Annapolis

Boutique Hotels Annapolis

Select your dates to find cosy boutique hotels in Annapolis that feel truly local.

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Boutique Hotels Annapolis

Explore charming boutique hotels with style and personality in Annapolis
Recommended
Lowest price
Closest to downtown
Top reviewed
85
Hotels in Parole
Featured facilities: Swimming Pool, Bar, Restaurant
Very Good
114 reviews
8.7/10
1 night
From S$ 161
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99+
Hotels in Annapolis
Featured facilities: Bar, Restaurant
Great
104 reviews
9.2/10
1 night
From S$ 201
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99+
Hotels in Annapolis
Featured facilities: Swimming Pool, Bar, Restaurant
Very Good
100 reviews
8.5/10
1 night
From S$ 162
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99+
Hotels in Annapolis
Featured facilities: Bar, Restaurant
Very Good
98 reviews
8.7/10
1 night
From S$ 306
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99+
Hotels in Annapolis
Featured facilities: Swimming Pool, Bar, Restaurant
Very Good
95 reviews
8.8/10
1 night
From S$ 177
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99+
Hotels in Annapolis
When you stay at 134 Prince - Luxury Boutique Hotel in Annapolis, you'll be in the historical district, just steps from U.S. Naval Academy and Annapolis City Dock. This hotel is 4.9 mi (7.8 km) from Chesapeake Bay and 8.7 mi (14 km) from Sandy Point State Park. Take in the views from a garden and make use of amenities such as complimentary wireless internet access and concierge services. Additional amenities at this hotel include wedding services and a communal living room. A complimentary continental breakfast is served daily from 8:00 AM to 10:00 AM. Featured amenities include a business center, express check-in, and express check-out. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 5 guestrooms featuring free minibar items and Smart televisions. Your memory foam bed comes with down comforters and Frette Italian sheets. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers.
Great
22 reviews
9.2/10
1 night
From S$ 431
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25
Hotels in Annapolis
Featured facilities: Bar
Very Good
8 reviews
8.3/10
1 night
From S$ 447
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51
Hotels in Annapolis
Featured facilities: Bar, Restaurant
Outstanding
5 reviews
10/10
1 night
From S$ 398
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46
Hotels in Annapolis
Our favorite part of this home is its unbeatable location in downtown Annapolis (DTA)- with private parking. You can walk everywhere:restaurants, pubs, the U.S. Naval Academy, St. John's College, Annapolis Sailing School, and more.This historic row house is ideally situated just five houses up from Ego Alley, one block from Main Street and only a short 4-minute walk to visit your Mid at the Naval Academy.The home features a fully stocked kitchen perfect for preparing a meal or Thanksgiving dinner if you decide to stay in. It's also a cozy spot to enjoy your morning coffee or unwind with a glass of wine after a day exploring Annapolis.While rich in historic charm, the row house has been thoughtfully updated with custom bathrooms, new beds, and fresh bedding for a comfortable stay. We are excited to share our home so you can experience Historic Annapolis WITHOUT THE HASSLE OF SEARCHING FOR PARKING. GREAT COMMISSION WEEK HOME!! USNA FAMILIES FAVORITE! This is a licensed Annapolis Vacation Rental #STR24-145209About pets:No pets allowed.About checkOut:Check out before 10:30 AM.About children:Children allowed: ages 0-17.About customRules:Quiet hours 9:00 pm to 7:00 a.m..No Vaping or smoking on premises.,We do have a camera on the back of the house to protect our home and neighbors..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 26.About events:No events allowed.
Outstanding
41 reviews
10/10
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10
Hotels in Annapolis
Welcome to this vibrant downtown Annapolis oasis—a unique purple parallelogram with a parking spot. From the front door, admire the State Capitol view; from the rear fence, enjoy Ego Alley. Just a short walk to the Naval Academy and St. John's College. This 1-bedroom, 1.5-bath home features a full kitchen, spa-like bathroom with a tub (perfect for your little ones) washer/dryer, and an outdoor patio. Immerse yourself in Annapolis' culture and history from this remarkable, centrally located gem.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
51 reviews
10/10
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FAQs

What are the best family-friendly hotels in Annapolis?

Families visiting Annapolis often prefer hotels like Hilton Garden Inn Annapolis Downtown (from S$ 167), Annapolis Waterfront Hotel, Autograph Collection (from S$ 347) and Crowne Plaza ANNAPOLIS by IHG (from S$ 135), which are well-known for their family-friendly features of spacious family rooms and child-friendly services.

What are the top hotels in Annapolis near Maryland State House?

Some of the top hotels in Annapolis near Maryland State House include Historic Inns of Annapolis (from S$ 111), Annapolis Waterfront Hotel, Autograph Collection (from S$ 347) and Hilton Garden Inn Annapolis Downtown (from S$ 167), all offering easy access to Maryland State House, making them ideal for visitors looking to explore the area.

What is the average price of a hotel in Annapolis for this weekend?

According to the latest 12-month data from Trip.com, the average price for a 3-star hotel in Annapolis this weekend is S$ 520 per night. For a 4-star hotel, the average cost is S$ 816 per night. If you're looking for a luxury experience, 5-star hotels in Annapolis this weekend typically cost S$ 1,415 per night.

How much do hotels in Annapolis cost per day during weekdays?

Based on the latest 12-month data from Trip.com, the average price for a 3-star hotel in Annapolis during weekdays is S$ 387 per night. For a 4-star hotel, you can expect to pay around S$ 536 per night. If you're seeking a luxury stay, 5-star hotels in Annapolis generally cost S$ 790 per night on weekdays.

What are the best places to stay in Annapolis?

Some of the best places to stay in Annapolis are near popular attractions like Maryland State House, William Paca House & Garden and Banneker-Douglass-Tubman Museum, offering easy access to key sights and amenities.

What are the best pet-friendly hotels in Annapolis?

Hilton Garden Inn Annapolis Downtown (from S$ 167), Annapolis Waterfront Hotel, Autograph Collection (from S$ 347) and The Westin Annapolis (from S$ 195) are the best pet-friendly hotels that welcomes your furry friends. Enjoy your stay with your pets by your side!

How to get good deals on hotels in Annapolis?

Trip.com provides various promotions, discounts and special offers all year round. You can check the promotions page for the latest promotions on Trip.com.