Flag House Inn

8.7Very good131 reviewsSee rooms

Guest house

Facilities at a glance

Free Wi-Fi
Parking
Room service
Daily housekeeping
Family rooms
Non-smoking rooms

About this place

Luxurious Accommodations Flag House Inn, a 5-star property in Annapolis, offers elegantly designed rooms with free WiFi and private bathrooms. The air-conditioned rooms feature comfortable bedding and a cozy seating area, ensuring a relaxing stay for guests. Convenient Location Situated just 1.8 km from Annapolis Harbor, Flag House Inn provides easy access to popular attractions like Carroll Park and the Sports Legends Museum at Camden Yards. With private parking available on site, guests can explore the city with ease. Exceptional Service Experience top-notch hospitality at Flag House Inn, where a shared lounge and attentive staff await to cater to your every need. Whether you're visiting for business or leisure, our inn promises a memorable stay in Annapolis. Book your stay at Flag House Inn now for a luxurious and convenient experience in Annapolis!

Choose your unit

Pick check-in and check-out to see live room prices.

10 room types

Choose your room
Room type	Guests	Show prices
Double Room 18 m²Double bed	Sleeps 2	Show prices
King Suite Sofa bed, King bed	Sleeps 4	Show prices
Chesapeake Suite 19 m²King bed	Sleeps 2	Show prices
Fleet Suite 37 m²King bed, 2 × Twin beds	Sleeps 4	Show prices
Sailing Capital Room 23 m²Double bed	Sleeps 2	Show prices
Commodore Suite King bed	Sleeps 2	Show prices
Loft Suite 14 m²Queen bed	Sleeps 2	Show prices
Deluxe King Suite 39 m²2 × Twin beds, King bed	Sleeps 4	Show prices
King Room 23 m²King bed	Sleeps 2	Show prices
King Room with Garden View 19 m²King bed	Sleeps 2	Show prices

What this place offers

Internet

Free Wi-Fi

Parking

Food & drink

Bar
Breakfast
Room service

Services

Concierge
Laundry
Daily housekeeping

Family

Family rooms

General

Non-smoking rooms

Location

Address
24 Randall St, Annapolis, 21401, United States
1.1 km from the center of Annapolis

Questions about this stay

Quick answers from the information this property gives us.

What are the check-in and check-out times?
Check-in from 16:00. Check-out by 11:00.
Is Wi-Fi included?
Yes, this property lists free Wi-Fi.
Is parking available?
Yes, this property lists parking. Check the room offer for any fee.
Can I add breakfast?
Breakfast is available with selected room offers.

Guest reviews

8.7131 reviews

Reviews from guests who stayed at this hotel, shared by our hotel supplier. Score based on the latest 131 reviews.

Cleanliness10.0

Service10.0

Location10.0

Room quality8.8

Amenities9.8

Value for money9.8

Food and drink10.0

John
United States · Couple · June 2026
9.0
“Great location, expensive parking.”
+Great location. Clean, comfortable.
−Offered parking for $50 which was twice more than the garage. Disappointing that they did not offer their guest a reasonable rate.
Yue Wu
United States · Solo · June 2026
10.0
“Nice, clean, quiet, and cozy hotel. Will stay again.”
Preston
United States · Couple · February 2026
7.0
“Convenient, short stay for Florida bound.”
+Very close to down town. Parking was on site, only 2 spots. Off season GREAT. but…On season would be difficult for us.
−They put us on third floor walk up. Place was empty - one other guest. Absentee management. No breakfast when they were supposed to leave something out. Bathroom(s) dated. Taxes and fees made this choice more expensive !
Chantal
United States · Family · January 2026
10.0
+Nadia was wonderful and the breakfast was amazing. The bed was super comfy and the room was lovely and quiet. The location is perfect!
Meredith
United States · Couple · January 2026
10.0
“It was so historical and convenient, and the staff was extraordinarily friendly.”
+Breakfast was gourmet, and so delicious - way above expectations!
Chantal
United States · Couple · January 2026
10.0
“A perfect place to stay in the heart of Annapolis”
+It was both cozy and boutique/chic, perfectly nestled in the heart of Annapolis near the Naval Academy and the harbor. The staff was very gracious and the breakfast was absolutely delicious. The beds were like floating on clouds! Highly recommend :)
Katrina
United States · Couple · January 2026
9.0
+Staff was friendly, amenities were excellent, terrific location! Will stay again.
THERESA
United States · Couple · November 2025
8.0
“Location, Location!. Beautiful Inn with Incredible breakfast, knowledgeable & friendly staff”
+Location, location, location…. This charming Inn is walking distance to the main roads in Annapolis MD and we took advantage of it. The building is beautiful - it’s a very old home converted to the Inn. The decor is stunning. they truly took advantage of the beautiful wood features and fireplaces.. ‘the bed was incredibly comfortable and room cozy. AMAZING breakfast (get it included - it’s worth it)…
−The room we had was on the 3rd floor walk up. Fine for younger persons, but we are older and this was a challenge (King bed with Garden View was our room). There really was no garden view except in the bathroom. It was a bit tight to get around the bed. Also had to use a small portable heater to warm the room up. Worst part was the extra charge for the parking. We were purchasing a car (so had 2) $100 extra which we didn’t anticipate. Never saw this $50 cost on the listing (I mentioned it to the coordinator and I can now see it on the listing - but I looked at so many places???)…. Overall we enjoyed the place but would park elsewhere next time to minimize cost. I would recommend the Inn and would stay there again should we return to the area. Just get a room on the 2nd floor for us!…
Damien
United Kingdom · Solo · October 2025
8.0
“Cozy historical inn in center of Annapolis”
+Very well located cozy inn in the center of Annapolis. Comfortable rooms. Good breakfast. Very friendly and helpful staff.
−Slightly underwhelmed with location of specific room I stayed in between dining room and parking.
Myrto
Greece · Couple · October 2025
9.0
+Very nice B& B in a perfect location to walk around . The staff is very attentive and the breakfast was one of the best

Good to know

Check-in & check-out
Check-in from 16:00 · check-out until 11:00
Pets
Pets are not allowed

Facilities at a glance

About this place

Choose your unit

10 room types

Double Room

King Suite

Chesapeake Suite

Fleet Suite

Sailing Capital Room

Commodore Suite

Loft Suite

Deluxe King Suite

King Room

King Room with Garden View

What this place offers

Internet

Parking

Food & drink

Services

Family

General

Location

Address

Questions about this stay

What are the check-in and check-out times?

Is Wi-Fi included?

Is parking available?

Can I add breakfast?

Guest reviews

Good to know

Check-in & check-out

Pets

Guest reviews