Luxury Hotels in Annapolis

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Luxury Hotels in Annapolis

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, (355)
"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
$628 nightly
The price is $691
Aug 14 - Aug 15
Total includes taxes and fees
Inn at Perry Cabin
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.

Top neighborhoods in Annapolis

Annapolis which includes street scenes and a city as well as a small group of people
Historic District map

Historic District

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

Eastport map

Eastport

Annapolis's Eastport neighborhood is home to attractions such as Annapolis Maritime Museum and Annapolis Harbor.

Murray Hill map

Murray Hill

The Murray Hill neighborhood offers attractions such as Ballet Theater of Maryland and Spa Creek.

Cape Saint Claire map

Cape Saint Claire

Boasting three marinas, multiple parks and beaches, Cape St. Claire offers a shopping center and various churches, with easy access to Annapolis and the Chesapeake Bay Bridge via U.S. Route 50.

Maryland Quiet Waters Park featuring a garden and a house
Hillsmere map

Hillsmere

Annapolis's Hillsmere neighborhood is home to attractions such as Maryland Quiet Waters Park and Great Frogs Winery.

Top landmarks in Annapolis

U.S. Naval Academy
U.S. Naval Academy which includes military items, interior views and heritage architecture

U.S. Naval Academy

If you'd like to get a taste of Naval Academy student life, check out U.S. Naval Academy, in the heart of the town. Why not take a stroll along the port and watch the sunset while you're here?

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Chesapeake Bay Bridge
Chesapeake Bay Bridge

Chesapeake Bay Bridge

If seeing the sights is on your list of things to do, head to Chesapeake Bay Bridge— just one of the landmarks located 5.2 mi (8.3 km) from central Annapolis. Why not take a stroll along the port and watch the sunset while you're here?

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Frequently asked questions

What are the best luxury hotels in Annapolis?
One of the top Annapolis luxury hotels according to guests is The Inn at Chesapeake Bay Beach Club. Take advantage of beauty services and concierge services during your stay here. Alternatively, enjoy the lavish surroundings at Graduate by Hilton Annapolis, another top-rated option in this city.
What are the cheapest luxury hotels in Annapolis?
You'll find some affordable luxury hotels in Annapolis from $101 where you can live the high life for less. Enter your preferred travel dates, then fine-tune your search by budget, amenities and more. Prices can vary depending on the time of year, so it pays to have flexibility with your plans. You can also sign up to become a member of our rewards program to unlock Member Prices and earn discounts on future travel.
What is the best time to stay in a luxury hotel in Annapolis?
If you're after the warmest weather, organize your trip for July. The temperatures are around 72ºF (22ºC) to 86ºF (30ºC) during this time. January has the coolest temperatures between 30ºF (-1ºC) and 39ºF (4ºC). For a more relaxed setting and potentially more affordable luxury hotels in Annapolis, visit in January when it's less busy.
What luxury hotels in Annapolis have a pool?
The Inn at Chesapeake Bay Beach Club is a popular Annapolis luxury hotel with a pool. You can access a sauna and pillow top mattresses during your stay. Alternatively, spend your days poolside surrounded by luxury at The Westin Annapolis.
Are there any luxury hotels in Annapolis with parking?
Premium perks meet conveniences like parking at The Inn at Chesapeake Bay Beach Club. This stay offers a sauna and pillow top mattresses. Graduate by Hilton Annapolis is another getaway with a spot for your wheels along with all the extra little touches. If you'd like to see alternatives, browse the 579 Annapolis luxury hotels with parking.
Are all taxes and fees included in the Annapolis hotel prices shown on Hotels.com?
Hotels.com provide upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.