A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

Luxury Hotels & Resorts in Annapolis from AU$133

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Check availability on Annapolis Luxury Hotels

Tonight
23 Sept - 24 Sept
Tomorrow
24 Sept - 25 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Annapolis luxury hotels

A balcony with a table set for two, overlooking a marina with boats.
A waterfront property with a docked boat, a tall building with balconies, and a church spire in the background.
The exterior of the Annapolis Waterfront Hotel with a clear entrance, large windows, and a bench outside.
A hotel room with a large bed, a chair, a small table, and a view of a body of water.

1. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District
AU$396
includes taxes & fees
4 Oct - 5 Oct
Annapolis Waterfront Hotel, Autograph Collection
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
A store with shelves of beverages, a counter with a cash register, and baskets with items.
A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.
A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

2. The Westin Annapolis

The Westin Annapolis
Annapolis
  • Historic district hotel blends Beaux Arts elegance with spa luxury, featuring lavish treatments near Annapolis attractions.
AU$287
includes taxes & fees
27 Sept - 28 Sept
The Westin Annapolis
A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.
A hotel lobby with a high ceiling, large windows, and a blue and white color scheme. Tables and chairs are arranged for dining or meetings.
A bar with a brick wall, a mounted shark, and various bottles and glasses on shelves.
A modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.

3. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
  • Upscale Annapolis retreat offers nautical elegance with Egyptian cotton linens and pillowtop beds.
AU$249
includes taxes & fees
27 Sept - 28 Sept
Graduate by Hilton Annapolis
A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.
A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.
A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.
A restaurant with wooden tables and chairs, a bar area, and a tiled floor.

4. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
AU$133
includes taxes & fees
27 Sept - 28 Sept
DoubleTree by Hilton Hotel Annapolis
A room with a view of a wooden deck and a gazebo by the water.
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.
A hotel room with a large bed, a chair, a desk, and a television.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

5. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
  • Waterfront luxury awaits with golf, spa, and marina at this St. Michaels coastal retreat.
AU$932
includes taxes & fees
13 Oct - 14 Oct
Inn at Perry Cabin
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A wooden console table with framed floral artwork, two lamps, and two ottomans.
A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.
A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.

6. The Oaks Waterfront

The Oaks Waterfront
Easton
AU$681
includes taxes & fees
24 Sept - 25 Sept
The Oaks Waterfront
A modern building with a bar area, outdoor seating, and a pool.
A hotel lobby with a reflective floor, a reception desk, and a large floral arrangement.
A modern dining area with a large table, chairs, and a view of a cityscape through large windows.
A spa room with cushioned seating, a glass door leading outside, and a ceiling light fixture.

7. Four Seasons Hotel Baltimore

Four Seasons Hotel Baltimore
Harbor East
  • Indulgent waterfront retreat with 5 restaurants and a full-service spa offers a lavish Baltimore experience in Harbour East.
AU$737
includes taxes & fees
22 Oct - 23 Oct
Four Seasons Hotel Baltimore
A hot tub in a grassy area with a building in the background.
A luxurious living room with a leather sofa, a vintage trunk, and a fireplace.
A pool with two Adirondack chairs and a basket of items on the grass.
A room with a tufted armchair, a vase with white flowers, and a window with a view of the outdoors.

8. The Inn at Tacaro Estate

The Inn at Tacaro Estate
Tracys Landing
  • Indulge in beachside luxury at this 5-star estate featuring a seasonal outdoor pool, private balconies, and Italian Frette sheets.
AU$629
includes taxes & fees
24 Sept - 25 Sept
The Inn at Tacaro Estate
A historic building with a prominent facade, large arched windows, and a central entrance.
A restaurant interior with brick walls, wooden tables, and hanging pendant lights.
A modern lounge area with round tables, cushioned chairs, and a large floral painting on the wall.
A waterfront hotel with a pool, outdoor seating, and a view of the cityscape.

9. Pendry Baltimore

Pendry Baltimore
Fells Point
  • Immerse in harbor-side luxury at Baltimore's Pendry hotel, where elegant relaxation meets waterfront sophistication.
AU$718
includes taxes & fees
22 Oct - 23 Oct
Pendry Baltimore
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.
A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.
A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

10. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
AU$334
includes taxes & fees
19 Oct - 20 Oct
The Inn at Chesapeake Bay Beach Club
View all properties

Top Annapolis Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Very nice decor and bed was comfortable . Classy looking place ."
princess 2-night trip
Posted 18 hours ago
Graduate by Hilton Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

8/10 Good
"Superb location. Very tastefully treated. My only suggestions would be to provide more information regarding parking and a technology update in the rooms would be helpful. Plugs for charging was difficult as extensions and adapters were not reliable. High definition TV should be added as well. For the purposes of this trip, we enjoyed our stay very much."
walter 4-night trip
Posted 18 hours ago
Historic Inns of Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"U"
Ron 1-night trip
Posted 23 hours ago
Crowne Plaza Annapolis by IHG
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

8/10 Good
"The property is located in an awesome location; convenient to shopping and restaurants. They do have a decent bar and restaurant in the hotel. The property was clean, parking was free and available, staff was great. We would definitely stay again."
Randall 4-night trip
Posted 1 day ago
DoubleTree by Hilton Hotel Annapolis
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent
"Great"
Shadman 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Annapolis by IHG
Best Western Annapolis

Best Western Annapolis

10/10 Excellent
"The room was clean and well maintained. The lobby was pleasant, and the staff was friendly and attentive. The breakfast was excellent for this price point, with a wide selection of hot and cold items."
William 1-night trip
Posted 2 days ago
Best Western Annapolis
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Only used the valet parking."
Catherine 2-night trip
Posted 2 days ago
The Westin Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Room was amazing. Staff is super friendly and helpful. Plenty of parking. Would definitely stay again."
Michael 2-night trip
Posted 9 days ago
Country Inn & Suites by Radisson, Annapolis, MD
Village Inn Annapolis MD

Village Inn Annapolis MD

10/10 Excellent
"very clean room. All the basic items you need from a budget motel. I admit on the outside the motel looks a bit rough, but inside the rooms where it really matters, it was clean, well organized, and comfortable. I would stay here again, if I was looking for a cheap accommodation in the Annapolis area. Despite being right next to a busy state highway, it was very quiet and conveniently located to a couple of local restaurants and a convenience store."
Keith 1-night trip
Posted 13 days ago
Village Inn Annapolis MD

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.
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 Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts.

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