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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, (920 reviews)
The price is £227
includes taxes & fees
27 Apr - 28 Apr
Annapolis Waterfront Hotel, Autograph Collection

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Historic district hotel blends Beaux Arts elegance with spa luxury, featuring lavish treatments near Annapolis attractions.
The price is £176
includes taxes & fees
3 May - 4 May
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 £145
includes taxes & fees
10 May - 11 May
Graduate by Hilton Annapolis

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,000 reviews)
The price is £108
includes taxes & fees
3 May - 4 May
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, (380 reviews)
  • cleanliness
    Waterfront luxury awaits with golf, spa, and marina at this St. Michaels coastal retreat.
The price is £466
includes taxes & fees
23 Apr - 24 Apr
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 £359
includes taxes & fees
26 Apr - 27 Apr
The Oaks Waterfront

Four Seasons Hotel Baltimore

Four Seasons Hotel Baltimore
5.0 star property
Harbor East
9.6 out of 10, Exceptional, (970 reviews)
  • cleanliness
    Indulgent waterfront retreat with 5 restaurants and a full-service spa offers a lavish Baltimore experience in Harbour East.
The price is £359
includes taxes & fees
6 May - 7 May
Four Seasons Hotel Baltimore

Pendry Baltimore

Pendry Baltimore
5.0 star property
Fells Point
9.4 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Immerse in harbor-side luxury at Baltimore's Pendry hotel, where elegant relaxation meets waterfront sophistication.
The price is £365
includes taxes & fees
6 May - 7 May
Pendry Baltimore

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 £218
includes taxes & fees
26 Apr - 27 Apr
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, (448 reviews)
The price is £196
includes taxes & fees
26 Apr - 27 Apr
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.

Find out more about Annapolis

Annapolisand its attractions for luxury travelers

For discerning travellers seeking an upscale experience in Annapolis, the historic downtown area is a paradise of attractions. Begin your journey at the United States Naval Academy, where you can take a guided tour to admire stunning architecture and learn about naval traditions. Next, indulge in a culinary adventure at one of the waterfront restaurants, such as The Iron Rooster, renowned for its farm-to-table dishes and inviting atmosphere. After lunch, stroll along the picturesque City Dock, where you can watch sailboats glide across the Chesapeake Bay—perfect for a relaxing afternoon. Don't miss a visit to the Maryland State House, steeped in history and offering striking views from its dome. As the sun sets, consider a private yacht charter for a unique perspective of the city from the water, coupled with a glass of fine wine. For accommodations, the luxurious Chesapeake Bay Beach Club provides an exquisite blend of comfort and elegance, with stunning bay views and a spa to unwind after a day of exploration. Staying in this vibrant area allows you to easily explore the local culture while enjoying the pampering service that luxury hotels in Annapolis are known for.

Find the best luxury hotels and resorts in Annapolis

For travellers seeking an upscale experience in Annapolis, these luxurious hotels offer exceptional amenities and refined comfort, perfect for a lavish getaway.

Graduate by Hilton Annapolis

  • Why it's great for a luxury retreat: Graduate by Hilton Annapolis presents a perfect blend of luxury and comfort, an impressive review rating of 9.4. Guests are treated to Egyptian cotton sheets and premium bedding, ensuring a restful night’s sleep. Valet parking is available, adding a touch of convenience that luxury travellers appreciate, while the hotel’s traditional design exudes a stylish charm.
  • Other amenities: This upscale hotel features a terrace for outdoor enjoyment, a 24-hour fitness centre, and easy access to nearby kayaking and sailing activities. Guests can indulge in complimentary housekeeping services and enjoy free toiletries in the premium rooms. The on-site snack bar provides light refreshments, and additional amenities include golf courses and boat tours nearby, perfect for those looking to explore Annapolis.
  • Nearby attractions: Thurgood Marshall Memorial - 1.1 km, Maryland State House - 1.1 km

Historic Inns of Annapolis

  • Why it's great for a luxury retreat: The Historic Inns of Annapolis offers an elegant retreat in the heart of the Historic District, making it a superb choice for luxury seekers. With an excellent guest review rating of 9.0, this charming hotel features premium bedding and a dedicated concierge service, ensuring a personalised stay for all guests. Valet parking adds to the convenience, allowing travellers to fully indulge in their surroundings without the hassle of finding parking.
  • Other amenities: Guests can enjoy access to a 24-hour fitness centre, beautifully maintained gardens, and a terrace for relaxation. The hotel’s historic charm is complemented by express check-in services and contactless check-in options, catering to modern needs. Nearby shopping districts offer a delightful mix of boutiques and cafes, enhancing the overall experience of this distinguished hotel.
  • Neighborhood: Historic District
  • Nearby attractions: Thurgood Marshall Memorial - 0.2 km, Maryland State House - 0.2 km

Annapolis Waterfront Hotel, Autograph Collection

  • Why it's great for a luxury retreat: The Annapolis Waterfront Hotel, part of the Autograph Collection, offers a premium experience with a review rating of 8.8. Situated in the Historic District, this hotel features luxurious amenities such as premium bedding, bathrobes, and concierge services, ensuring a sophisticated stay for all guests. Valet parking and designer toiletries further enhance the luxury experience.
  • Other amenities: Guests can relax on the terrace or in the rooftop garden, while enjoying easy access to sailing and boat tours nearby. The hotel offers spacious suites with separate living areas, perfect for longer stays. Fitness facilities are available around the clock, alongside stunning waterfront views from many rooms, creating a serene environment for relaxation.
  • Neighborhood: Historic District
  • Nearby attractions: Annapolis City Dock - 0.3 km, U.S. Naval Academy - 0.5 km, William Paca House - 0.5 km

Crowne Plaza Annapolis by IHG

  • Why it's great for a luxury retreat: With a guest review rating of 8.8, Crowne Plaza Annapolis offers a luxurious feel in a comfortable setting. The hotel features club level rooms with lounge access, providing guests with exclusive refreshments and a relaxing space to unwind. Valet parking and express check-in services enhance the overall experience, making it a convenient choice for luxury travellers.
  • Other amenities: The hotel boasts a 24-hour fitness centre, a terrace for relaxation, and a grocery store for essentials. Guests can enjoy daily housekeeping and complimentary toiletries, ensuring a straightforward stay. Additional features include an accessible fitness centre, parking options, and a club lounge offering buffet breakfast, making it a well-rounded choice for travelers.
  • Nearby attractions: Westfield Annapolis Mall - 0.3 km, Annapolis Mall Shopping Center - 0.3 km

The Westin Annapolis

  • Why it's great for a luxury retreat: The Westin Annapolis is a luxury haven with a guest review rating of 8.6, providing a perfect escape for those who appreciate refined comfort. This hotel features premium bedding and bathrobes, ensuring a restful and indulgent stay. Valet parking and a dedicated concierge cater to every need, allowing guests to enjoy their time without any distractions.
  • Other amenities: Guests can rejuvenate at the on-site spa, with treatment rooms offering a range of services. The hotel also boasts an indoor pool, a well-equipped fitness centre, and designer toiletries to enhance the luxury experience. With its beautiful Beaux Arts hotel design and nearby shopping districts, The Westin Annapolis is an excellent choice for those looking to indulge during their stay.
  • Nearby attractions: Maryland Hall for Creative Arts - 0.7 km, Navy-Marine Corps Memorial Stadium - 1 km

Top Annapolis Hotel Reviews

Frequently asked questions

What are the top-rated luxury hotels in Annapolis?
Among the top-rated luxury hotels in Annapolis, Graduate by Hilton Annapolis, Annapolis Waterfront Hotel, Autograph Collection, The Westin Annapolis, and DoubleTree by Hilton Hotel Annapolis are consistently celebrated for their exceptional quality.

The 4-star Graduate by Hilton Annapolis, with an impressive 9.4 rating, is praised for its superb location within the historical district. Customers frequently highlight the comfortable and beautiful rooms, as well as the friendly and helpful staff.

The 4-star Annapolis Waterfront Hotel, Autograph Collection, rated 8.8, offers an excellent location and onsite sailing opportunities. Reviewers consistently praise the excellent and friendly staff, along with delicious breakfast options.

The 4-star The Westin Annapolis, with an 8.6 rating, is known for its comfortable and lovely rooms and Beaux-Arts property design. Guests appreciate the great location and the super convenient shuttle service.

The 4-star DoubleTree by Hilton Hotel Annapolis, also with an 8.6 rating, provides comfortable and clean rooms and is situated conveniently near a shopping district. Many customers mention the excellent and friendly staff, particularly at the front desk.
Which area of Annapolis is best to stay in for luxury hotels?
For luxury hotels in Annapolis, the best area to stay is the Historic District, particularly around City Dock.

This central area is the heart of Annapolis, known for its cobblestone streets, 18th-century architecture, and direct access to the waterfront. You'll find high-end hotels located amongst boutiques and gourmet restaurants, often within walking distance of the Maryland State House and the U.S. Naval Academy. The area around Main Street and State Circle is particularly popular for its upscale accommodations.

Couples looking for a refined getaway will find the Historic District ideal. The proximity to fine dining, art galleries, and scenic waterfront strolls creates a sophisticated experience. Many luxury hotels here offer rooms with water views or historic charm, providing a romantic setting for a special trip.

Business travellers also appreciate the convenience and quality of the Historic District. Hotels in this area often provide excellent meeting facilities, high-speed internet, and easy access to government offices and corporate headquarters.
How much does a luxury hotel in Annapolis cost?
Luxury hotel prices in Annapolis vary, but you can find a great deal from £82 on Expedia. To find the best prices on luxury stays, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates.
Which luxury hotels in Annapolis are good for families?
Annapolis offers several distinguished luxury hotels suitable for families, including the DoubleTree by Hilton Hotel Annapolis, Annapolis Waterfront Hotel, Autograph Collection, Graduate by Hilton Annapolis, and The Westin Annapolis.

The 4-star DoubleTree by Hilton Hotel Annapolis, with an 8.6 rating, provides complimentary self-parking, accessible parking, and electric car charging stations, making it convenient for families travelling by car. Its location within a shopping district is also a practical feature.

The 4-star Annapolis Waterfront Hotel, Autograph Collection, rated 8.8, offers family-friendly suites and is located within a shopping district. Guests frequently praise the excellent staff and delicious breakfast.

The 4-star Graduate by Hilton Annapolis, boasting a 9.4 rating, is situated in a historical district and features comfortable, beautiful rooms with premium bedding and Egyptian cotton sheets. Reviewers often highlight the great location and friendly, helpful staff.

The 4-star The Westin Annapolis, with an 8.6 rating, provides a super convenient shuttle service, which can be particularly useful for families. Its location within a shopping district and Beaux Arts property design contribute to a refined stay.
What are the best luxury hotels in Annapolis with a pool?
For luxury hotels in Annapolis offering a pool, The Westin Annapolis and DoubleTree by Hilton Hotel Annapolis are both excellent choices.

The 4-star Westin Annapolis, with an 8.6 rating, features an indoor pool and is known for its Beaux-Arts property design. Guests frequently praise the comfortable and lovely rooms, as well as the friendly staff and convenient shuttle service.

The 4-star DoubleTree by Hilton Hotel Annapolis, also with an 8.6 rating, provides a pool and is praised by customers for its excellent and friendly staff, particularly at the front desk. Reviewers consistently highlight the comfortable and clean rooms and nice beds.
Are there any top luxury hotels near Annapolis Harbor?
For a top luxury hotel near Annapolis Harbor, the Graduate by Hilton Annapolis is an excellent recommendation.

The 4-star Graduate by Hilton Annapolis, with a 9.4 rating, is ideally situated within the historical district, offering convenient access to Annapolis Harbor. Guests consistently praise its comfortable and beautifully appointed rooms, featuring premium bedding and Egyptian cotton sheets. The hotel's traditional property design and friendly, helpful staff are frequently highlighted in customer feedback.
What luxury activities and experiences are there in Annapolis?
The best area to stay for luxury activities and experiences in Annapolis is the Historic District, particularly around Main Street and City Dock.

This area is Annapolis's heart, known for its historic architecture, cobblestone streets, and direct access to the waterfront. Main Street is lined with upscale boutiques, art galleries, and fine dining establishments, leading directly down to City Dock, where yachts and historic vessels are moored. The Maryland State House and the U.S. Naval Academy are also within easy walking distance.

Couples looking for a refined getaway will find the Historic District perfect. You can enjoy private sailing charters departing from City Dock, explore the art galleries along State Circle, or indulge in gourmet dining experiences at restaurants with water views. Many boutique hotels in this area offer high-end amenities, like luxurious bedding and exceptional concierge services, ensuring a comfortable and pampered stay.

For those interested in exclusive experiences, the Historic District provides access to private guided tours of historic homes or the U.S. Naval Academy, often including behind-the-scenes insights not available to general visitors.
How can I save on a luxury hotel in Annapolis with Expedia?
There are plenty of ways to save on a luxury hotel in Annapolis. Join One Key™, our free travel rewards programme, to unlock Member Prices across a range of hotels. Typically, booking in advance will help you save on hotel bookings. If you're feeling spontaneous, be sure to check for last-minute deals.
Is it cheaper to book a luxury Annapolis hotel and flights as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
Can I cancel my luxury hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right luxury hotel in Annapolis for you.

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