FLAG HOUSE INN | Stay downtown in Annapolis

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Key details

Hotel Overview

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

Steps from Main Street

Perfect

9.0

/10

4.9

Loved by guests

Really good hosts
Spacious accommodations
Delicious breakfast
Walkable location

"Carmel's breakfasts are something to look forward to, even if you are not a breakfast person"

Ambassador775668 from United States

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"We stayed in the Fleet Suite for 4 nights and found the accommodations very spacious and comfortable."

Trudy R from United States

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"The Flaghouse was two blocks from City Dock."

Sherise from United States

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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.

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Guest Emotional Experience

Perfect for Finding FriendsMeet the hosts

“Marty and Carmel are 2 of the nicest, most personable people you will ever meet!”

Tanya G from United States

Explorers, Not TouristsAnnapolis experience

“Right across the street from a US Naval Academy Entrance you can hear the chapel bells and walking the grounds is a must.”

Shannon from United States

Safe HavenSafe and Sound

“I was very impressed with the measures the Flag House Inn has taken to keep staff and guests safe.”

YaYaKathy from United States

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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 m²

2 Single beds or 1 Queen-size bed

Shower

Heating

room details

Double Room

2 persons

18 m²

1 Double bed

Shower

Heating

room details

King Room

2 persons

23 m²

1 King-size bed

Shower

Heating

room details

King Room Garden View

2 persons

19 m²

1 King-size bed

Shower

Heating

room details

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Room Rates & Availability Tracker

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Amenities

Thoughtful hotel amenities for a comfortable 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

Hotel Location

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

Map view

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

City landmarks

Museum

Annapolis Maritime Museum

1.6 km

Harbour

Annapolis Harbor

1.0 km

Landmark

Alumni Hall

750 m

Landmark

Annapolis Yacht Basin

1.6 km

Landmark

French Monument

880 m

Landmark

Navy-Marine Corps Memorial Stadium

2.5 km

Gallery

ARTFX Gallery of Fine Crafts and Arts

1.5 km

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

Explore Annapolis

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

Annapolis8 min · 600 m

Airports

Baltimore/Washington International Thurgood Marshall Airport (BWI)62 min · 40.8 km

Ronald Reagan Washington National Airport (DCA)90 min · 59.9 km

Train

Union Station Marc Washington69 min · 45.9 km

Bus

Bus stop8 min · 600 m

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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:

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.