This is an elegant old hotel with lovely gardens and a great view of the bay. Restaurant was very nice with fantastic views and excellent food. Best crab cakes ever! The main part of the hotel is original with low ceilings and uneven floors, and has several nice sitting rooms, nooks and alcoves. Reminds me of some European hotels I have visited.
This is an elegant old hotel with lovely gardens and a great view of the bay. Restaurant was very nice with fantastic views and excellent food. Best crab cakes ever! The main part of the hotel is original with low ceilings and uneven floors, and has several nice sitting rooms, nooks and alcoves. Reminds me of some European hotels I have visited.
It was a spectacular location, beautiful rooms and restoration of a stunning property, the owners Luciano and Susan are superstars, the staff amazing the breakfast was unbelievably and the ambiance was amazing! I was in Maryland for a wedding, I never thought I would return but I MUST come back and stay again!
It was a spectacular location, beautiful rooms and restoration of a stunning property, the owners Luciano and Susan are superstars, the staff amazing the breakfast was unbelievably and the ambiance was amazing! I was in Maryland for a wedding, I never thought I would return but I MUST come back and stay again!
ian
Reviewed October 10, 2026Reviewed October 10, 2026
Our stay at the Four Seasons was excellent from valet parking, front desk, housekeeper to room service. The customer service was unbelievable. I would like to thank the Four Seasons for this because I was praying that they wouldn't treat us bad because of the color of our skin. This mean so much to me because my husband had a wonderful dinner at the Bygone. Thank for making my husband Birthday so awesome and special. Now the gentleman that found my bag and turned it in. He was apart of valet...
Our stay at the Four Seasons was excellent from valet parking, front desk, housekeeper to room service. The customer service was unbelievable. I would like to thank the Four Seasons for this because I was praying that they wouldn't treat us bad because of the color of our skin. This mean so much to me because my husband had a wonderful dinner at the Bygone. Thank for making my husband Birthday so awesome and special. Now the gentleman that found my bag and turned it in. He was apart of valet...
Why not ask for the best on your jaunt to Annapolis? After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Annapolis so popular in the last year. There's no reason to delay a getaway to Annapolis any longer. Furthermore, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. Book one of Expedia's luxurious 5-star hotels in Annapolis and get ready to be pampered like never before. What are you waiting for?
You won't sleep and order room service the entire time, though. Don't worry. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Annapolis are waiting for you to relax after an exciting day. Ready to learn more? Then explore the 597 reviews various guests have left on Expedia and get to know these places.
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The results are in, and Annapolis 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. It's time to indulge yourself -- Expedia can help you land a great deal on accommodation. Opt for one of the 5-star hotels in Annapolis today and decompress in total tranquility when you're ready.
Frequently Asked Questions
How much does it cost to stay in a 5-star hotel in Annapolis?
How much you pay for a 5-star hotel in Annapolis can vary based on what time of year you travel and how long you plan to stay, among other factors. Use our price per night filter and other search tools to find the best rate on an indulgent stay.
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What makes a hotel 5 stars in Annapolis?
Exceptional guest service is at the heart of every 5-star hotel in Annapolis. From the second you arrive, staff cater to your every need, whether arranging valet parking or providing a nightly turn-down service. Also, hotels must offer superior conveniences to be considered for a 5-star rating. These can include deluxe baths, saunas or spas, swimming pools, gourmet kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Annapolis?
Our filter tool is the easiest way to narrow down what you want. Select "5-star" and "All inclusive" to show the finest properties in Annapolis where your room, meals, entertainment and activities are included in the price. At these stays, your trip is pure extravagance from the moment you step foot in the lobby.
Are there any 5-star vacation rentals in Annapolis?
There are no 5-star vacation rentals in Annapolis on our site, but there are a few other top-rated options worth checking out. Search through our vacation rentals in Annapolis to book the perfect place for your stay.