Annapolis

Boutique Hotels in Annapolis

Book your stay at Annapolis’s most stylish Boutique hotels.

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Top Boutique Hotels Annapolis

Live in style at Annapolis's Boutique gems.
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99
Hotels in Annapolis
Discover unique charm at The Westin Annapolis, with our convenient amenities such as free Wi-Fi and location. Our upscale pet friendly hotel in Annapolis, MD provides premier access to popular attractions such as the United States Naval Academy, Navy-Marine Corps Memorial Stadium and Chesapeake Bay. Take a self-guided tour of from our downtown Annapolis hotel and admire the sailboats as you stroll along the Waterfront. Once you have explored our charming Maryland town, retreat to our modern accommodations boasting heavenly bedding, flat-screen TVs and city views in select rooms. When hunger strikes head to our restaurant for healthy, local dishes. Planning a special occasion? Look no further than our Capital Ballroom, the largest event venue in the area. Use our catering, AV equipment and meeting rooms for celebrations and conferences alike. During your downtime, continue healthy habits at our indoor pool and fitness center at our hotel in downtown Annapolis, MD. Escape the ordinary at The Westin Annapolis.

"Come here for meetings every year, nice hotel."
Very Good
94 reviews
8.6/10
1 night
From CAD 261
Check availability
99+
Hotels in Annapolis
Breathe deeper on the waterfront and make the most of your stay in the citys center at the Annapolis Waterfront Hotel. Enjoy your well-earned relaxation sailing on the Chesapeake Bay or experience a one-of-a-kind vantage, just steps away from The Yard and historic downtown.Part of Marriotts Autograph Collection, the hotel provides uncommon luxury with redesigned rooms, upgraded amenities, personalized service and breathtaking views. Flexible indoor and outdoor spaces provide a sophisticated take on meetings and special events making the Annapolis Waterfront Hotel THE place to stay, imparting an unscripted warmth that welcomes land or sea travelers alike.

"Great view! Good front desk service. Enjoyed the stay for a nice couple trip "
Very Good
98 reviews
8.7/10
1 night
From CAD 310
Check availability
62
Hotels in Annapolis
The DoubleTree by Hilton Annapolis is located minutes from some of the greatest attractions Annapolis, Maryland has to offer. The US Naval Academy, Maryland State Capital, and the historic waterfront district are just three miles away. The beautiful Annapolis Towne Center at Parole is within walking distance of the hotel, offering great shopping and dining opportunities. We are conveniently located between Baltimore and Washington D.C. with easy access to Route 50. BWI airport is 20 miles away. The property features 219 newly renovated guest rooms and suites designed with comfort and convenience in mind. Fitness center equipped with free weights and Fitness by Precor equipment, Olympic size outdoor pool with oversized patio and sundeck along with a complimentary local shuttle service within 5 miles of hotel, and complimentary parking. Tantalize your taste buds at our Ports of Call Restaurant and Lounge. Our talented chef has prepared a fabulous menu offering culinary specialties from the Chesapeake Bay and other famous port cities from around the country. Multi award-winning Cream of Crab and Maryland Crab soups, Two private dining rooms for your special events. Meetings and Events at DoubleTree by Hilton Annapolis Boasting one of the largest Conference Centers in the area, the DoubleTree by Hilton Annapolis is the ideal location for a variety of meetings and social events. 12,000 square feet of flexible meeting space, Two large ballrooms, All-Day Meeting Packages, On-site wedding coordinator, All-Inclusive Wedding Packages, Festive holiday menus and decorations for your company holiday party. Business travelers at DoubleTree Hotel Annapolis Appreciate our proximity to major local businesses in the Annapolis, Maryland area. Collins Aerospace, Verizon, USi, BearingPoint, Anne Arundel Medical Center, Northrop Grumman, IBM, United States Naval Academy.

"The location of the hotel is a little far from the city center and the beach. The satisfaction is that the parking is free, the room is clean, the front desk service is very good, the restaurant breakfast service is slightly worse, the waiter is serious..."
Very Good
109 reviews
8.6/10
1 night
From CAD 135
Check availability
99+
Hotels in Annapolis
Perfectly positioned just minutes from historic downtown Annapolis and the U.S. Naval Academy, Crowne Plaza Annapolis offers a seamless blend of business and leisure. Our modern, refreshed hotel places you near Chesapeake Bay and a short drive from BWI Airport, with the best of the area within easy reach. Explore the lively City Dock, tour the Maryland State House, or enjoy the region’s celebrated seafood and waterfront experiences.Designed for both focus and relaxation, our guestrooms and suites feature premium bedding, complimentary Wi-Fi, and thoughtful details throughout. Whether you're traveling for work or a weekend getaway, you'll enjoy a central location just 30 minutes from Washington, D.C. and Baltimore.Stay energized with 24/7 access to our Fitness Center and unwind in the area’s only indoor hotel pool. Host productive meetings in flexible event spaces, dine at Annapolis Bar & Grill, and enjoy complimentary parking, all designed to keep you comfortable, connected, and ready for what’s next.

"Overall, the surrounding environment is also good, dining and shopping are convenient. But the room is not big, saying that the standard room is allowed to sleep 4 people, but a bed is about 1.3m. It is still difficult to sleep two people. Two people can live in one room, 3-4 people, and they are crowded. Our family of three traveled, and one room slept all night, feeling too crowded, and made up a room the next day, everyone can rest better."
Very Good
103 reviews
8.4/10
1 night
From CAD 132
Check availability
20
Hotels in Annapolis
With a stay at 1313 West Luxury Boutique Hotel in Annapolis (Homewood), you'll be within a 5-minute drive of U.S. Naval Academy and People's Brewer Hill Cemetery. This hotel is 0.8 mi (1.3 km) from Maryland Hall for Creative Arts and 0.8 mi (1.3 km) from Ballet Theater of Maryland. Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. This hotel also features concierge services and a communal living room. Cooked-to-order breakfasts are served on weekends from 8:00 AM to 9:00 AM for a fee. Featured amenities include express check-in, express check-out, and dry cleaning/laundry services. Free self parking is available onsite. Make yourself at home in one of the 7 air-conditioned rooms featuring heated floors and Smart televisions. Your memory foam bed comes with down comforters and premium bedding. Complimentary wireless internet access is available to keep you connected. Conveniences include minibars and coffee/tea makers, and housekeeping is provided on request.
Outstanding
4 reviews
10/10
1 night
From CAD 413
Check availability
36
Hotels in Annapolis
86 State Circle - Luxury Boutique Hotel is in the heart of Annapolis, within a 10-minute walk of St. John's College and U.S. Naval Academy. This hotel is 0.1 mi (0.1 km) from Thurgood Marshall Memorial and 0.1 mi (0.1 km) from Matthew Henson Plaque. Take in the views from a garden and make use of amenities such as complimentary wireless internet access and concierge services. A complimentary continental breakfast is served daily from 8:00 AM to 10:00 AM. Featured amenities include express check-out, dry cleaning/laundry services, and a 24-hour front desk. Treat yourself to a stay in one of the 9 individually decorated guestrooms, featuring heated floors. Your memory foam bed comes with Frette Italian sheets. Complimentary wireless internet access is available to keep you connected. Conveniences include safes and a turndown service, and housekeeping is provided daily.
Great
9.0/10
1 night
From CAD 427
Check availability
99+
Hotels in Annapolis
Graduate by Hilton Annapolis immerses you in local history and Navy traditions with creative interiors and college nostalgia. Located in the Arts District, a short stroll from the U.S. Naval Academy and Chesapeake Bay, our hotel is the perfect base for exploring. Enjoy amenities like Malin + Goetz bath essentials, bike rentals, and pet-friendly accommodations.

"We enjoyed our stay and it was a short walking distance to nightlife and concert hall. The bed was so comfortable and it felt like a very secure establishment. Parking was great and we enjoyed the bath amenities. Thank you!"
Great
103 reviews
9.1/10
1 night
From CAD 252
Check availability
74
Hotels in Annapolis
When you stay at 134 Prince - Luxury Boutique Hotel in Annapolis, you'll be in the historical district, within a 15-minute drive of U.S. Naval Academy and Chesapeake Bay. This hotel is 19.5 mi (31.4 km) from Chesapeake Bay Bridge and 0.1 mi (0.1 km) from Annapolis City Dock. 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.
Very Good
17 reviews
8.6/10
1 night
From CAD 287
Check availability
32
Hotels in Annapolis
Lower level furnished apartment, in one of Historic Annapolis's 10 oldest Private residences. Lovely wood, brick & ornamental ironwork throughoutCovered keyless entryKing Henredon bedExec desk & chairTV w/ Roku remoteDecorative fireplace w/ candlesPorcelain claw foot tubBeverage station (coffee maker w/ local artisan mugs, wine/bottle openers glasses, crystal ice bucket, sterling champagne flutes)MicrowaveToasterFridge/freezerCutleryPlates & napkinsLaundry access upon request.THE SPACEIn this 18th century home, Circa 1770, be prepared to travel back to colonial time & become part of living history - while enjoying 21st-century conveniences.——-Parking…There are several public garages within a few blocks. The closest is South Street Garage off Church Circle (closed midnight-7a)Park Place Garage is discounted through the rebuild) and walk or take the shuttle. Running every 8-10 minutes.There’s also a free on-demand service for those arriving or departing after shuttle hours. M-S 7a-11p / Sun 8a-8pYou’re welcome to quickly drop your bags before parking. (Luggage drop off will block traffic so driver must remain with vehicle).———Prior to booking be aware, this is a unique space that’s over 250 years old!Steam heat tinks, plumbing can be noisy, brick & mortar may shed, infrastructure is exposed yet tastefully painted & the bedroom ceiling maxes at 7’.The look, feel, sounds, and smells of 18th century Puritan life are bound to flood your senses & transport you back to a time when American independence remained a dream.Guest accessGuests may access:Pvt ground floor entrance using personal code. Ground floor foyer, bistro dinette, kitchenette (fridge/freezer, microwave, toaster) bedroom, en-suite bath, & back patio.*Possible laundry access upon request*Other things to noteIf the bedroom appears dark, assure the dimmer’s up on the wall switch.Please remember to be considerate of neighbors and don’t conjugate or speak loudly on Cornhill between 9pm & 8am.About pets:Pets allowed: dogs (limit 2 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 3-17.About customRules:No open flame candles outside decorative fireplace and bathroom.About checkIn:Check in after 2:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Amazing
10 reviews
9.6/10
Check availability
32
Hotels in Annapolis
This newly constructed property brings chic, low-maintenance living to the heart of the Arts District in Annapolis. No parties, events, or large gatherings!The week-long stay discount is 20%!The month-long stay discount is 40%!Pets are $100 per stay! We would be happy to accommodate flexible check-in and check-out times if available!The space:The property is an elegant, two-bedroom corner residence with a highly coveted formal foyer. The kitchen, featuring an accent island with storage, opens directly into the living space for optimal entertaining flow. With walk-in closets in both bedrooms, a large foyer closet, and ample kitchen cabinetry, the Royal maximizes usable space at every turn. The covered balcony allows for a refreshing indoor-outdoor entertaining space that is perfect for a quiet afternoon or an al fresco dinner.Guest access:Annapolis is a very accessible city! Most destinations will be within walking distance of the property. There is also free public transportation called the Circulator. This trolley is available daily from 8 am to 8 pm. Rideshare services such as Uber and Lyft are also available in the area.Other things to noteThis is our first home! We are working toward creating multiple VRBO listings for our guests to enjoy all over the country (and possibly even the world). Thank you for helping us on our journey toward accomplishing our dreams.The unit has a Ring video doorbell. This is not actively monitored but may be reviewed if there are concerns during the stay. Guests must comply with the number of guests, party, pet, and smoking policies. A local cleaning team from the area professionally cleans the unit!About pets:Pets allowed: dogs and cats less than 20 lbs per pet (limit one pet total).Small dogs only, under 25 lbs.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.Primarily for adults, but children are allowed.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
4 reviews
10/10
Check availability
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Frequently Asked Questions

What are the best places to stay in Annapolis?

Some top places to stay in Annapolis are near popular attractions like Maryland State House, William Paca House & Garden and Banneker-Douglass-Tubman Museum—so you can quickly get to top landmarks and amenities you need.

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

According to Trip.com’s latest 12-month data, 3-star hotels in Annapolis have an average price of CAD 525 per night this weekend. For 4-star hotels, the average rate is CAD 909 per night. If you’re seeking luxury, 5-star hotels in Annapolis typically cost CAD 1,409 per night this weekend.

What is the average nightly price of hotels in Annapolis on weekdays?

Based on Trip.com’s latest 12-month data, the average nightly rate for 3-star hotels in Annapolis on weekdays is CAD 373. For 4-star hotels, the average cost is around CAD 611 per night. For a luxury stay, 5-star hotels in Annapolis generally have an average price of CAD 853 per night on weekdays.

What are the best pet-friendly hotels in Annapolis?

Inn at Horn Point is pet-friendly. Bring your pets along for an enjoyable stay!

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

Some standout hotels in Annapolis close to Maryland State House include Historic Inns of Annapolis (price from CAD 129), Flag House Inn (price from CAD 357) and Graduate by Hilton Annapolis (price from CAD 209), all within easy walking or transit distance of Maryland State House, perfect for travelers wanting to explore the landmark and its surroundings.

How to get good deals on hotels in Annapolis?

Find the best hotel deals and promotions on Trip.com, available year-round for both first-time and loyal users. Please check the promotions page to see what promotions are available now on Trip.com.