Flag House Inn Annapolis Exterior photoFlag House Inn Annapolis Facilities photoFlag House Inn Annapolis Room photo

FLAG HOUSE INN, Annapolis – Your ideal downtown stay

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From$823 /night
Check-in
18Jul
Check-out
19Jul
Rooms and Guests2 Guests, 1 Room
Key details

Hotel Overview

24 Randall St, Annapolis, 21401
-
Steps from Main Street
Perfect
9.1
/10
4.9
/5

Flag House Inn - Historic boutique hotel near U.S. Naval Academy and Baltimore/Washington International Airport

Located across from the U.S. Naval Academy main entrance and a one-minute walk to Main Street and City Dock. The property features original architectural elements including crown molding, three-dimensional fireplace, and warped single-pane glass windows dating back 150 years. Guests have access to a farm-to-table breakfast prepared by a chef with Michelin-star background, a parlor room with 19th-century furnishings, and a reading room. The hotel is 45 km from Baltimore and 55 km from Washington, DC.

Additional perks of the hotel

Farm-to-table breakfast with weekly changing menu including caviar-topped champagne omelette and lobster quiche

Parlor room with 19th-century formal elegance furnishings

Reading room with bold colors and elegant design

Event planning services for weddings and special events

Insider local area guidance from hotel team

Complimentary luggage storage

Original architectural features throughout common areas

Accommodation Options

The hotel offers six suite types including the Admiral Suite with private living room, couch, and desk; Fleet Suite with primary king bedroom and adjoining twin bedroom; Commodore Suite with views of U.S. Naval Academy and Downtown Annapolis; Chesapeake with views of Naval Academy Chapel dome; The Loft with queen-size bed; and Sailing Capital Room on ground level with desk. All accommodations feature cooling charcoal-infused mattresses, 800-thread count linens, down duvets, down pillows, and individual temperature control systems.

Other conveniences

Private bathrooms with bath and shower

Flat-screen TVs with cable channels

Air conditioning and heating

Sitting areas and seating areas

Wardrobes and carpeted floors

Free toiletries and hairdryers

Chocolate provided for guests

Garden furniture available

Must-do experiences

  • Stroll the Historic District for charming colonial architecture.
  • Try the crab cakes at Middleton Tavern for a local delicacy.
  • Visit the Annapolis Maritime Museum for a glimpse of local history.
  • Catch a sunset at City Dock, a perfect photo op.
  • Explore the Maryland State House, America's oldest state capitol.

Choose Your Room

Our listed hotels offer a variety of room types—double rooms, family suites, or deluxe options—all with features like breakfast, flexible cancellation policies, and exclusive deals.
  • Deluxe King Suite
    2 persons
    39 sq. feet
    2 Single beds or 1 Queen-size bed
    Air conditioning
    Bathtub
  • Double Room
    2 persons
    18 sq. feet
    1 Double bed
    Air conditioning
    Bathtub
  • King Room
    2 persons
    23 sq. feet
    1 King-size bed
    Air conditioning
    Bathtub
Show all rooms

Room Rates & Availability Tracker

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Check-in/ Check-out

Amenities

Thoughtful hotel amenities for a comfortable stay
Facilities: Perfect
9.2/10Review score

General

  • No smoking on site
  • 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
Show more

Location

24 Randall St, Annapolis, 21401
Explore Annapolis
Explore Annapolis
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
United States Naval Academy Museum
6 minutes' walk
Naval history exhibits and artifacts showcase U.S. naval heritage. Free admission and guided tours are available.
Maryland State House
6 minutes' walk
Historic state capitol featuring beautiful architecture and the oldest state capitol still in continuous use.
Annapolis Harbor
13 minutes' walk
Vibrant waterfront area ideal for strolling, dining, and enjoying views of sailing vessels and historical landmarks.
Hammond-Harwood House
6 minutes' walk
An elegant Georgian mansion showcasing art and architecture from the colonial period, with guided tours available.
Water Sports at Annapolis Yacht Basin
20 minutes' walk
Kayaking and paddleboarding rentals provide thrilling water adventures along scenic views of the harbor.
Truxton Park Trails
25 minutes' walk
Nature trails ideal for hiking and biking, offering a peaceful retreat surrounded by scenic landscapes.
McGarvey's Saloon & Oyster Bar
2 minutes' walk
Casual spot famed for fresh seafood, particularly oysters. A lively atmosphere perfect for casual dining.
O'Brien's Oyster Bar & Grill
3 minutes' walk
Traditional East Coast seafood in a relaxed environment. Reservations recommended for weekend dining.
Navy-Marine Corps Memorial Stadium
30 minutes' walk
Home to exciting college football games and events, offering a lively atmosphere perfect for sports fans.
ARTFX Gallery of Fine Crafts and Arts
18 minutes' walk
Art gallery featuring local crafts and exhibitions. A creative space hosting special events and art shows.
Transportation Tips
  • City Centre
    Annapolis 8 min  ·  2000 ft
  • Airports
    Baltimore (BWI) 62 min  ·  25.4 mi
    Ronald Reagan Washington National (DCA) 90 min  ·  37.2 mi
  • Train
    Union Station Marc Washington 69 min  ·  28.5 mi
  • Bus
    Bus stop 8 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 true.
Internet
Wireless internet is available in the hotel rooms 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

Guest Reviews & Ratings

What Guests Are Saying?
Review score
Based on 134 verified reviews
9.4 /10
Perfect
95 %
Recommend
Cleanliness
9.6/10
Comfort
9.3/10
Facilities
9.2/10
Free WiFi
10.0/10
Location
9.7/10
Staff
9.6/10
Value for money
8.5/10
Pros
Great location
Comfortable bed
Exceptional breakfast
Cons
Small bathroom
Expensive parking
Steep stairs
Guest reviews
based on 53 reviews
9.1/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews
Questions of the users
About Flag House Inn
What does having an 'attached bathroom' in a room indicate?
10 May 2024
An 'attached bathroom' means that the bathroom is directly connected to the room, providing easy access without having to leave the space.
Is there parking available, and do disabled tags guarantee a spot?
22 June 2024
Parking is available at a cost of $50 per night. While spaces are limited, having a disabled tag may help in securing a spot.
Can visitors enjoy outdoor spaces at the hotel?
14 April 2024
Yes, there are outdoor areas available for guests to relax and enjoy their surroundings.
What is the typical check-in and check-out time at the hotel?
30 March 2025
Check-in is after 3 PM and check-out is at 11 AM. Early check-ins can be arranged based on availability.
What dining options are available nearby?
2 August 2024
There are numerous dining options within walking distance, ranging from casual eateries to fine dining, offering a variety of cuisines.
Are there any local attractions close to the inn?
18 November 2024
The Flag House Inn is centrally located near attractions like the U.S. Naval Academy, vibrant restaurants, and unique shops in Downtown Annapolis.
What type of breakfast does the hotel offer?
5 July 2024
Guests can enjoy a farm-to-table breakfast prepared by a chef with a Michelin-star background, featuring a menu that changes weekly.
Is it possible to make special arrangements for events or weddings at the hotel?
15 April 2025
Yes, the hotel offers flexible function spaces and can assist in planning events, weddings, and special occasions tailored to guest needs.
What are the closest airports to the hotel?
27 August 2024
The nearest airport is Baltimore/Washington International Thurgood Marshall Airport, approximately 40 kilometers away, with other options like Ronald Reagan Washington National Airport and Dulles International Airport being a bit further.
Does the hotel accommodate guests traveling with families?
20 December 2024
Yes, the hotel offers spacious family-friendly suites, including options like the Admiral Suite and Fleet Suite, perfect for larger groups.

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