Flag House Inn * Steps to Naval Academy & City Dock

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Flag House Inn Annapolis Facilities photo

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About the Hotel

24 Randall St, Annapolis, 21401

Close to the historic Old Town

Perfect

9.1

/10

4.9

Loved by Flag House Inn guests

Perfect location

Very nice hosts

Delicious breakfasts

Free parking

Comfortable beds

Clean rooms

"The Flaghouse was two blocks from City Dock. Right across the street from Gate 1 of naval academy."

Sherise from United States

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"Perfect couples accommodation in the middle of it all! Historic home, well outfitted with period furnishings, and free OFF-STREET parking!!"

VanHoo from United States

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"The breakfast was exceptional."

Sharon from United States

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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.

Choose the Room

From cosy doubles to spacious family suites – all with flexible options, breakfast, and exclusive deals.

Deluxe King Suite
2 persons
39 sq. feet
2 Single beds or 1 Queen-size bed
Air conditioning
Bathtub
room details
Double Room
2 persons
18 sq. feet
1 Double bed
Air conditioning
Bathtub
room details
King Room
2 persons
23 sq. feet
1 King-size bed
Air conditioning
Bathtub
room details

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Check Dates & Room Rates

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September 2026 - September 2027

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Check-in/ Check-out

Amenities

Thoughtfully designed amenities for a comfortable & memorable 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

Flag House Inn Location

24 Randall St, Annapolis, 21401

Explore Annapolis

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
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.

Pets

Pets are not allowed.

Number of rooms:

Guest Ratings & Reviews

Real Guest Experiences & Ratings

Review score

Based on 135 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

Exceptional breakfast

Comfortable bed

Great location

Cons

No free parking

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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.