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Our top choices for Annapolis luxury hotels

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (916 reviews)
The price is ¥46,145
¥52,605 total
includes taxes & fees
Apr 12 - Apr 13
Annapolis Waterfront Hotel, Autograph Collection

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 ¥31,774
¥36,222 total
includes taxes & fees
Apr 26 - Apr 27
The Westin Annapolis

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,003 reviews)
  • cleanliness
    Upscale Annapolis retreat offers nautical elegance with Egyptian cotton linens and pillowtop beds.
The price is ¥32,170
¥36,673 total
includes taxes & fees
Apr 12 - Apr 13
Graduate by Hilton Annapolis

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,009 reviews)
The price is ¥17,682
¥20,157 total
includes taxes & fees
Apr 12 - Apr 13
DoubleTree by Hilton Hotel Annapolis

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (379 reviews)
  • cleanliness
    Waterfront luxury awaits with golf, spa, and marina at this St. Michaels coastal retreat.
The price is ¥91,251
¥100,376 total
includes taxes & fees
Apr 23 - Apr 24
Inn at Perry Cabin

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (41 reviews)
The price is ¥70,271
¥77,298 total
includes taxes & fees
Apr 7 - Apr 8
The Oaks Waterfront

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.4 out of 10, Exceptional, (13 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 ¥41,149
¥46,910 total
includes taxes & fees
Apr 13 - Apr 14
The Inn at Tacaro Estate

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, (445 reviews)
The price is ¥29,663
¥36,989 total
includes taxes & fees
Apr 12 - Apr 13
The Inn at Chesapeake Bay Beach Club

Four Seasons Hotel Baltimore

Four Seasons Hotel Baltimore
5.0 star property
Harbor East
9.6 out of 10, Exceptional, (962 reviews)
  • cleanliness
    Indulgent waterfront retreat with 5 restaurants and a full-service spa offers a lavish Baltimore experience in Harbor East.
The price is ¥61,074
¥71,761 total
includes taxes & fees
Apr 20 - Apr 21
Four Seasons Hotel Baltimore

Pendry Baltimore

Pendry Baltimore
5.0 star property
Fells Point
9.4 out of 10, Exceptional, (1,003 reviews)
  • cleanliness
    Immerse in harbor-side luxury at Baltimore's Pendry hotel, where elegant relaxation meets waterfront sophistication.
The price is ¥60,675
¥77,860 total
includes taxes & fees
Apr 29 - Apr 30
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.

Find out more about Annapolis

Annapolisand its attractions for luxury travelers

Annapolis, Maryland, offers an exquisite blend of history and luxury that appeals to travelers. Begin your journey at the United States Naval Academy, where you can explore the breathtaking architecture and learn about naval history through guided tours. Then, take a leisurely stroll along the picturesque waterfront, lined with charming boutiques and fine dining establishments that offer fresh seafood with stunning views of the Chesapeake Bay. For a dose of culture, visit the Maryland State House, the oldest state capitol still in continuous use, which showcases beautiful period furnishings and offers insights into the state’s rich history. Don’t miss the chance to sail the bay on a private charter, where you can enjoy the gentle breeze and panoramic views of the shoreline. After a day of exploration, retreat to the historic district, where luxury hotels like the Historic Inns of Annapolis provide a unique experience, blending classic charm with modern amenities, ensuring that your stay is as comfortable as it is memorable. Here, attentive staff cater to your every need, from arranging personalized tours to recommending the best local eateries, making your visit a seamless and luxurious escape.

Find the best luxury hotels and resorts in Annapolis

For travelers seeking a luxurious stay in Annapolis, Maryland, these top hotels offer premium amenities and exquisite comfort, ensuring an unforgettable experience.

Graduate by Hilton Annapolis

  • Why it's great for a luxury retreat: The Graduate by Hilton Annapolis is a perfect choice for luxury travelers, a stellar review rating of 9.4. Guests can indulge in premium bedding and Egyptian cotton sheets, ensuring a restful night’s sleep, while valet parking adds to the convenience of their stay.
  • Other amenities: In addition to its luxurious accommodations, the hotel features a terrace for guests to enjoy fresh air and scenic views. Fitness facilities are available 24 hours a day, catering to health-conscious travelers. Nearby, guests can explore kayaking, sailing, and boat tours, making it easy to enjoy Annapolis’s beautiful waterways. The hotel also offers self-parking, daily housekeeping, and complimentary toiletries to enhance the guest experience.
  • Nearby attractions: Thurgood Marshall Memorial - 0.65 miles, Maryland State House - 0.68 miles

Annapolis Waterfront Hotel, Autograph Collection

  • Why it's great for a luxury retreat: For travelers seeking a luxurious waterfront experience, the Annapolis Waterfront Hotel is an ideal choice, featuring a review rating of 8.6. Guests can enjoy premium bedding and bathrobes, along with valet parking for added ease during their stay.
  • Other amenities: The hotel offers stunning views of the water and a rooftop garden terrace, perfect for enjoying the sunset. With nearby sailing opportunities and boat tours, guests can easily immerse themselves in the scenic landscape. A concierge is available to assist with special requests, and the hotel features separate living rooms in select suites, providing an extra touch of comfort. Guests will also appreciate the daily housekeeping and complimentary designer toiletries.
  • Neighborhood: Historic District
  • Nearby attractions: Annapolis City Dock - 0.16 miles, U.S. Naval Academy - 0.29 miles, William Paca House - 0.32 miles

DoubleTree by Hilton Hotel Annapolis

  • Why it's great for a luxury retreat: With a review rating of 8.4, the DoubleTree by Hilton Hotel Annapolis is an excellent option for luxury seekers. Guests can relax in rooms featuring premium bedding and deep soaking bathtubs, perfect for unwinding after a day of exploration.
  • Other amenities: The hotel also boasts a fitness center open 24 hours, ensuring travelers can maintain their workout routines. Guests can take advantage of free area shuttle services and a shopping center shuttle for convenient excursions. The outdoor terrace provides a lovely space to relax, while an accessible pool invites guests to take a refreshing dip. Additional features include electric car charging stations and a garden for leisurely strolls.
  • Nearby attractions: Annapolis Harbor Center Shopping Center - 0.97 miles, Westfield Annapolis Mall - 0.87 miles, Annapolis Mall Shopping Center - 0.87 miles

Top Annapolis Hotel Reviews

Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to Annapolis?
Use Expedia and let us help you arrange a flight to Fort Meade, MD (FME-Tipton) airport or Baltimore Washington Intl. 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 vacation, so we make it easy to find what you'd like 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 temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Annapolis is 52 inches.
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 Ego Alley.

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