reviews

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

Visit Website


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

Visit Website


  • 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.

Visit Website




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