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

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Check availability on Annapolis Luxury Hotels

This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Annapolis luxury hotels

Premium bedding, down duvets, pillow-top beds, in-room safe

1. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (960 reviews)
The price is ₹20,527
₹23,400 total
includes taxes & fees
26 Aug - 27 Aug
Annapolis Waterfront Hotel, Autograph Collection
Lobby

2. The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Historic district hotel blends Beaux Arts elegance with spa luxury, featuring lavish treatments near Annapolis attractions.
The price is ₹16,120
₹18,377 total
includes taxes & fees
30 Aug - 31 Aug
The Westin Annapolis
View from property

3. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,008 reviews)
  • cleanliness
    Upscale Annapolis retreat offers nautical elegance with Egyptian cotton linens and pillowtop beds.
The price is ₹13,218
₹15,069 total
includes taxes & fees
16 Aug - 17 Aug
Graduate by Hilton Annapolis
Reception

4. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,077 reviews)
The price is ₹9,648
₹10,999 total
includes taxes & fees
30 Aug - 31 Aug
DoubleTree by Hilton Hotel Annapolis
Premium bedding, down duvets, in-room safe, desk

5. Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (395 reviews)
  • cleanliness
    Waterfront luxury awaits with golf, spa, and marina at this St. Michaels coastal retreat.
The price is ₹59,233
₹65,157 total
includes taxes & fees
23 Aug - 24 Aug
Inn at Perry Cabin
Seasonal outdoor pool, pool umbrellas, pool loungers

6. The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (18 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 ₹32,479
₹37,026 total
includes taxes & fees
12 Aug - 13 Aug
The Inn at Tacaro Estate
Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen

7. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (43 reviews)
The price is ₹41,978
₹46,176 total
includes taxes & fees
11 Aug - 12 Aug
The Oaks Waterfront
Couples treatment room(s), sauna, body treatments, aromatherapy

8. Four Seasons Hotel Baltimore

Four Seasons Hotel Baltimore
5.0 star property
Harbor East
9.6 out of 10, Exceptional, (1,002 reviews)
  • cleanliness
    Indulgent waterfront retreat with 5 restaurants and a full-service spa offers a lavish Baltimore experience in Harbour East.
The price is ₹42,493
₹49,930 total
includes taxes & fees
13 Aug - 14 Aug
Four Seasons Hotel Baltimore
Exterior

9. Pendry Baltimore

Pendry Baltimore
5.0 star property
Fells Point
9.4 out of 10, Exceptional, (1,002 reviews)
  • cleanliness
    Immerse in harbor-side luxury at Baltimore's Pendry hotel, where elegant relaxation meets waterfront sophistication.
The price is ₹40,061
₹50,995 total
includes taxes & fees
31 Aug - 1 Sept
Pendry Baltimore
Front of property – evening/night

10. 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, (475 reviews)
The price is ₹20,569
₹25,258 total
includes taxes & fees
31 Aug - 1 Sept
The Inn at Chesapeake Bay Beach Club
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

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 3 hours ago
Country Inn & Suites by Radisson, 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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