Annapolis

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We found 35 great 4-Star hotels in Annapolis for you.

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Graduate by Hilton Annapolis
Graduate by Hilton AnnapolisGraduate by Hilton Annapolis
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.

GGuest User 2025.03.09
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
101 reviews
9.1/10
Price from
SGD 192
per night
Check Availability
The Westin Annapolis
The Westin AnnapolisThe Westin Annapolis
Hotels in Annapolis
Discover unique charm at The Westin Annapolis, with our convenient amenities such as free Wi-Fi, a pet-friendly attitude and downtown location. Our upscale hotel 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 historic Annapolis 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. Escape the ordinary at The Westin Annapolis.

FFRANKYIXIANG 2018.10.16
Come here for meetings every year, nice hotel.
Very Good
96 reviews
8.6/10
Price from
SGD 243
per night
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Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph CollectionAnnapolis Waterfront Hotel, Autograph Collection
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.

GGuest User 2021.04.22
Great view! Good front desk service. Enjoyed the stay for a nice couple trip
Very Good
98 reviews
8.8/10
Price from
SGD 217
per night
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Annapolis
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134 Prince - Luxury Boutique Hotel
134 Prince - Luxury Boutique Hotel134 Prince - Luxury Boutique Hotel
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 0.1 mi (0.1 km) from John Smith House and 0.1 mi (0.1 km) from Annapolis Harbor. 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 local cuisine breakfast is served daily from 8:00 AM to 9:30 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
10 reviews
8.6/10
Price from
SGD 264
per night
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1313 West Luxury Boutique Hotel
1313 West Luxury Boutique Hotel1313 West Luxury Boutique Hotel
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 Ballet Theater of Maryland. This hotel is 0.8 mi (1.3 km) from Maryland Hall for Creative Arts and 1 mi (1.7 km) from Annapolis Civil Rights Plaque. 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
10.0/10
Price from
SGD 401
per night
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Charming Historic Townhouse Steps From USNA
Charming Historic Townhouse Steps From USNACharming Historic Townhouse Steps From USNA
Hotels in Annapolis
Welcome to our charming home nestled next to the prestigious Naval Academy in Annapolis. This inviting 1-bedroom, 1-bathroom accommodation is ideally located within walking distance to downtown, allowing you to explore the city's historic charm and vibrant atmosphere at your leisure.Situated across from the renowned St. John's College, our home offers a picturesque setting with its close proximity to lush green spaces and breathtaking views. Step inside, and you'll find a cozy yet spacious interior that comfortably accommodates up to 4 people.The bedroom features two comfortable queen beds, providing a restful night's sleep for guests. Additionally, there's a convenient pullout couch in the living area, perfect for extra guests or family members. The tastefully decorated space exudes a welcoming ambiance, ensuring your stay is both relaxing and enjoyable.In addition to its prime location and comfortable accommodations, our home boasts a full kitchen equipped with all the amenities you need for a convenient and enjoyable stay. Whether you're a culinary enthusiast or simply prefer the convenience of preparing your own meals, our kitchen is fully stocked with appliances, cookware, and utensils.Furthermore, we understand that staying connected and having access to clean clothes are important during your travels. That's why our home includes a washer and dryer, allowing you to conveniently refresh your wardrobe as needed.Whether you're here for a weekend getaway, attending events at the Naval Academy, or exploring the charm of downtown Annapolis, our home provides a delightful home away from home. Book your stay with us and experience the perfect blend of comfort, convenience, and proximity to all that Annapolis has to offer.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 minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
20 reviews
10.0/10
Check Availability
Mins to DTA - King Beds - Parking
Mins to DTA - King Beds - ParkingMins to DTA - King Beds - Parking
Hotels in Annapolis
Welcome to your perfect Springtime getaway in the heart of Annapolis! This open-concept home is designed with family gatherings in mind. Location- 1/2 block to the USNA football stadium- 5 minute drive to state circle in DTA- 5 minute drive to Gate 1 of USNA- 10 minute walk to West Annapolis (dine at delicious restaurants and shop at local boutiques)Parking-On-site parking for up to 4 cars (2 in driveway and 2 along the curb)-Street parking available The SpaceLiving Room-Comfortable sectional & chair with seating for 6-Open concept to dining room and kitchen-Smart TVDining-Dining table with seating for 6-Kitchen peninsula with bar stool seating for 2-Bistro Kitchen table with seating for 2Kitchen-Pod + Drip coffee pot with ground coffee, pod decaf/regular coffee-Assorted decaf and caffinated teas.-Coffee bar: creamer, sugar, sweetener, milk frothing whisk-Fridge: filtered water + ice maker, 6 cans of flavored seltzer water upon arrival-Dishwasher-Electric range/oven-Microwave-Small appliances: toaster, air fryer, blender, and griddle-Dishes, utensils, glasses, wine glasses, salad/mixing bowls-Children's dishes and drink ware-Pots and pans, bakeware, containers for leftovers-Cooking utensils-knives and cutting boards-basic seasonings and oils-aluminum foilBasement-Large sectional and cushioned ottoman-Smart TV-Board games, puzzles, magnatiles, and more family fun activities located in the tv console table.Bedrooms-Memory foam king bed in first and second bedrooms-2 twin beds in the third bedroom-All bedrooms have black out curtains, extra blankets, closets, luggage rack/bench.Bathroom-Main floor bathroom with tub/shower-Basement bathroom with stand up shower-Public goods body wash, shampoo, and conditioner-Extra toiletries on hand if needed (toothbrush, toothpaste, deodorant, etc.) -Plush towels and washcloths Outdoor Space-Fully fenced-in backyard-Weber gas grill and grilling utensils-Outdoor dining table with umbrella with seating for 6-Outdoor sectional and coffee table -Outdoor string lights that turn on at duskExperienceLocated just minutes from Annapolis’ historic downtown, you can explore charming cobblestone streets, unique boutiques, and waterfront views. Take a stroll to the iconic Annapolis Harbor or visit the U.S. Naval Academy for a dose of local history.Create new traditions and be thankful for quality time spent in a home that feels like yours. Whether you’re hosting family dinners or enjoying the charm of this historic city, this is the perfect spot to make memories that last a lifetime.We look forward to welcoming you and ensuring your stay is both comfortable and memorable. Book your stay today and experience the the history and charm of Annapolis!License #: RENT-001212-2024About pets:No pets allowed.About children:Children allowed: ages 0-17.About customRules:Parties and events are strictly prohibited. We have a zero-tolerance policy. No local renters. Quiet hours are from 10 PM to 8 AM.Illegal activity, prostitution, and possession of firearms are strictly prohibited. Commercial photography and videography are strictly prohibited.,Booking a reservation constitutes compliance with the house rules. Violations will result in liability for any damages, fees, costs, or expenses..About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
4 reviews
10.0/10
Check Availability
18th Cent. Charm in Historic Downtown Annapolis
18th Cent. Charm in Historic Downtown Annapolis18th Cent. Charm in Historic Downtown Annapolis
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
5 reviews
9.6/10
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Gorgeous Carriage House close to USNA, walk to stadium, free parking,  pets+kids
Gorgeous Carriage House close to USNA, walk to stadium, free parking,  pets+kidsGorgeous Carriage House close to USNA, walk to stadium, free parking,  pets+kids
Hotels in Annapolis
Just finished with a few updates to kitchen and bedrooms + all new sheets and towels!new pictures coming soon!!Fantastic location! Free parking. Quick walk to Navy Stadium, 1 mile walk to downtown Annapolis and Naval Academy, 30 min drive to Baltimore or BWI and 45 min to Washington DC. Beautiful, immaculate private space. Safely tucked away a charming carriage house apartment in private backyard - 2 bedrooms, family room, well equipped kitchen and sparkling clean shower and bath. Pets welcomed but must be approved in advance +$75 pet fee per pet, per stay.Note - 7 night min. during USNA Commissioning Week. 2 night minimum preferred, but will accept one night bookings. Plenty toys for toddlers and babies, games for older kids. Highchair and pack & play. We have several bicycles available to use, different sizes for different ages, please ask. Outdoor space in the yard for toddlers to play. Also ask for corn hole and other yard games to use. Cozy fire pit area to enjoy, please ask for wood or bring your own. School fields near by and beautiful nature walking path right in front of the house. Please use the path for all pet bathroom needs not the backyard space. Hope you enjoy and relax in Annapolis with us! About pets:Pets allowed: limit 2 total.Respect our light color furniture and our yard..About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.Highchair, PackPlay, in- outdoor toys, bikes.About customRules:For pets bathroom needs please do not use the backyard instead the walking path in front of the house..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 20.About events:No events allowed.
Outstanding
19 reviews
10.0/10
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Walking distance to Navy Stadium! No cleaning fees!
Walking distance to Navy Stadium! No cleaning fees!Walking distance to Navy Stadium! No cleaning fees!
Hotels in Annapolis
This centrally located 3-story rental is steps away from everything Annapolis offers! Whether you're in town to explore the iconic Naval Academy, catch a game at the stadium, or enjoy a craft brew at the local brewery, you’ll find it all just a short stroll from your door.Indulge in unique dining at one-of-a-kind restaurants or unwind with loved ones at nearby outdoor spots. For those who love the water, bay access is just a block away. Master Bedroom:Queen-sized bedAttached master bathroomSecond Bedroom:Queen-sized bedThird Bedroom:Full-sized bedMain Living Room:Full-sized pull-out sofa bedArea Details:Within walking distance, you'll find an ice cream shop, coffee shop, local brewery, fine dining, and a high-end Mexican restaurant with a cocktail bar—perfect for unwinding. For a healthier bite, there's a juice bar with fresh eats, along with a local breakfast and lunch spot. Craving pizza? There's a great pizza place just around the corner, as well as a bagel shop for your morning fix. You'll also have easy access to a convenience store and grocery store for everyday needs. For unique finds, explore nearby antique stores and a high-end consignment shop. Plus, the iconic Naval Academy Stadium is just a short stroll away. If you're up for a little adventure, downtown Annapolis is just a little over a mile away, offering even more dining, shopping, and cultural attractions to enjoy.About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
10.0/10
Check Availability
See All 4-Star Hotels in Annapolis

FAQs

What are the best 4 star hotels in Annapolis?

Whether you are travelling to Annapolis for business or fun, Graduate by Hilton Annapolis (from SGD 188) , Annapolis Waterfront Hotel, Autograph Collection (from SGD 285) and The Westin Annapolis (from SGD 204) are all preferred hotels.

What is the average cost of staying in 4 star hotels in Annapolis?

For 4 star hotels in Annapolis, the average cost on weekdays is SGD 636, and the usual price on weekends (Friday–Saturday) is SGD 975.

Which 4 star hotels in Annapolis provide swimming pools?

There are many 4 star hotels in Annapolis with swimming pool. The Westin Annapolis (from SGD 204) is very popular.

Which 4 star hotels in Annapolis provide gym or fitness center?

What are the best 4 star hotels in Annapolis with bars?

What are some of the best 4 star hotels in Annapolis with breakfast?

What are the best 4 star hotels in Annapolis with luxury spa services?

Wanna soothe your muscles after long walk? Among 4 star hotels in Annapolis, The Westin Annapolis (from SGD 204) is very popular.

Which 4 star hotels in Annapolis provide free wifi?

For many, stable internet connection is a must for travel. Graduate by Hilton Annapolis (from SGD 188), Annapolis Waterfront Hotel, Autograph Collection (from SGD 285) and The Westin Annapolis (from SGD 204) are popular hotels with free Wi-Fi.

What are some of the best deals for 4 star hotels in Annapolis?

Trip.com keeps you informed of amazing deals on thousands of 4 star hotels. You can check the promotions page to see cheap hotels on Trip.com.

More information

Highest PriceSGD 2,620
Lowest PriceSGD 189
Number of Reviews512
Total Properties35
Average Price (Weekdays)SGD 636
Average Price (Weekends)SGD 975