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Hotels of Earth

Flag House Inn

★★★★★ 24 Randall St, Annapolis, US

9.8 guest rating· 131 reviews

The five stars

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.

About this hotel

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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Rooms & rates

Chesapeake Suite

Sleeps 2 · 19 m² · King bed

  • Private bathroom
  • Coffee/tea maker
  • Free WiFi
  • Shower
  • TV

Fleet Suite

Sleeps 4 · 37 m² · King bed, 2× Twin bed

  • Private bathroom
  • Coffee/tea maker
  • Free WiFi
  • Shower
  • TV

Sailing Capital Room

Sleeps 2 · 23 m² · Double bed

  • Desk
  • Laptop-friendly workspace
  • Private bathroom
  • Coffee/tea maker
  • Free WiFi

Commodore Suite

Sleeps 2 · King bed

  • Private bathroom
  • Coffee/tea maker
  • Free WiFi
  • Shower
  • TV

Loft Suite

Sleeps 2 · 14 m² · Queen Bed

  • Private bathroom
  • Coffee/tea maker
  • Free WiFi
  • Shower
  • TV

Deluxe King Suite

Sleeps 4 · 39 m² · Extra-large double bed (Super-king size)

  • Air conditioning
  • Private bathroom
  • Shower
  • TV
  • Hair dryer

King Room

Sleeps 2 · 23 m² · Extra-large double bed (Super-king size)

  • Desk
  • Air conditioning
  • Private bathroom
  • Shower
  • TV

King Room with Garden View

Sleeps 2 · 19 m² · Extra-large double bed (Super-king size)

  • Air conditioning
  • Private bathroom
  • Shower
  • TV
  • Hair dryer

Double Room

Sleeps 2 · 18 m² · Double bed

  • Air conditioning
  • Private bathroom
  • Shower
  • TV
  • Hair dryer

King Suite

Sleeps 4 · Extra-large double bed (Super-king size)

  • Desk
  • Air conditioning
  • Private bathroom
  • Seating Area
  • Fan

Amenities

  • Free WiFi
  • Private parking
  • Valet parking
  • Breakfast takeaway containers
  • Air conditioning
  • Mobile app for room service
  • Non-smoking rooms
  • Non-smoking throughout
  • Family rooms
  • Board games/puzzles
  • Cashless payment available
  • CCTV outside property
  • Cleaning standards that are effective against Coronavirus
  • Coffee Shop on site
Show all 47 amenities
  • Concierge service
  • Contactless check-in/check-out
  • Daily housekeeping
  • Delivered food - securely covered
  • Face masks for guests available
  • Fire extinguishers
  • First aid kit available
  • Guest room sealed after cleaning
  • Guest rooms disinfected between stays
  • Guests can opt-out any cleaning services during stay
  • Hand sanitizer in guest room and key areas
  • Heating
  • Invoice provided
  • Key access
  • Laundry washed per local authority guidelines
  • Meeting/banquet facilities
  • Outdoor furniture
  • Physical distancing in dining areas
  • Physical distancing rules followed
  • Private check-in/check-out
  • Process in place to check health of guests
  • Property cleaned by professional cleaning companies
  • Pub crawls
  • Sanitized tableware & silverware
  • Shared lounge/TV area
  • Shared stationery like menus, pens are removed
  • Smoke alarms
  • Special diet menus - on request
  • Staff adhere to local safety protocols
  • Thermometers for guests provided by property
  • Tour/class on local culture
  • Walking tours
  • Wine/champagne

Location

© OpenStreetMap contributors

24 Randall St, Annapolis, US

Check-in
from 04:00 PM to 06:00 PM
Check-out
until 11:00 AM

What guests say9.8131 reviews

+ Friendly staff+ Exceptional breakfastExtra charges for parkingRoom accessibility issues for older guests
Cleanliness10.0
Service10.0
Location10.0
Room Quality8.8
Amenities9.8
Value for Money9.8

Great location, expensive parking.

9.0

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.

John · US · 2026-06-26

Nice, clean, quiet, and cozy hotel. Will stay again.

10.0
Yue Wu · US · 2026-06-11

Convenient, short stay for Florida bound.

7.0

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 !

Preston · US · 2026-02-22

Guest review

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!

Chantal · US · 2026-01-19

It was so historical and convenient, and the staff was extraordinarily friendly.

10.0

Breakfast was gourmet, and so delicious - way above expectations!

Meredith · US · 2026-01-05

Hotels of Earth · questions

Is Flag House Inn really a five-star hotel?
Yes. Its own classification data carries five stars; that rating, not a style label, is what puts a property in this collection.

Good to know

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

Pets are not allowed.

Internet

WiFi is available in the hotel rooms and is free of charge.

Children and extra bed policy

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.

Parking

Private parking is possible on site (reservation is needed) and costs USD 50 per day.