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

Luxury Hotels & Resorts in Annapolis

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Check availability on Annapolis Luxury Hotels

Tonight
7 Aug - 8 Aug
Tomorrow
8 Aug - 9 Aug
This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Annapolis luxury hotels

1. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District
AU$323
includes taxes & fees
7 Sept - 8 Sept
Annapolis Waterfront Hotel, Autograph Collection

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$274
includes taxes & fees
9 Aug - 10 Aug
The Westin Annapolis

3. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
  • Upscale Annapolis retreat offers nautical elegance with Egyptian cotton linens and pillowtop beds.
AU$211
includes taxes & fees
23 Aug - 24 Aug
Graduate by Hilton Annapolis

4. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
AU$158
includes taxes & fees
30 Aug - 31 Aug
DoubleTree by Hilton Hotel Annapolis

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$972
includes taxes & fees
23 Aug - 24 Aug
Inn at Perry Cabin

6. 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$552
includes taxes & fees
10 Aug - 11 Aug
The Inn at Tacaro Estate

7. The Oaks Waterfront

The Oaks Waterfront
Easton
AU$686
includes taxes & fees
31 Aug - 1 Sept
The Oaks Waterfront

8. 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$745
includes taxes & fees
13 Aug - 14 Aug
Four Seasons Hotel Baltimore

9. Pendry Baltimore

Pendry Baltimore
Fells Point
  • Immerse in harbor-side luxury at Baltimore's Pendry hotel, where elegant relaxation meets waterfront sophistication.
AU$777
includes taxes & fees
7 Sept - 8 Sept
Pendry Baltimore

10. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
AU$377
includes taxes & fees
31 Aug - 1 Sept
The Inn at Chesapeake Bay Beach Club
View all properties

Top Annapolis Hotel Reviews

Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent
"Great stay for the price. All of the staff was courteous and helpful. Parking was easy and two restaurants within walking distance and many more close."
Helena 4-night trip
Posted 4 hours ago
Holiday Inn Express & Suites Annapolis by IHG
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Nice stay. No complaints."
C Timothy 1-night trip
Posted 4 hours ago
Crowne Plaza Annapolis by IHG
Best Western Annapolis

Best Western Annapolis

10/10 Excellent
"Clean room, good parking, breakfast 100%"
daniel 1-night trip
Posted 18 hours ago
Best Western Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"We thoroughly enjoyed both the breakfast and breakfast area. The hotel was kept in very nice & clean order. The personnel were, for the most part, helpful."
James 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Annapolis, MD
TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis

10/10 Excellent
"Thank you!"
Adin 26-night trip
Posted 3 days ago
TownePlace Suites by Marriott Annapolis
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Great experience"
Chimezie 4-night trip
Posted 3 days ago
The Westin Annapolis
Village Inn Annapolis MD

Village Inn Annapolis MD

8/10 Good
"Old school motel, you get what you pay for. People were nice."
Andrew 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 Ego Alley and Annapolis Harbor.

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