Chesapeake Suite
Sleeps 2 · 19 m² · King bed
- Private bathroom
- Coffee/tea maker
- Free WiFi
- Shower
- TV
★★★★★ 24 Randall St, Annapolis, US
9.8 guest rating· 131 reviews
Flag House Inn holds a five-star rating in its official classification, the requirement for every property in the Hotels of Earth collection.
The service side of those stars shows in its listing: Valet parking, Concierge service and Mobile app for room service.
Guests score it 9.8/10 across 131 reviews.
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!
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Sleeps 2 · 19 m² · King bed
Sleeps 4 · 37 m² · King bed, 2× Twin bed
Sleeps 2 · 23 m² · Double bed
Sleeps 2 · King bed
Sleeps 2 · 14 m² · Queen Bed
Sleeps 4 · 39 m² · Extra-large double bed (Super-king size)
Sleeps 2 · 23 m² · Extra-large double bed (Super-king size)
Sleeps 2 · 19 m² · Extra-large double bed (Super-king size)
Sleeps 2 · 18 m² · Double bed
Sleeps 4 · Extra-large double bed (Super-king size)









24 Randall St, Annapolis, US
Great location, expensive parking.
9.0Great 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.
Nice, clean, quiet, and cozy hotel. Will stay again.
10.0
Convenient, short stay for Florida bound.
7.0Very 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 !
Guest review
10.0Nadia was wonderful and the breakfast was amazing. The bed was super comfy and the room was lovely and quiet. The location is perfect!
It was so historical and convenient, and the staff was extraordinarily friendly.
10.0Breakfast was gourmet, and so delicious - way above expectations!
Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.
Please inform of your expected arrival time in advance. You can use the Special Requests box when booking, or contact the property directly using the contact details in your confirmation.
A deposit may be required at the property.
Pets are not allowed.
WiFi is available in the hotel rooms and is free of charge.
Children ages 13 and older are allowed.
Children from 13 years old to 17 years old stay for US$30 per person per night when using an existing bed.
You haven't added any cots.
You haven't added any extra beds.
Supplements are not calculated automatically in the total costs and will have to be paid for separately during your stay.
Private parking is possible on site (reservation is needed) and costs USD 50 per day.