9 Favorite Places to stay in Annapolis, Maryland

WANT TO STAY IN THE BEST HOTELS IN ANNAPOLIS MARYLAND?
Then you’re definitely in the right place, because there are lots of great Annapolis Maryland hotels for you and those are all listed in this article.
As I live in Maryland, I will use all my insider knowledge to help you pick the best places to stay in Annapolis, Md.
While the best hotels in Annapolis, MD is subjective, by the end of this article, you will find your best places to stay in Annapolis — so let’s get to it.
Annapolis is a picturesque city situated right in the Chesapeake Bay in Maryland. Although it has a relatively small population, it has Washington and Baltimore right on its doorstep, so it doesn’t feel like a small town. That said, what are some of the best places to stay in Annapolis, MD?
Going on vacation is exciting, especially in a great city like Annapolis. However, finding a great place to stay can sometimes be tedious rather than challenging.
So, I’m going to tell you about some of my favorite places to stay in Annapolis, Maryland. Also, I will give you a verdict on whether or not the city is worth visiting. So, let’s jump into it.

Our top pick: Best Places to stay in Annapolis, MD: 134 Prince – Luxury Boutique Hotel
When booking a place to stay in Annapolis, MD, I recommend 134 Prince Luxury boutique hotel. It’s a perfect example of dutch colonial architecture with modern luxuries in each room.
Top Places to stay in Annapolis, Maryland
1. Graduate Annapolis
The graduate hotel in Annapolis is a four-star hotel that isn’t going to cost you an arm and a leg. It’s décor is what separates the hotel from others. Not only is it classy, but it is also modern and unique.
The hotel features a fitness center free for all guests and two restaurants, one for breakfast and the other for lunch and dinner. The stylish rooms are equipped with TVs and refrigerators, which is a nice little touch. Each room has a double bed; some have two, and the deluxe king bedroom has a sofa and a bed.
While the hotel is not located directly in the city center of Annapolis, it is within a mile of some of the city’s best attractions. Some of these attractions include:
- Naval Academy Museum (0.6 miles). This is one of our favorite and best things to do in Annapolis with kids.
- William Paca Garden (0.5 miles)
- Banneker Douglass Museum (0.2 miles)
You also have bars and restaurants right on your doorstep. On one side of the hotel, you have College Creek; on the other, you have Acton Cove, a beautiful spot to watch the boats on the water.
2. Historic Inns Of Annapolis
The Historic Inns of Annapolis, MD is located in the historic district. You will always know that you are in the historic district because the roads are brick.
As beautiful as this hotel is, one of its main selling points is that all three buildings are just a 5-minute walk from the United States Naval Academy. In fact, most attractions and amenities are within walking distance of the hotel.
The hotel features old-fashioned decor, but it still manages to feel modern. Each room has plush bedding and a 47-inch flat-screen TV for those nights when you’re too tired to go out. All rooms feature a double bed, but the four king rooms have an extra large double bed.
While the hotel does not feature a restaurant, those can be found within walking distance. The hotel does, however, have a beautiful bar. In addition, the fitness center is free for guests to use, just in case you don’t want to mess up your training routine while on holiday.
3. Chic Condo With Balcony
If Annapolis hotels aren’t your thing, why not stay at a condo for a more relaxed vibe? Chic Condo is located right in the heart of the city of Annapolis. Its beautiful balcony has some spectacular views and is a great place to have a cup of coffee before starting your day.
The condo features a beautiful kitchen with all the necessary appliances, so if you don’t feel like eating out, you can make a nice home-cooked meal. Basically, the condo is perfect if you plan on spending a week or more in Annapolis.
Everything in the condo is modern, and it offers free Wi-Fi so you can stay connected while in the city.
That said, at least six restaurants are within walking distance of this property. You can also walk to the United States Naval Academy and its museum. However, the nearest beach is 1.8 miles away, so you will probably need a car for that or use an Uber/taxi.
4. Hilton Garden Inn Annapolis Downtown
The Hilton Garden Inn is located on West Street in Annapolis, Maryland. It is centrally located, with most attractions and amenities close by. The hotel features a restaurant with a lounge and a bar with an upmarket feel.
Sparrow and Carr’s beach is approximately 2 miles away and offers excellent sightseeing or relaxation. The lemongrass restaurant is only 150 feet away, and many more restaurants are within walking distance.
The three-star hotel has a modern feel and look. It offers spacious rooms, all with free Wi-Fi and coffee makers. The fitness center is big and has most of the equipment you would need.

5. The Westin Annapolis
The Westin in Annapolis is one of the most beautiful-looking hotels in the city. At night when it lights up, it becomes an excellent sight to see.
That said, the hotel is not the most centrally located, and you would likely need an Uber/taxi or a car while staying here. However, a major selling point for this hotel is that it is only 16 miles from the nearest airport.
That said, you are still close to a few attractions. These include:
- The Navy-Marine Corps Memorial Stadium.
- The gallery of fine crafts and arts.
- SPA Creek.
- Tuxturn park.
This hotel is perfect for people who have pets as it is pet friendly. However, I always advise calling the hotel to tell them what pet you plan on bringing before pitching up with them, as there are always guidelines even when a hotel says “pet friendly.”
When it comes to features, this hotel delivers; here is what you can expect:
- Bar
- Fitness center
- Swimming pool
- Free WIFI
- Parking
- Bike rental
The hotel is especially popular with golfers due to its proximity to the Annapolis golf course.

6. Annapolis Waterfront Hotel, Autograph Collection
The Annapolis waterfront hotel is located 0.4 miles from the city’s center. Therefore, almost everything you need is situated within walking distance.
Because you are located right by the water, your days start as you look out your window, especially if you are there at the right time of year. That said, the hotel has views of the city, but you can also watch boats, jet skis, etc.
The hotel is also pet friendly which is another bonus. Please remember to phone in before bringing your pets, as charges may apply. Here are a few more features you can expect when staying at the Annapolis waterfront hotel:
- A bar
- A restaurant
- Bike rental
- Business center
- Fitness center
- Electric vehicle charging station
- Free WIFI
- Pet bowls and baskets
- Spectacular views
- Currency exchange
It is highly recommended that you make a reservation early if you plan on staying here during the spring and summer months.
7. Prince – Luxury Boutique Hotel
The only five-star hotel in this article is the Prince luxury boutique hotel. The hotel has a classic American home look, and you can already start to tell why it is a five-star hotel when it switches that light on at night.
Most Annapolis attractions are all within walking distance and some less than 0.5 miles away. If you prefer a more guided holiday experience, the hotel does offer biking and walking tours
However, with its beautiful gardens and picnic area all with furniture, you might not want to leave the hotel.
The hotel’s interior is classy and elegant, from reception to the rooms. Luckily they offer wine and champagne but do not have a restaurant. That said, there is a Bar and Grill only 200 feet away, along with a few other restaurants.
8. Extended Stay America Suites
It is one thing for a hotel to cater to more extended stays, but as the name suggests, this hotel is designed for it with street parking, a fitness center, free Wi-Fi, and fully equipped kitchens. Oh, the hotel also offers a complimentary grab-and-go breakfast which is significantly helpful on hectic mornings.
You should have a car because most top attractions are over 3 miles away. However, you are very close to broad Creek park and timber Creek, which are beautiful little locations for some sightseeing.
The hotel is pet-friendly. However, charges may apply, and you should phone in before bringing your pets. It also offers a few facilities, these include:
- A fitness center
- Laundry
- BBQ facilities
- A picnic area
A few restaurants and a Starbucks are within walking distance.
9. Scotlaur Inn Bed & Breakfast
The Scotular inn Annapolis bed and breakfast is by far the most unique-looking on this list. It resembles something you would find around New York. However, the bed and breakfast interior has an old-school feel.
The main selling point for this hotel is that it is located right in the city center. In addition, they offer a walking tour where you can learn more about the city and the culture surrounding Annapolis.
There’s not much else to say about the bed and breakfast except that it is a great place to stay if you plan on staying in Annapolis for a few days.
FAQS on Annapolis MD hotels
When Is The Best Time To Visit Annapolis, Maryland?
The best time to visit Annapolis, MD, is between March and May, basically, in the spring. The earlier you get there in spring, the better.
As the greenery becomes more prominent and flowers start to blossom, the city has a majestic look that cannot be described; you have to see it.
If you are more about doing activities, summer is the best time to visit Annapolis. There is a particular bustle with all the water activities going on.
That said, during the spring and summer, you will get a complete feel for what the city offers. The beaches are clean, the nightlife is excellent, restaurants open their patios, and the Chesapeake Bay becomes a big open playground.

Is Annapolis, Maryland, Worth Visiting?
Whether you watch traveling from overseas or elsewhere in the United States, Annapolis, MD, is definitely worth the visit. There is so much to see, do, and eat. Speaking of eating, Annapolis cuisine is a representation of its rich history.
You can enjoy some of the best wineries in Annapolis, MD or near Annapolis.
Here is just a taste of what you can expect when visiting Annapolis, MD:
- Great culture and friendly people.
- Endless amounts of water activities.
- Great food.
- Museums that showcase a rich history.
- The beautiful historic district.
- A modern downtown.
- A bustling nightlife (Especially in Spring and Summer)
- Family fun.
- Excellent fishing from the shore or in a boat.
- Windsurfing
- Canoeing
- Tours
- Hiking
What Is Annapolis, Maryland, known for?
For many people, the Navy is what comes to mind when thinking about Annapolis, MD However, the city is known for so much more than that. Remember, Annapolis was founded in 1649 and has played a significant role in America’s history.
I would say that what Annapolis, MD, is known for depends on the type of person you ask. Let’s take a look at a few examples:
- Annapolis is the capital of Maryland.
- Perhaps to history buffs, Annapolis is known for its role in the revolutionary war. It became the country’s capital, and the Treaty Of Paris was signed in the city back in 1784.
- For military enthusiasts, Annapolis, MD, is known for its rich history regarding the United States Navy. Not only does it have a Navy museum, but it also has the United States Naval Academy.
- The city is home to one of the oldest colleges in the United States, Saint Johns college.
- When speaking to a food enthusiast, they might tell you that Annapolis is best known for its seafood. So whether you want steamed blue crab, oysters, or scallops, Annapolis and its citizens are spoiled for choice.
Final thoughts on places to stay in Annapolis Maryland
Annapolis has played a significant role in the history of the United States. It is a unique city with much to see and do.
Hopefully, after reading this article, you will have a better idea of where you are going to stay when you get to Annapolis.






