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Annapolis, MD hotels
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68 Cheap hotels in Annapolis, MD

Best Annapolis, MD luxury hotels (4 and 5 stars)

Among the 68 accommodations in Annapolis, MD, here are the 4 best luxury hotels

Flag House Inn - Annapolis, MD
9.1 144 reviews
Annapolis, MD
03/12 – 06/12
$4292/nighttotal: $12876 (3 )

Flag House Inn

5 10
hotel , Annapolis
The Flag House Inn is located in Annapolis, just 1.8 kilometres from Annapolis Harbour and 48 kilometres from Carroll Park. This 5-star hotel has received excellent user ratings for its cleanliness, location and overall experience.
The inn offers comfortable rooms with private bathrooms, a shared lounge, and free Wi-Fi. Guests can enjoy a delicious American breakfast each morning and benefit from amenities such as a terrace, concierge service, room service, and valet parking.
86 State Circle - Luxury Boutique Hotel - Annapolis, MD
9.3 11 reviews
Annapolis, MD
25/06 – 28/06
$1143/nighttotal: $3429 (3 )

86 State Circle - Luxury Boutique Hotel

1 2
hotel , Annapolis
Book this hotel room in a 5-star luxury hotel with an excellent rating of 93% based on 11 reviews. Your accommodation will be based in Annapolis.
Services and facilities include a garden, an iron and a bar. Enjoy free parking with this accommodation in Annapolis!
86 State Circle - Luxury Boutique Hotel - Annapolis, MD
9.1 10 reviews
Annapolis, MD
20/06 – 27/06
$657/nighttotal: $4599 (7 )

86 State Circle - Luxury Boutique Hotel

1 1
hotel , Annapolis
86 State Circle - Luxury Boutique Hotel in Annapolis is situated near the city centre, approximately 34 kilometres from Baltimore–Washington International Thurgood Marshall Airport.
This five-star establishment offers one bedroom suites with a maximum occupancy of three guests, boasting a spa, bar, garden, terrace, and private parking (charges apply); select rooms include seating areas.
134 Prince - Luxury Boutique Hotel - Annapolis, MD
9.7 48 reviews
Annapolis, MD
21/08 – 24/08
$1045/nighttotal: $3135 (3 )

134 Prince - Luxury Boutique Hotel

1 2
hotel , Annapolis
The 134 Prince - Luxury Boutique Hotel is situated in Annapolis, just 1.8 kilometres from Annapolis Harbour and 48 kilometres from Carroll Park, offering a peaceful escape from the bustling city centre. This five-star hotel is highly rated by guests, receiving excellent reviews for its location, cleanliness, and overall experience.
The hotel boasts a modern and comfortable design with spacious rooms featuring air conditioning, free Wi-Fi, and flat-screen TVs. Guests can enjoy a range of amenities, including a garden, a sauna, a spa, a fitness centre, and a concierge service.

Best Annapolis, MD hotels with a pool

Among the 68 accommodations in Annapolis, MD, here are the 3 best hotels with a pool

The Westin Annapolis - Annapolis, MD
8.7 2217 reviews
Annapolis, MD
23/06 – 25/06
$473/nighttotal: $946 (2 )

The Westin Annapolis

1 2
hotel , Annapolis
The Westin Annapolis is conveniently located near downtown Annapolis, just a short distance from the US Naval Academy and the State Capitol building. This 4-star hotel is highly rated by guests, receiving "very good" reviews for its location, cleanliness, and overall experience.
The hotel offers a range of modern amenities, including a swimming pool, fitness centre, and on-site restaurant. Guests can enjoy complimentary bike rentals to explore the historic downtown area, as well as comfortable rooms with flat-screen TVs and wireless internet.
Crowne Plaza Annapolis By Ihg - Annapolis, MD
8.6 1551 reviews
Annapolis, MD
06/08 – 10/08
$823/nighttotal: $3292 (4 )

Crowne Plaza Annapolis By Ihg

3 10
hotel , Annapolis
The Crowne Plaza Annapolis is located close to the Annapolis Mall, just a short drive from the U.S. Naval Academy and the Maryland State Capitol. This 3-star hotel has received very good user ratings for its location, cleanliness, and overall experience.
The hotel offers comfortable accommodation with modern amenities, including free Wi-Fi, a swimming pool, a fitness centre, and a restaurant. Guests can enjoy a range of activities and facilities, such as a spa, a bar, and a business centre.
Annapolis Waterfront Hotel, Autograph Collection - Annapolis, MD
8.7 1151 reviews
Annapolis, MD
19/06 – 22/06
$989/nighttotal: $2967 (3 )

Annapolis Waterfront Hotel, Autograph Collection

1 2
hotel , Annapolis
The Annapolis Waterfront Hotel, Autograph Collection is located near the Maryland State House, just half a mile away, and is a short drive from the Annapolis Mall, offering a convenient base for exploring the city's historic attractions and shopping. The hotel is a 4-star property, receiving very good ratings from previous guests for its cleanliness and overall experience.
The hotel offers spacious rooms with luxurious marble bathrooms and in-room Starbucks coffee, ensuring a comfortable stay. Guests can enjoy a range of amenities, including a fitness centre, a swimming pool, a spa, a restaurant, a bar, and free parking.

Frequently Asked Questions about hotels in Annapolis, MD

  • What are the best landmarks to visit in Annapolis, MD and around?

    Annapolis is packed with historic landmarks! You've got to see the US Naval Academy, the State House, and the charming Annapolis City Dock. If you want to venture out a bit, you can explore the historic St. John's College, the William Paca House and Garden, and the Chesapeake Bay Maritime Museum.
  • What are the best hotels with a swimming pool in Annapolis, MD?

    Country Inn & Suites By Radisson - Annapolis - Md, Springhill Suites By Marriott Annapolis and The Westin Annapolis are among the best hotels with a swimming pool in Annapolis, MD.

  • Which area in Annapolis, MD is a good option for staying in a hotel?

    The best place to stay for a hotel in Annapolis is the downtown area, close to the City Dock. You'll be walking distance from most of the attractions, restaurants, and shops. The harbour is also a lovely spot for a walk or a boat trip.
  • What are the most popular 2, 3 and 4-star hotels in Annapolis, MD?

    Among 2, 3 and 4-star hotels in Annapolis, MD, Country Inn & Suites By Radisson - Annapolis - Md, Springhill Suites By Marriott Annapolis and Historic Inns Of Annapolis are the most popular ones.

  • What are the most affordable attractions in Annapolis, MD?

    For a budget-friendly day out, you can wander around the historic downtown area, visit the free exhibits at the Maryland State Archives, or take a stroll along the scenic Annapolis City Dock. You can also enjoy a picnic in the beautiful grounds of the US Naval Academy.
  • What are the best luxury hotels in Annapolis, MD?

  • Where can you find the best traditional local cuisine in Annapolis, MD?

    For authentic Chesapeake Bay seafood, you can't beat the restaurants at the Annapolis City Dock. Some favourites are the Chart House, the Black Eyed Susan's, and the Cantler's Riverside Inn. They all offer delicious crab cakes, oysters, and other local specialties.
  • What are the best family friendly hotels in Annapolis, MD?

  • What hotel chains can you find in Annapolis, MD?

    You'll find a good selection of hotel chains in Annapolis, including the Hilton, Marriott, and Hyatt. There are also a few smaller chains like Best Western and Holiday Inn Express.
  • What are the best pet friendly hotels in Annapolis, MD?

  • What type of hotels can you find in Annapolis, MD?

    Annapolis offers a range of hotels, from budget-friendly motels to luxurious waterfront hotels. You can find everything from historic inns to modern boutique hotels. There are also plenty of bed and breakfasts and vacation rentals.
  • What are the best hotels with jacuzzi in Annapolis, MD?

  • When is the best time to book a hotel in Annapolis, MD?

    The best time to book a hotel in Annapolis is during the shoulder season, from April to May or September to October. You'll find better deals and fewer crowds compared to the peak season.
  • What amenities do hotel rooms typically offer in Annapolis, MD?

    Most hotels in Annapolis offer standard amenities like Wi-Fi, cable TV, and a private bathroom. Many also have a swimming pool, fitness centre, and a business centre. Some hotels offer additional perks like free breakfast or parking.
  • What pet-friendly activities are available in Annapolis, MD?

    Annapolis is a dog-friendly city! You can enjoy a walk along the Annapolis City Dock, visit Quiet Waters Park, or take a boat tour on the Chesapeake Bay with your furry friend. Many restaurants also have outdoor seating areas where you can dine with your dog.

Destinations nearby

Best Annapolis, MD hotels with air conditioning

Graduate By Hilton Annapolis - Annapolis, MD
9.0 1675 reviews
Annapolis, MD
19/06 – 21/06
$722/nighttotal: $1444 (2 )

Graduate By Hilton Annapolis

1 2
hotel , Annapolis
The Graduate Annapolis is located in downtown Annapolis, just a short walk from the United States Naval Academy and Navy-Marine Corps Memorial Stadium. This 4-star hotel consistently receives excellent user ratings for its location, cleanliness, and overall experience. The accommodation features a modern design with a youthful vibe, catering to a younger clientele. Guests can enjoy amenities such as a fitness centre, restaurant, and bar, along with free Wi-Fi and parking.
Top Location | Close To Annapolis Historic Sites - Annapolis, MD
Annapolis, MD
25/06 – 28/06
$712/nighttotal: $2136 (3 )

Top Location | Close To Annapolis Historic Sites

1 2
hotel , Annapolis
This Annapolis apartment, situated in the Historic District, is steps from the Maryland State House and the United States Naval Academy, offering easy walking access to Main Street's shops and restaurants.
The 26 square metre (280 square foot) one-bedroom flat sleeps two guests and includes a king-size bed, television, and all linens; valet parking is available at an extra cost, and a nightly historic preservation fee applies.
Available For Cw 2025 Navy Family Home Just Steps From City Dock In The Historic Fleet's Inn - Annapolis, MD
10 11 reviews
Annapolis, MD
01/01 – 01/02
$686/nighttotal: $21266 (31 )

Available For Cw 2025 Navy Family Home Just Steps From City Dock In The Historic Fleet's Inn

2 2
hotel , Annapolis
This hotel is situated on Fleet Street in Annapolis' Historic District, just a short walk from the City Dock, shops, restaurants, and the Naval Academy, offering easy access to the city's main attractions. The hotel has received excellent user ratings, making it a popular choice for travellers.
The property features two bedrooms with en-suite bathrooms, comfortable beds, and flat-screen TVs, accommodating up to four guests. Guests can enjoy a private patio with a BBQ grill, a gourmet kitchen, laundry facilities, and a range of amenities for a comfortable stay.
Holiday Inn Express & Suites Annapolis By Ihg - Annapolis, MD
8.0 1291 reviews
Annapolis, MD
25/09 – 18/10
$395/nighttotal: $9085 (23 )

Holiday Inn Express & Suites Annapolis By Ihg

1 2
hotel , Annapolis
The Holiday Inn Express Hotel & Suites Annapolis, An Ihg Hotel is situated just off Route 50, a short drive from the historic city centre of Annapolis and the US Naval Academy. This 3-star hotel offers comfortable accommodation and has received very good ratings from previous guests for its location, cleanliness, and overall experience.
The hotel features a range of facilities to suit both leisure and business travellers. Guests can enjoy a continental breakfast, a fitness centre, and a business centre, as well as a garden, restaurant and bar.

Best Annapolis, MD hotels with a balcony

Right Where History Is | Just Across Maryland State House - Annapolis, MD
Annapolis, MD
24/07 – 27/07
$408/nighttotal: $1224 (3 )

Right Where History Is | Just Across Maryland State House

1 2
hotel , Annapolis
The "Right Where History Is! Just Across Maryland State House" offer places this hotel in Annapolis's Historic District, mere metres from the Maryland State House, United States Naval Academy, Main Street shops, and the waterfront.
This accommodation provides a 26 square metre space with one bedroom and one bathroom for up to two guests, featuring air conditioning, internet access, and a fitness centre, with valet parking and dog-friendly options available for an additional fee.
Residence Inn Annapolis - Annapolis, MD
Annapolis, MD
23/06 – 25/06
$324/nighttotal: $648 (2 )

Residence Inn Annapolis

1 2
hotel , Annapolis
The Residence Inn Annapolis is situated 1 kilometre from Annapolis city centre, conveniently close to People's Brewer Hill Cemetery, the Annapolis Civil Rights Plaque, and Helen Avalynne Tawes Garden.
This 3-star hotel offers rooms with one bathroom, accommodating up to two guests, and features a fitness centre, bar, and on-site restaurant serving local cuisine, plus free parking and laundry services.
Hilton Garden Inn Annapolis Downtown - Annapolis, MD
8.4 1684 reviews
Annapolis, MD
19/06 – 21/06
$459/nighttotal: $918 (2 )

Hilton Garden Inn Annapolis Downtown

1 2
hotel , Annapolis
The Hilton Garden Inn Annapolis Downtown is ideally situated in the heart of Annapolis, just a short walk from the Maryland State Capitol building and government offices. This 3-star hotel consistently receives very good user ratings for its comfortable accommodation and friendly service.
The hotel features a welcoming layout, offering a range of amenities for a pleasant stay. Guests can enjoy on-site dining at the Kitchen on West St Restaurant and Bar, relax in the garden, or stay active at the fitness centre.
1313 West Luxury Boutique Hotel - Annapolis, MD
Annapolis, MD
28/06 – 30/06
$573/nighttotal: $1146 (2 )

1313 West Luxury Boutique Hotel

1 2
hotel , Annapolis
The 1313 West Luxury Boutique Hotel in Annapolis is conveniently located minutes from the city centre, near People's Brewer Hill Cemetery, Maryland Hall for Creative Arts, and the Dr. Aris T. Allen Memorial.
This two-star establishment offers guests a choice of rooms, each with one bathroom, accommodating up to two people, and features free Wi-Fi, on-site parking, and a concierge service; laundry and dry cleaning services are also available.
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