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From943US$ /night
Check-in
16Jan2026Select date
Check-out
17Jan2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

Hotel Details

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

Flag House Inn - Historic Boutique Hotel Steps from Naval Academy with Luxury Suites and Farm-to-Table Breakfast

Situated directly across from the U.S. Naval Academy's main entrance, this 5-star Annapolis hotel features six uniquely designed luxury rooms and suites. The Flag House Inn accommodates guests in rooms equipped with cooling charcoal-infused mattresses, 800-thread count linens, and down duvets. Each morning, a Michelin-trained chef prepares farm-to-table breakfast served in a dining room with original crown molding and a three-dimensional fireplace. The hotel's parlor and reading room provide quiet spaces for relaxation, featuring 19th-century formal elegance and bold design elements. Guest rooms offer modern amenities including individual climate control systems and flat-screen TVs. A one-minute walk connects visitors to Main Street and City Dock, while award-winning restaurants like Luna Blu and Tsunami line the surrounding brick sidewalks.

Pros

Property features original architectural elements including antique glass windows and historic wood mantels

Michelin-trained chef prepares weekly-changing breakfast menu with specialties like caviar-topped champagne omelets

Located directly opposite Naval Academy's main entrance for optimal access

Flexible function spaces available for private events and weddings

Cons

Maximum occupancy of two guests in most rooms except Fleet and Admiral Suites

28 miles distance from Baltimore Airport requires arranged transportation

“The location opposite the U.S. Naval Academy makes a stay here memorable, and the meticulously maintained rooms with high-quality linens ensure comfort. Breakfast, crafted by a Michelin-recognized chef, elevates the experience beyond the standard B&B fare. It's clear that personal attention and genuine hospitality define the ethos here.”
Hotel logo
Charlotte EvansHead of Editorial at Hotelsdowntown
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Select room type

Choose from double rooms, family suites, and premium stays. Enjoy breakfast, flexible cancellations, 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
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Facilities

Hotel has comfortable rooms, premium services, and a prime downtown location

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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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
Nearby Experiences
Top Attractions
Activities
Dining
Entertainment
United States Naval Academy Museum
6 minutes' walk
Museum showcasing the naval heritage of the U.S., with engaging exhibits and historical artifacts.
Maryland State House
6 minutes' walk
Historic site and the oldest state capitol still in continuous use, noted for its architecture and legislative history.
Hammond-Harwood House
6 minutes' walk
An elegant colonial mansion featuring stunning decor and guided tours highlighting its art and architecture.
Annapolis Harbor
13 minutes' walk
Scenic waterfront area perfect for strolls, with shops, eateries, and beautiful views of the Annapolis skyline.
Water Sports at Annapolis Yacht Basin
20 minutes' walk
Enjoy kayaking and paddleboarding with rental services available for adventurous guests near the marina.
Truxton Park
25 minutes' walking
A tranquil park with walking trails, sports facilities, and picnic areas, ideal for relaxation and outdoor activities.
McGarvey's Saloon & Oyster Bar
2 minutes' walk
A casual seafood spot known for fresh oysters and local brews, making it a must-visit for seafood lovers.
O'Brien's Oyster Bar & Grill
3 minutes' walk
Cozy ambiance with a menu featuring Maryland crab cakes and extensive oyster selections, welcoming various dietary needs.
Dock Street Bar & Grill
2 minutes' walk
Vibrant setting serving American fare and craft beers, suitable for families and casual gatherings alike.
Navy-Marine Corps Memorial Stadium
4 minutes' drive
Home to exciting college football games and events, providing a lively atmosphere for sports enthusiasts.
ARTFX Gallery of Fine Crafts and Arts
18 minutes' walk
Gallery featuring local artists and fine crafts. Hosts art shows and workshops, ideal for culture lovers.
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
FAQs
About Flag House Inn
What are the check-in and check-out times at Flag House Inn?
Check-in is at 16:00 and check-out is at 11:00.
Is there parking available at Flag House Inn?
Private parking is available on-site for 50 USD per day, and reservations are needed.
What is the distance from Flag House Inn to Baltimore-Washington International Airport?
The hotel is 34 km from Baltimore-Washington International Airport.
Which attractions are within walking distance of Flag House Inn?
Nearby attractions include Annapolis City Dock (0.5 km) and Maryland State House (0.5 km).
What dining options are available near Flag House Inn?
Nearby restaurants include Dock Street Bar & Grill, The Federal House Bar & Grille, and Bitty & Beau's Coffee, all within 0.5 km.
What amenities are provided in the rooms at Flag House Inn?
Rooms feature air conditioning, a flat-screen TV, a wardrobe, and a seating area.
Does Flag House Inn offer free Wi-Fi?
Free Wi-Fi is available in all rooms.
How far is Flag House Inn from Annapolis Harbor?
The hotel is approximately 2 km from Annapolis Harbor.
Is breakfast included in the stay at Flag House Inn?
The hotel offers an on-site gourmet breakfast curated by a Michelin-star chef.

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