17 Annapolis Hotels in the Heart of All the History, Charm and Action

Kimberly Miles Avatar

Annapolis Maryland at sunset
Photo courtesy of Visit Annapolis & Anne Arundel County

Annapolis, Maryland is a beautiful city located on the Chesapeake Bay. Located just 45 minutes from the nation’s capital and the city of Baltimore, the capital city of Maryland is mostly known for the United States Naval Academy. However, it is packed with historical sites and attractions for families, business travelers and solo travelers! If you’re looking for a place to stay during your next visit, we’ve compiled a list of the 17 best Annapolis hotels that puts you at arm’s reach of all the city has to offer. From cheap hotels and historic inns to modern and luxurious waterfront resorts, there’s something for everyone in this charming coastal town.

Exterior fo The Maryland Inn, an Annapolis hotel
Photo courtesy of Visit Annapolis & Anne Arundel County

The Maryland Inn of the Historic Inns of Annapolis

16 Church Circle
Annapolis, MD 21401
(410) 263-2641

For incredible views of downtown Annapolis Main Street, the Maryland Inn is a great choice. Set in an 18th century red brick Victorian building in the Annapolis city center, this boutique hotel is one of the Historic Inns of Annapolis, each of which offers its own unique style and feel.

Guests at the Maryland Inn enjoy amenities such as 24-hour front desk, 24-hour fitness center, dry cleaning services, complimentary wifi and flat-screen TVs in the bedroom. When you get hungry, the Maryland Inn is just steps away from several delicious waterfront restaurants. The Drummer’s Lot Pub is located onsite to grab a drink and relax at the end of a busy day.

Here’s why The Maryland Inn is a great option:

  • Convenient location, steps from the Maryland State House, U.S. Naval Academy and several shops and restaurants
  • Free area shuttle makes getting around easy
  • Free wifi and mini-fridge in all rooms
  • Pet-friendly package available
A guestroom at the Annapolis Waterfront hotel in Annapolis
Photo courtesy of Visit Annapolis & Anne Arundel County

Annapolis Waterfront Hotel, Autograph Collection

80 Compromise St.
Annapolis, MD 21401
(410) 268-7555

The Annapolis Waterfront Hotel by Marriott Autograph Collection is a great choice for travelers who want a touch of luxury, yet still want to be in the city center Overlooking Annapolis Harbor, the Marriott Annapolis Waterfront Hotel is just steps from the “Yard” and historic district.

Amenities at this upmarket hotel include an outdoor pool, fitness center, business center and free wifi. The onsite restaurant, Pusser’s Caribbean Grill, is a great place to relax and fill up or have a drink while overlooking the harbor.

Here’s why Marriott Annapolis Waterfront Hotel is a great option:

  • Amenities such as an outdoor pool, fitness center and free wifi
  • Convenient downtown waterfront location with on-site restaurant
  • Steps from the United States Naval Academy and the Maryland State House
  • Coin-operated laundry available
Annapolis hotel room at the Graduate Annapolis
Graduate Annapolis – New in 2019, Photo courtesy of Visit Annapolis & Anne Arundel County

Graduate Annapolis

126 West St.
Annapolis, MD 21401
(410) 263-7777

The Graduate Annapolis is located just one mile from the United States Naval Academy and Navy-Marine Corps Memorial Stadium. This stylish 4-star hotel is an excellent choice whether you’re visiting Annapolis for business or pleasure.

Set in the heart of downtown Annapolis, this hotel features a bar with terrace, 24-hour fitness center and 24-hour business center. In your room you’ll get free wifi to stay connected as well as a flat screen TV, working desk, and Keurig coffeemaker. When you work up an appetite, the onsite restaurant Trophy Room is there to serve up locally inspired dishes, while Poindexter Coffee gets your day started right with delicious breakfast sandwiches and fresh coffee.

The Graduate Annapolis is also located less than a mile from St. John’s College (the oldest college in town) and a short two-minute drive from the Maryland State Capitol.

Here’s why Graduate Annapolis is a great option:

  • Complimentary bike rentals to explore the area
  • Pet-friendly hotel with dog park, so you can bring along your furry companion
  • Convenient located, steps away from Chesapeake Bay and local restaurants and shops
  • Fun, college campus themed decor
Annapolis Naval Academy
The family-run Inn at Horn Point B&B is a just a short walk from the Annapolis Naval Academy. Photo courtesy of Visit Annapolis & Anne Arundel County

The Inn at Horn Point

534 Burnside St.
Annapolis, MD 21403
(410) 268-1126

If you’re looking for a more intimate and personal setting, the Inn at Horn Point is an excellent choice. This family-run bed and breakfast is located in a historic Victorian home and is just a short walk from the U.S. Naval Academy and Maryland State House. It is also within walking distance of many restaurants and shops and just a 15-minute walk to the historic Charles Carol House.

With just three unique guest rooms to choose from, you’ll feel as though you are right at home. Cooked-to-order breakfast is made from the Inn’s scratch kitchen, using all-natural and organic ingredients from local farmers markets and specialty stores. Some ingredients are grown right there at the Inn! On the weekends, enjoy the Inn’s famous three-course breakfast featuring a fresh fruit course, an intermezzo, and a savory or sweet main entree.

Here’s why The Inn at Horn Point is a great option:

  • Historic, family-run Victorian home with only three uniquely decorated guest rooms
  • Short walk to the U.S. Naval Academy, Maryland State House, and 18th century Charles Carol House
  • Cooked-to-order breakfast made with all-natural and organic ingredients
  • Rooms with modern amenities such as free wifi and TV

Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina

100 Heron Blvd., US-50
Cambridge, MD 21613
(410) 901-1234

Sitting on a 400-acre nature preserve with an 18-hole golf course, the Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina is a great choice for travelers who want to work on their golf swing while still being close to all of the Annapolis action.

Located on the Choptank River, this upscale resort is three miles from the Richardson Maritime Museum and four miles from the Bill Burton Fishing Pier State Park. Amenities and features include an 18-hole golf course, 150-slip marina, full-service spa, 24-hour fitness center and business center. There’s also free wifi, indoor and outdoor pools and a kids club.

With five restaurants to choose from, you’ll never go hungry or thirsty. Even your furry family members will feel welcome when they are welcomed with a dog bowl, bed and dog tag with the hotel contact information.

Here’s why Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina is a great option:

  • AAA Four-Diamond Facilities including an 18-hole golf course, marina and full-service spa
  • Camp Hyatt Kids Club for travelers bringing the little ones along
  • Multiple on-site restaurants and lounges to choose from
  • Complimentary parking with electric vehicle charging
Banneker-Douglas museum sign in Annapolis MD
The Westin Annapolis is a just a short walk to the Banneker-Douglas Museum. Photo courtesy of Visit Annapolis & Anne Arundel County

The Westin Annapolis

100 Westgate Circle
Annapolis, MD 21401
(410) 972-4300

Located a short 15-minute walk from the Maryland House and a 13-minute walk from the Banneker-Douglass Museum, the upscale Westin Annapolis hotel is a great downtown choice with a lot to offer.

The Westin offers easy access to popular Annapolis attractions such as the Chesapeake Bay, Annapolis Waterfront, U.S. Naval Academy and Navy-Marine Corps Memorial Stadium. A self-guided tour of charming and historic Annapolis is an excellent way to spend the day. Complimentary bicycle rentals are available to make exploring even easier. With 14 meeting rooms and more than 15,000 square feet of event space, the Westin Annapolis is also one of best hotels for business and events.

Back at the hotel, you’ll have access to amenities such as an indoor pool, fitness center and free wifi. There’s also an onsite restaurant serving up delicious local eats as well as a grab-and-go coffee house to quickly get you on your way in the morning.

Here’s why The Westin Annapolis is a great option:

  • Onsite restaurant and grab-and-go coffee house
  • Fitness center and indoor pool
  • Steps from historic Annapolis and its museums, shops and restaurants
  • Complimentary bicycle rentals

Doubletree by Hilton Hotel Annapolis

210 Holiday Court
Annapolis, MD 21401
(410) 224-3150

Just a few miles outside of the center of Annapolis, this classic yet modern hotel has what you need for a comfortable stay that is still close to all you want to do and see in downtown Annapolis. And with a fresh, warm Doubletree chocolate chip cookie to welcome you with at check-in, your trip will be off to a good start the moment you step in their doors. (You can make those yummy cookies at home with this recipe.)

With a free shuttle to take you anywhere within five miles of the hotel, guests at the Doubletree Annapolis have easy access to nearby sites such as the Westfield Annapolis Mall, Annapolis Town Center and U.S. Naval Academy. Other amenities include an Olympic-sized pool, 24-hour fitness center, business center, free wifi and free parking.

When you get hungry, head to the hotel’s all-day seafood restaurant to get a delicious meal, or pick up a snack and coffee at the hotel cafe. Ordered more than you can eat? Back in your room you’ll have a minifridge and microwave to store your leftovers for when your appetite returns.

Here’s why the Doubletree by Hilton Hotel Annapolis is a great option:

  • Free downtown shuttle to take you to the nearby sites within five miles
  • Onsite restaurant and cafe
  • Room service available
  • Outdoor pool and fitness center
Exterior fo the Crowne Plaza Annapolis hotel
Photo courtesy of Visit Annapolis & Anne Arundel County

Crowne Plaza Annapolis, an IHG Hotel

173 Jennifer Road
Annapolis, MD 21401
(410) 266-3131

Located just a few miles from historic downtown Annapolis, the Crowne Plaza Annapolis puts you close to all of the popular Annapolis attractions including the Navy-Marine Corps Memorial Stadium, U.S. Naval Academy and Maryland State House. It is one of the best Annapolis hotels for being near the action without having to deal with the congestion.

Complimentary amenities at the Crowne Plaza Annapolis include a 24-hour fitness center, heated indoor pool, hot tub, business center, 24-hour convenience store, complimentary parking and a lobby lounge with fireplace. Back in your room, you’ll have complimentary wifi, flat-screen TVs and access to room service.

In addition to its convenience to the city center, the hotel also puts you near attractions such as Rams Head on Stage, Sandy Point Beach and the upscale Westfield Mall.

Here’s why Crowne Plaza Annapolis is a great option:

  • Convenient location near downtown Annapolis and other popular attractions
  • Guest rooms with free wifi, minifridges and room service
  • Several on-site amenities such as a fitness center, pool and 24-hour sundry shop

Courtyard by Marriott Annapolis

2559 Riva Road
Annapolis, MD 21401
(410) 266-1555

If you’re looking for a basic hotel that is still packed with amenities to make for an incredible trip to Annapolis, the Courtyard by Marriott definitely fits the bill. Just a short walk from the Annapolis Town Center and a short drive from downtown Annapolis, you’ll have all you need for a comfortable and eventful stay.

Amenities at the hotel include an outdoor courtyard, onsite restaurant and convenience store, Starbucks coffee, 24-hour business center and fitness center, complimentary wifi and free parking. And when you’re ready to get out and see what Annapolis has to offer, you’ll be within minutes of the U.S. Naval Academy, Navy-Marine Corps Memorial Stadium, Sandy Point State Park and Annapolis mall. At the end of the day, crash on top of your plush and cozy luxury bedding while watching a movie on your flat screen TV.

Here’s why Courtyard by Marriott Annapolis is a great option:

  • Convenient location near popular Annapolis attractions and shopping
  • Onsite American restaurant and Starbucks coffee
  • 24-hour fitness center and business center
  • Located 20 miles from the BWI airport

Sonesta ES Suites Annapolis

170 Admiral Cochrane Dr.
Annapolis, MD 21401
(410) 573-0300

If you’re looking for spacious rooms, convenience, and comfort, the Sonesta ES Suites is one of the best all-suite Annapolis hotels to consider. Located within miles of the City Dock, Maryland State House and U.S. Naval Academy, this cozy hotel is an excellent choice for both business travelers and families.

As a guest, you’ll enjoy complimentary amenities such as hot breakfast, free wifi, outdoor pool, fitness center, business center and convenience store. There’s even a grocery delivery service available so you can cook up your own meals in your fully-equipped kitchen. In addition to the full-kitchen, your spacious room comes equipped with free wifi and flat-screen TVs and a fireplace to keep you cozy if staying in a two-bedroom suite.

Here’s why the Sonesta ES Suites is a great option:

  • All-suite hotels with fully equipped kitchens
  • Two-bedroom suites available for larger groups with fireplaces and separate living room area
  • Excellent location near all of the area’s popular attractions
  • Complimentary hot breakfast
  • Convenience store and grocery delivery available

Hampton Inn & Suites Annapolis

124 Womack Dr.
Annapolis, MD 21401
(410) 571-0200

The Hampton Inn & Suites Annapolis is a great choice for budget-minded travelers. Located just outside of downtown Annapolis, this laid-back hotel is just a short drive to the U.S. Naval Academy, Maryland State House and an hour’s drive to Washington, DC.

Complimentary amenities at the Hampton Inn include a free hot breakfast, outdoor swimming pool, fitness center, business center and a lobby lounge with a fireplace. If you drive your own car, you won’t have to worry about paying for parking– there’s plenty of complimentary parking on site!

When you want to get some shopping done, the Festival at Riva shopping mall is just a mile away as well as many restaurants to refuel after a day of exploring.

Here’s why Hampton Inn & Suites Annapolis is a great option:

  • Outdoor pool and fitness center
  • Complimentary breakfast and weekday breakfast bags to-go
  • Convenient location right outside of downtown Annapolis
  • Just a one hour drive to the nation’s capital
MAin Street, Annapolis MD
Annapolis, Maryland, Main Street. Photo courtesy of Visit Annapolis & Anne Arundel County

Hilton Garden Inn Annapolis Downtown

174 West St.
Annapolis, MD 21401
(410) 990-1100

The Hilton Garden Inn Annapolis Downtown is another great choice for travelers who want to be centrally located and walking distance to all the great things Annapolis has to offer. This laid back, relaxed hotel is a short walk from the U.S. Naval Academy and Maryland House and less than a mile from the William Paca House & Garden.

Amenities include an on-site restaurant, complimentary breakfast, 24-hour fitness center and business center. Guest rooms include free wifi, flat-screen TVs, minifridges, microwaves and room service. Some rooms include a balcony, and suites have a separate living area and wet bar.

Just a few miles away from the hotel is the Quiet Water Park where you can enjoy some time outdoors, do some biking, or take advantage of boat rentals. When you’re ready to refuel, head to the 24-hour snack shop or the on-site restaurant.

Here’s why Hilton Garden Inn Annapolis Downtown is a great option:

  • On-site restaurant serving breakfast, lunch and dinner
  • Complimentary breakfast
  • Steps from the United States Naval Academy and the Maryland State House
  • Located 36 miles from the Ronald Reagan Washington National Airport (DCA)

Best Western Annapolis

2520 Riva Road
Annapolis, MD 21401
(410) 224-2800

For another budget hotel option located outside of downtown Annapolis, the Best Western Annapolis should be on the list.

Amenities at this relaxed Annapolis hotel include a complimentary breakfast buffet, seasonal outdoor pool, terrace, fitness center and coin-operated laundry. Rooms include free wifi, a minifridge and microwave. If you travel with people under the age of 18, they’ll stay free. Pets are also welcome!

Here’s why Best Western Annapolis is a great option:

  • Short drive from the Maryland State House and William Paca House and Garden
  • Children age 17 and under stay free with an adult
  • Rooms with free wifi, minifridges and microwaves
  • Complimentary breakfast buffet
Sailboats racing off the coast of Annapolis MD
Photo courtesy of Visit Annapolis & Anne Arundel County

Extended Stay America – Annapolis – Womack Drive

1 Womack Dr.
Annapolis, MD 21401
(410) 571-9988

If you’re planning to stay for more than just a couple of days and looking for the best Annapolis hotels to settle in, the Extended Stay America Annapolis should be at the top of your list. Not only is this hotel convenient to all of Annapolis’ top sites and attractions, but all of its rooms have fully-equipped kitchens so you can really make yourself at home when you’re not out exploring.

In addition to being minutes from the Maryland State House and U.S. Naval Academy museum, you’ll also be minutes from the Maryland Hall for Creative Arts, Quiet Waters Park, William Paca House and Garden and the Sandy Point State Park.

Meanwhile, back at the hotel you’ll have access to amenities such as free wifi, guest laundry, fully-equipped kitchen with refrigerator, stovetop and microwave, and a free grab-and-go breakfast to fill you up before a day of exploring.

Here’s why Extended Stay America – Annapolis – Womack Drive is a great option:

  • Free grab and go breakfast
  • Spacious suites with fully-equipped kitchens
  • Easy access to popular Annapolis attractions
  • Kids age 17 and under stay free with an adult
  • Pet-friendly rooms available so you don’t have to leave your furry family members behind

Holiday Inn Express & Suites Annapolis, a IHG Hotel

2451 Riva Road
Annapolis, MD 21401
(410) 224-4317

Just five miles from historic downtown Annapolis, the Holiday Inn Express & Suites is a great modern hotel choice if you’re looking for comfort and convenience without breaking the bank. Less than a half hour away from the BWI airport, it is one of the best Annapolis hotels for both business and pleasure travelers alike.

As a guest, you’ll enjoy amenities such as a free breakfast bar to get your day started, a 24-hour fitness center, 24-hour business center, free high-speed wifi and laundry machines. Back in your comfortable and cozy room you’ll find a minifridge and microwave in some rooms and a minibar and whirlpool tub if you upgrade to a suite.

Popular Annapolis attractions such as the Navy-Marine Corps Memorial Stadium, Sandy Point State Park, Annapolis Harbor and U.S. Naval Academy are just minutes away. The hotel is also located just across the street from Annapolis Towne Center, an open-air mall where you can do some upscale shopping and dining.

Here’s why Holiday Inn Express and Suites Annapolis is a great option:

  • Complimentary hot breakfast bar
  • Convenient location to several popular sites and attractions
  • Kids ages 19 and under stay free with an adult

Springhill Suites by Marriott Annapolis

189 Admiral Cochrane Dr.
Annapolis, MD 21401
(443) 321-2500

A short drive from downtown Annapolis and the U.S. Naval Academy, the Springhill Suites by Marriott is great for travelers who want the comforts of being at home during their getaway. Every guest who stays at the Marriott will have a suite with a kitchenette and free wifi. Some rooms even offer a whirlpool tub.

Other amenities at the hotel include a complimentary breakfast buffet, 24-hour fitness center, convenience store, indoor heated pool, whirlpool spa and laundry facilities. If you’re driving your own car, you’ll have access to free on-site parking and a complimentary car charging station for electric cars. And when you’re read to get out and explore, you’ll be just minutes away from popular attractions such as the Navy-Marine Corps Stadium.

Here’s why Springhill Suites by Marriott is a great option:

  • Convenient to the U.S. Naval Academy, Navy-Marine Corps Satidum, historic downtown Annapolis and Westfield Mall
  • All-suite hotel with kitchenettes
  • Complimentary breakfast buffet

Country Inn & Suites by Radisson, Annapolis, MD

2600 Housley Road
Annapolis, MD 21401
(410) 571-6700

If you’re looking for a quiet neighborhood hotel that still puts you near all of the Annapolis action, the Country Inn & Suites by Radisson definitely needs to be on your list. This classic and straightforward hotel is a short drive from the picturesque Maryland State House, U.S. Naval Academy, Jonas Green State Park and Sandy Point State Park. It is also a short drive from Six Flags America theme park, a fun day trip for all ages!

Amenities at the hotel include a complimentary hot breakfast including their delicious signature waffles. Additionally, there’s an indoor pool, whirlpool tub, fitness center and coin-operated laundry facilities. There’s also a weekend shuttle to take you around to the local sites. Back in your room, you’ll get free wifi, a microwave and minifridge. Upgrade to a suite and get a whirlpool tub and fireplace to make your stay even more comfortable.

Here’s why Country Inn & Suites by Radisson is a great option:

  • Convenient location to popular Annapolis attractions for all ages
  • Complimentary weekend shuttle to local sites
  • Free hot breakfast, coffee and cookies
  • Free for children aged 17 and under (with a paying adult)
Kimberly Miles is a mother of one and an experienced solo and single mom traveler. So far, she has traveled to Jamaica, Puerto Rico, Dominican Republic, Costa Rica, Dubai, Bahamas, Aruba, Mexico, and several places in the U.S. Kimberly was born and raised in Alexandria, Virginia, but in 2018 she took a leap of faith and made the beautiful beach town of Puerto Vallarta, Mexico her home with her young son. In addition to writing for SheBuysTravel, Kimberly ghostwrites blogs on a variety of topics. She also provides marketing consulting services and business guidance to entrepreneurs, small businesses, and corporations via her independent business KNM Virtual Solutions. When she’s not traveling or writing, you can find Kimberly working out, eating tacos, dancing the night away, or spending time at the beach with her son. You can read more of her work at Travel Unapologetically.
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