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From943US$ /night
Check-in
14Feb2026Select date
Check-out
15Feb2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

24 Randall St, Annapolis, Maryland, United States, 21401
-
Close to the historic Old Town
Perfect
9.1
/10
4.9
/5

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.

Must-do experiences

  • Stroll along the historic Annapolis Waterfront for stunning views.
  • Savor a crab cake at the famous Cantler's Riverside Inn.
  • Visit the U.S. Naval Academy and explore its beautiful grounds.
  • Check out the Maryland State House for a glimpse of history.
  • Browse the local stalls at the Annapolis Farmers' Market on Saturdays.
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
420 sq. feet 
2 Single beds or 1 Queen-size bed
Shower
Heating
Double Room
2 persons
195 sq. feet 
1 Double bed
Shower
Heating
King Room
2 persons
250 sq. feet 
1 King-size bed
Shower
Heating
King Room Garden View
2 persons
205 sq. feet 
1 King-size bed
Shower
Heating
Click button to see more rooms
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Check Dates & Room Rates

See what's available for your travel dates

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

  • Free Wi-Fi in rooms
  • Air conditioning
  • Heating
  • Sitting area
  • Garden furniture

Bathroom

  • Free toiletries

Media

  • Flat-screen TV

Room decor

  • Carpeted floor
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Flag House Inn 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
1600 ft
Public Building
Maryland State House
1600 ft
19 Maryland Ave
Hammond-Harwood House
1600 ft
199 Duke of Gloucester St
St. Anne's Episcopal Church
1600 ft
107 Duke of Gloucester St
Charles Carroll House
1600 ft
Museum
William Paca Garden
1600 ft
Church
Banneker-Douglass Museum
1600 ft
22 Maryland Ave
Chase Lloyd House
1600 ft
Main Street
Annapolis Historic District
1600 ft
Museum
Big Brice House
1600 ft
Annapolis
The Kunta Kinte Alex Haley Memorial
1600 ft
Prince George St.
Little Brice House
1600 ft
118 Maryland Ave
US Naval Academy Museum
1600 ft
40 West St
Mission Escape Rooms
1600 ft
Annapolis
Thurgood Marshall Memorial
1400 ft
Museum
Historic Annapolis Museum and Store
800 ft
43 Pinkney St
Hogshead
600 ft
Church
Saint Mary Catholic Church
1600 ft
60 College Ave
St. John's College
1500 ft
Gallery
Maryland Federation of Art
1500 ft
1 City Dock
Susan Campbell Park
1600 ft
42 East St
Historic Annapolis Foundation
500 ft
Main Street
1600 ft
Restaurants
McGarvey's Saloon & Oyster Bar
600 ft
8 Market Space
Armadillo's Bar and Grill
500 ft
132 Dock St
Dock Street Bar & Grill
500 ft
136 Dock St
Annapolis Market House
1000 ft
25 Market Space
O'Brien's Oyster Bar & Grill
700 ft
113 Main St
Latitude 38 Waterfront Annapolis
1000 ft
12 Dock St
Explore Annapolis
Explore Annapolis
Top Attractions
Activities
Dining
Entertainment
United States Naval Academy Museum
6 minutes walking
Naval Academy Museum showcases naval history with exhibits of ship models and memorabilia. A must-see for history enthusiasts.
Maryland State House
6 minutes walking
The oldest state capitol still in continuous legislative use. Its stunning architecture and rich history are truly captivating.
Annapolis Harbor
13 minutes walking
With vibrant shops and waterfront views, the harbor is perfect for a leisurely stroll or to enjoy local seafood dining.
Hammond-Harwood House
6 minutes walking
An example of colonial architecture, this historic house museum offers guided tours focusing on 18th-century life in Annapolis.
Kayaking at Annapolis Harbor
13 minutes walking
Kayak rentals available for a scenic view of the harbor. Reservations recommended during peak season for a unique experience.
Truxton Park
25 minutes walking
A vast park with paths for biking, picnicking, and sports fields. Great for families seeking outdoor fun and relaxation.
Local Markets
4 minutes walking
Farmers' markets offer fresh local produce and crafts. Perfect for immersing in the community vibe every weekend.
Yoga at the Waterfront
15 minutes walking
Join waterfront yoga sessions for relaxation and wellness. Classes vary by season and booking is recommended.
Dock Street Bar & Grill
2 minutes walking
Casual eatery known for seafood and burgers with a lively atmosphere. Reservations recommended during weekends.
McGarvey's Saloon & Oyster Bar
2 minutes walking
Famed for fresh oysters and local seafood, offering a relaxed vibe perfect for family meals or casual nights out.
Armadillo's Bar and Grill
2 minutes walking
Tex-Mex cuisine with a fun atmosphere, serving tacos and margaritas. Good for families and casual dining.
O'Brien's Oyster Bar & Grill
3 minutes walking
Upscale dining experience with an extensive seafood menu. Great for couples or special occasions; vegetarian options available.
Rams Head On Stage
15 minutes walking
Live music venue featuring local and national acts. Check the schedule for family-friendly shows and special events.
The Colonial Players
20 minutes walking
Community theater presenting a variety of performances. Perfect for a low-key night out with intriguing local talent.
West Street Bars
10 minutes walking
A lineup of vibrant bars with live music and cocktails. Great for nightlife lovers looking for an energetic vibe.
Cinepolis Luxury Cinemas
10 minutes driving
Luxury cinema experience with comfortable seating. Enjoy current blockbusters in style, ideal for an entertaining evening.
Getting around
City Centre
Annapolis8 min  ·  2000 ft
Airports
Baltimore/Washington International Thurgood Marshall Airport (BWI)62 min  ·  25.4 mi
Ronald Reagan Washington National Airport (DCA)90 min  ·  37.2 mi
Train
Union Station Marc Washington69 min  ·  28.5 mi
Bus
Bus stop8 min  ·  2000 ft
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Property information and rules
Check-in
from 16:00-18:00
Check-out
from 09:00-11:00
Guest Parking
Private parking is possible on site (reservation might be needed) at USD 50 per day.
Internet
is available in for free.
Breakfast
At the hotel Flag House Inn guests are invited to a full breakfast served for free. 
Pets
Pets are not allowed.
Number of rooms:
8
Questions of the users
About Flag House Inn
What does the term 'attached bathroom' refer to in the room descriptions?
20 January 2024
An 'attached bathroom' means that the bathroom is located within the guest room, providing privacy and convenience during your stay.
What is the parking situation like for guests who have a disabled tag?
05 February 2024
Parking is available for $50 per night. The hotel is conveniently located within walking distance from the naval academy grounds, ensuring easy access to local attractions.
Can you tell me about outdoor spaces available for guests to relax?
15 March 2024
Guests can enjoy a charming outdoor area at the hotel, perfect for relaxation and experiencing the pleasant weather.
Is breakfast included in the stay, and what are the options like?
30 April 2024
A delightful farm-to-table breakfast is offered, featuring a menu that changes weekly and includes gourmet dishes prepared by a chef with Michelin-star experience.
What facilities are available for events or gatherings at the hotel?
10 May 2024
The hotel features flexible common areas that can be tailored for various events, with assistance available for planning, catering, and logistics to ensure a memorable experience.
What is the best way to get to Flag House Inn from the nearest airport?
01 June 2024
The nearest airport is Baltimore/Washington International Thurgood Marshall Airport, located about 40 kilometers away. Guests can opt for taxis, rideshares, or shuttles for transportation to the hotel.
Can guests make use of a shared lounge or reading area during their stay?
20 June 2024
Yes, the hotel offers a relaxing reading room where guests can unwind in a peaceful setting and enjoy a cozy atmosphere.
Are there any unique dining experiences available nearby?
15 July 2024
Absolutely! Many award-winning restaurants are just steps away from the hotel, offering a variety of cuisines and dining styles to suit all preferences.
Can I check in early or request late checkout?
05 August 2024
Check-in begins at 3 PM, and checkout is at 11 AM. Early check-ins and late checkouts may be accommodated based on availability, and luggage storage is complimentary while waiting.
Are there options for two-bedroom suites for families or groups?
25 August 2024
Yes, the hotel features suites like the Fleet Suite, which offers spacious accommodations ideal for families or groups seeking room to spread out and enjoy their stay.

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