Reserve directly with us
Up to 10% cheaper
than with Booking.com
Check rooms and rates
From943US$ /night
Check-in
12Nov2025Select date
Check-out
13Nov2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

24 Randall St, Annapolis, Maryland, United States, 21401

Historic Accommodations

The Flag House Inn offers six room types including the Admiral Suite with a private living room, Fleet Suite with two bedrooms, and Commodore Suite with views of the U.S. Naval Academy. All rooms feature charcoal-infused mattresses with 800-thread count linens, down duvets, and individual climate control. Third-floor rooms provide views of the Naval Academy Chapel dome and downtown Annapolis.

Farm-to-Table Breakfast

Guests receive a daily farm-to-table breakfast prepared by a chef with Michelin-star experience. The weekly changing menu includes dishes like caviar-topped champagne omelettes, caprese tartine, and lobster quiche. Breakfast is served in the hotel's dining room with original crown molding and antique table tops.

Common Areas & Events

The hotel features a Parlor Room with 19th-century furnishings, a Reading Room for quiet relaxation, and flexible event spaces for weddings and special occasions. Guest Relations assists with event planning, catering, and transportation. The property includes landscaped gardens and a brick terrace for outdoor gatherings.

Heart of Downtown

Located directly across from the U.S. Naval Academy main entrance, the hotel is a one-minute walk to Main Street and City Dock. Annapolis City Dock hosts spring and fall boat shows. The property is 25 miles from Baltimore/Washington International Airport, 36 miles from Reagan National Airport, and 63 miles from Dulles International Airport.

Concierge & Local Expertise

The staff provides insider knowledge of Annapolis, assisting with restaurant reservations at nearby establishments like Acqua al 2, Harold Black speakeasy, and Rams Head On Stage music venue. Services include luggage storage, early check-in based on availability, and guidance to local attractions including sailing charters on the Chesapeake Bay and wine tastings at Great Frogs Winery.

View all

Choose the Room

From cosy doubles to spacious family suites – all with flexible options, breakfast, and exclusive deals.
Deluxe King Suite
2 persons
39 m² 
2 Single beds or 1 Queen-size bed
Shower
Heating
Double Room
2 persons
18 m² 
1 Double bed
Shower
Heating
King Room
2 persons
23 m² 
1 King-size bed
Shower
Heating
King Room Garden View
2 persons
19 m² 
1 King-size bed
Shower
Heating
Click button to see more rooms
Show all rooms
Show all roomsLess

Check Dates & Room Rates

See what's available for your travel dates

Getting around

All Transportation Options at a Glance

City Centre
Annapolis600 m
Airports
Baltimore (BWI) 40.8 km
Ronald Reagan Washington National (DCA) 59.9 km
Train
Union Station Marc Washington 45.9 km
Bus
Bus stop600 m

Amenities

Thoughtfully designed amenities for a comfortable & memorable stay

General

  • No smoking on site
  • Free Wi-Fi
  • Parking
  • VIP check-in/ -out
  • Concierge desk
  • No pets allowed
  • Security
  • Coffee shop
  • Smoke detectors
  • Fire extinguishers
  • Key access

Services

  • Valet parking
  • Housekeeping
  • Tours/Ticket assistance
  • Welcome drink

Dining

  • Special diet menus

Business

  • Meeting/ Banquet facilities

Children

  • Board games

Spa & Leisure

  • Leisure/ TV room

Room features

  • Air conditioning
  • Heating
  • Sitting area
  • Garden furniture

Bathroom

  • Free toiletries

Media

  • Flat-screen TV

Room decor

  • Carpeted floor
Show more

Location

24 Randall St, Annapolis, Maryland, United States, 21401
Map view
24 Randall St, Annapolis, Maryland, United States, 21401
Nearby
University
United States Naval Academy Museum
480 m
Public Building
Maryland State House
480 m
19 Maryland Ave
Hammond-Harwood House
480 m
199 Duke of Gloucester St
St. Anne's Episcopal Church
480 m
107 Duke of Gloucester St
Charles Carroll House
480 m
Museum
William Paca Garden
480 m
Church
Banneker-Douglass Museum
480 m
22 Maryland Ave
Chase Lloyd House
480 m
Main Street
Annapolis Historic District
480 m
Museum
Big Brice House
480 m
Annapolis
The Kunta Kinte Alex Haley Memorial
480 m
Prince George St.
Little Brice House
480 m
118 Maryland Ave
US Naval Academy Museum
480 m
40 West St
Mission Escape Rooms
480 m
Annapolis
Thurgood Marshall Memorial
410 m
Museum
Historic Annapolis Museum and Store
220 m
43 Pinkney St
Hogshead
170 m
Church
Saint Mary Catholic Church
460 m
60 College Ave
St. John's College
450 m
Gallery
Maryland Federation of Art
440 m
1 City Dock
Susan Campbell Park
480 m
42 East St
Historic Annapolis Foundation
130 m
Main Street
480 m
Restaurants
McGarvey's Saloon & Oyster Bar
160 m
8 Market Space
Armadillo's Bar and Grill
140 m
132 Dock St
Dock Street Bar & Grill
150 m
136 Dock St
Annapolis Market House
290 m
25 Market Space
O'Brien's Oyster Bar & Grill
210 m
113 Main St
Latitude 38 Waterfront Annapolis
280 m
12 Dock St
Unlock Early-Bird Deals
Grab Exclusive Rates Instantly
Check Rates

Next best alternative

Consider them for your next trip.
Check-in
12Nov2025Select date
Check-out
13Nov2025Select date
Rooms and Guests2 Guests, 1 Room