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Check availability on Annapolis Luxury Hotels

Top Annapolis Luxury Hotels

Inn at Perry Cabin
Enjoy a romantic meal for two in our serene outdoor dining area, surrounded by a tranquil pool.

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (353)
"The Inn at Perry Cabin is great for a
romantic
getaway. The staff pampers their guests in an attentive but un-intrusive way. The food service is excellence and the entire vibe is under stated elegance. "
Edmond
The price is £503
includes taxes & fees
13 Jul - 14 Jul
Inn at Perry Cabin
The Inn at Tacaro Estate
Stunning heritage building with a traditional brick façade, prominent statue, and charming shutters.

The Inn at Tacaro Estate

5.0 star property
9.2 out of 10, Wonderful, (9)
"Large stately estate from a bygone era. Decorated beautifully with all the modern necessities. We had a fire to go to sleep to the first few nights as it was chilly outside. The breakfast is five star and the owners and staff are wonderful. We extended our stay by 7 days!! "
Lisa
The Inn at Tacaro Estate
Sagamore Pendry Baltimore
Enjoy waterfront views from this property's central pool, situated on a man-made dock with access to the water.

Sagamore Pendry Baltimore

5.0 star property
9.4 out of 10, Exceptional, (1003)
"Absolutely stunning property. Rooms are beautiful and CLEAN. The hotel itself is gorgeous and so well designed. This is our third stay and we will continue to treat ourselves to this wonderful
luxurious
hotel. The staff is extremely friendly and helpful. Can’t wait for our next stay! "
Leah
The price is £331
includes taxes & fees
6 Aug - 7 Aug
Sagamore Pendry Baltimore
Four Seasons Hotel Baltimore
Relax on the rooftop with a city view, lounge chairs, and a dining table.

Four Seasons Hotel Baltimore

5.0 star property
9.6 out of 10, Exceptional, (875)
"Fantastic stay at Four Seasons Baltimore! Stunning harbor views, impeccable service,
luxurious
amenities, and delicious dining options Can't wait to return!"
Falisha
The price is £433
includes taxes & fees
20 Jul - 21 Jul
Four Seasons Hotel Baltimore
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Are you searching for the perfect hotel for your luxury holiday in Annapolis?
Use Expedia and let us help you arrange a flight to Fort Meade, MD (FME-Tipton) airport or Baltimore Washington International Airport (BWI) airport, and then select from different places to stay that will deliver the luxury you want. Amenities are an important consideration when you plan a holiday, so we make it easy to find what you need to make your stay special. If you want a posh hotel that has a spa, an indoor pool or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Annapolis has to offer. While you're visiting, you might want to think about enjoying the live music and sporting events, which Annapolis is known for.
What's the best high-end place to stay in Annapolis?
Annapolis Waterfront Hotel, Autograph Collection is a 4-star hotel with a rooftop terrace and valet parking, and it's a popular choice for Expedia travellers looking for a pampered stay.
How many luxury hotels will I find in Annapolis?
Lie in the lap of luxury during your getaway to Annapolis in one of Expedia's 19 luxury hotels.
When can I expect good weather in Annapolis?
Planning for the weather is an important factor for making your trip to Annapolis a success, especially when you're splurging. The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Annapolis is 1318 mm.
What's there to see and do in Annapolis?
Take in some sights and attractions while you're in Annapolis by visiting Maryland State House, William Paca House and Annapolis City Dock. If you have a little extra time during your trip, you might want to check out Ego Alley and Navy-Marine Corps Memorial Stadium.