The Best Hotels to Book in Annapolis, Maryland

Get a flavor of Annapolis with a stay at the Graduate Annapolis
Get a flavor of Annapolis with a stay at the Graduate Annapolis | Courtesy of Graduate Annapolis / Expedia
Photo of Jessi Quinn Alperin
1 December 2021

Annapolis, Maryland, is an incredible and historic city on the Chesapeake Bay. Despite being the state capital, it gives off a New England small-town feel. Soak up the vintage ambiance as you walk along cobblestone streets to see the Maryland State Assembly or watch boats go by from the pier. Whether you want modern comforts or a stay steeped in history, here’s our pick of the best places to stay in Annapolis, Maryland.

Graduate Annapolis, for Ivy Leaguers

Large room at the Graduate Annapolis with a sofa and armchairs, a table and chairs and two large windows
Courtesy of Graduate Annapolis / Expedia
This vintage-modern hotel has a quintessential Annapolis vibe with contemporary flair. The restaurant and bar feel like an Ivy League presidential lodge and the rooms make you feel like you’re enrolled in the US Naval Academy just a few blocks away. And the best part? You can bring your pet with you! With plenty of parks and gardens to explore nearby, you can go for a walk with or without your four-legged friend.

DoubleTree by Hilton Hotel Annapolis, for exploring east of the city

Aerial view of the outdoor swimming pool at the DoubleTree by Hilton Hotel Annapolis
Courtesy of DoubleTree by Hilton Hotel Annapolis / Expedia
If you’re a medieval enthusiast heading to the annual Maryland Renaissance Festival, this hotel is just a short distance away. Situated just outside Annapolis, it is also well-positioned for both exploring the city and hiking nearby trails. At the end of a long day, you can relax in the seasonal, outdoor, Olympic-size pool or enjoy regional bites at the hotel’s in-house restaurant.

Annapolis Waterfront Hotel, Autograph Collection, for a chic stay by the marina

Stylish room at the Annapolis Waterfront Hotel with a bed, a wooden floor and sliding screens opening onto a seating area
Courtesy of Annapolis Waterfront Hotel / Expedia
Upscale accommodations that reflect their surroundings are the mark of Autograph Collection Hotels, and the Annapolis Waterfront Hotel is no exception. The expansive rooms feel more like luxury vacation homes than hotel rooms with a clean, bright and nautical look. The location is also excellent: you can step onto your balcony to view the marina or walk outside the hotel and already be downtown.

The Westin Annapolis, for sleek accommodations

Exterior of the Westin Annapolis featuring a grand entrance with columns
Courtesy of the Westin Annapolis / Expedia
This modern, luxury Annapolis hotel has an entirely different feel from the historic cobblestone streets of the city. Though it was designed to attract business travelers and those working in the state legislature, it makes for a sleek vacation stay only a few blocks away. When it’s time to relax, you can chill in the sizable indoor pool or chow down on some classic American fare at the in-house restaurant.

Crowne Plaza Annapolis, an IHG Hotel, for ultimate comfort

A large indoor swimming pool at the Crowne Plaza Annapolis
Courtesy of Crowne Plaza Annapolis / Expedia
When it comes to comfort, Crowne Plaza’s got you covered. Choose from various guest rooms and suites, including a presidential suite with both a living and dining area. After checking in, swim laps in the indoor pool or do some cardio in the large gym. There is also a small convenience market so you can grab something on your way out, whether you’re headed to Waterworks Park, Westfield Annapolis, the Pennsylvania Dutch Farmers’ Market or any of the other nearby attractions.

Historic Inns of Annapolis, to be immersed in history

Exterior of Historic Inns of Annapolis at night
Courtesy of Historic Inns of Annapolis / Expedia
If you’re looking for somewhere a little different to stay in Annapolis, Historic Inns of Annapolis allows you to choose between three restored Victorian hotels. When you stay here, you won’t just visit Annapolis, you’ll be fully immersed in the city’s atmosphere and history. You won’t have to give up contemporary comforts, though – modern amenities have been woven into the meticulously refurbished design.

Courtyard by Marriott Annapolis, for extended stays

Outside seating area at the Courtyard by Marriott Annapolis with wicker tables and chairs, grass and a tree
Courtesy of Courtyard by Marriott Annapolis / Expedia
Comfort and value are the markers of this west Annapolis hotel. If you’re planning an extended stay, book a spacious suite. When you need snacks or toiletries, essentials are available from the onsite convenience store. Want to chill outside your room? Head to the on-site American bistro or grab a media pod, where you can do work, take meetings or watch TV.

Country Inn and Suites by Radisson, Annapolis, MD, for the free shuttle

Chain Hotel
Cozy lounge area at the Country Inn and Suites by Radisson with leather armchairs, a coffee table and fireplace and a flight of stairs leading to the next floor
Courtesy of Country Inn and Suites by Radisson / Expedia
This pet-friendly Annapolis hotel offers a complimentary shuttle service to get you to your excursions during evenings and weekends. If you’re hoping to stay closer to home, you can take a dip in the hotel’s heated indoor pool and hot tub. After grabbing your complimentary breakfast, you’re in the perfect location to trek through the Waterworks Park next door or watch some jousting at the annual Maryland Renaissance Festival, less than ten minutes away.

Hilton Garden Inn Annapolis Downtown, for easy access to the sights

Lounge area at the Hilton Garden Inn Annapolis Downtown with wooden flooring, wooden chairs and several sofas
Courtesy of Hilton Garden Inn Annapolis Downtown / Expedia
When you stay here, you’ll have all of Annapolis at your fingertips without compromising on contemporary design or in-house dining. Located along the city’s main road, the hotel is in a prime location for accessing downtown’s cute shops and visiting the US Naval Academy. In the morning, bask in the morning sun on your suite’s terrace or enjoy a relaxing breakfast at the restaurant downstairs.

SpringHill Suites by Marriott Annapolis, for an ecofriendly getaway

Exterior of SpringHill Suites by Marriott Annapolis against a blue sky
Courtesy of SpringHill Suites by Marriott Annapolis / Expedia
Looking for an ecofriendly place to stay in Annapolis? This hotel is solar-powered and also offers electric charging stations for vehicles. Since every room is a suite, it’s also an excellent choice if you’re planning a longer stay. All suites feature a kitchenette and a large living room, so you can spread out and make yourself comfortable. You’ll be able to get some reps in at the on-site gym, which has both cardio machines and free weights, or you can take it easy in the indoor pool and hot tub.

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