Luxury Hotels & Resorts in Annapolis from AU$133

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Check availability on Annapolis Luxury Hotels

Tonight
7 May - 8 May
Tomorrow
8 May - 9 May
This weekend
8 May - 10 May
Next weekend
15 May - 17 May

Our top choices for Annapolis luxury hotels

Property amenity

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Historic district hotel blends Beaux Arts elegance with spa luxury, featuring lavish treatments near Annapolis attractions.
The price is AU$298
includes taxes & fees
25 May - 26 May
The Westin Annapolis
Premium bedding, down duvets, pillow-top beds, in-room safe

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (926 reviews)
The price is AU$375
includes taxes & fees
8 June - 9 June
Annapolis Waterfront Hotel, Autograph Collection
View from property

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,006 reviews)
  • cleanliness
    Upscale Annapolis retreat offers nautical elegance with Egyptian cotton linens and pillowtop beds.
The price is AU$268
includes taxes & fees
7 June - 8 June
Graduate by Hilton Annapolis
Reception

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,006 reviews)
The price is AU$187
includes taxes & fees
31 May - 1 June
DoubleTree by Hilton Hotel Annapolis
Breakfast, lunch, dinner served; sea views

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (382 reviews)
  • cleanliness
    Waterfront luxury awaits with golf, spa, and marina at this St. Michaels coastal retreat.
The price is AU$921
includes taxes & fees
31 May - 1 June
Inn at Perry Cabin
Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (41 reviews)
The price is AU$669
includes taxes & fees
10 May - 11 May
The Oaks Waterfront
Seasonal outdoor pool, pool umbrellas, pool loungers

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (15 reviews)
  • cleanliness
    Indulge in beachside luxury at this 5-star estate featuring a seasonal outdoor pool, private balconies, and Italian Frette sheets.
The price is AU$466
includes taxes & fees
17 May - 18 May
The Inn at Tacaro Estate
Front of property – evening/night

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (453 reviews)
The price is AU$366
includes taxes & fees
11 May - 12 May
The Inn at Chesapeake Bay Beach Club
Couples treatment room(s), sauna, body treatments, aromatherapy

Four Seasons Hotel Baltimore

Four Seasons Hotel Baltimore
5.0 star property
Harbor East
9.6 out of 10, Exceptional, (976 reviews)
  • cleanliness
    Indulgent waterfront retreat with 5 restaurants and a full-service spa offers a lavish Baltimore experience in Harbour East.
The price is AU$725
includes taxes & fees
31 May - 1 June
Four Seasons Hotel Baltimore
Exterior

Pendry Baltimore

Pendry Baltimore
5.0 star property
Fells Point
9.4 out of 10, Exceptional, (1,007 reviews)
  • cleanliness
    Immerse in harbor-side luxury at Baltimore's Pendry hotel, where elegant relaxation meets waterfront sophistication.
The price is AU$589
includes taxes & fees
27 May - 28 May
Pendry 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.
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Top Annapolis Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"We loved this historic inn. Clean, well maintained, friendly staff. Great location for walking around the City. "
Lois 1-night trip
Posted 2 hours ago
Historic Inns of Annapolis

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 Hammond-Harwood House. If you have a little extra time during your trip, you might want to check out Annapolis City Dock and Navy-Marine Corps Memorial Stadium.

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