When you get to the DoubleTree by Hilton Hotel Annapolis, you get a warm chocolate chip cookie. This comfortable welcome sets the tone for a relaxing stay and has become a favorite tradition for guests.
This hotel is in Annapolis, just a few minutes from one of Maryland’s most beautiful historic areas. It is the right mix of peaceful comfort and easy access to local attractions. A great location between Annapolis Town Center and Westfield Annapolis Mall, the historic downtown harbor, and the U.S. Naval Academy and the Maryland State House, and you will not have to worry about finding parking in busy city areas.
This guide by Zavros Place goes beyond basic listings to provide the true experience of things to do in Annapolis DoubleTree by Hilton Hotel, from its free guest parking and shuttle service to surrounding food, attractions, and the little touches that make it special.

First Impressions & Check‑In
The DoubleTree by Hilton Hotel Annapolis makes you feel at home as soon as you walk in. Guests think the lobby’s fireplace area (which is often used) and lots of sitting make it warm and welcoming, especially when it is cold outside. This is a great first impression after a long drive.
Check-in is quick and easy, and many guests mention the helpful and professional front desk staff who help you get settled in fast. People who have written reviews often say that the staff tries to be friendly and helpful, which sets the tone for your time in Annapolis.
A signature part of coming here is the warm DoubleTree chocolate chip cookie you receive at check‑in. This signature gesture allows for a personalized greeting and defines the hotel’s check-in experience from more business-oriented properties.
Overall, the friendly lobby, helpful staff, and warm cookie make a good first impression and a nice start to your stay.

Location: Why Choose DoubleTree by Hilton Hotel Annapolis Maryland?
DoubleTree Annapolis is more than just an address; its great location makes it one of the best places to stay. Located away from the U.S, this hotel is easy to access from Route 50/301, whether you are going from Baltimore or Washington, D.C., or visiting Annapolis and the area around it. Being close to major roads makes traffic and parking easier than hotels that are in the narrow streets of historic downtown Annapolis.
Proximity to Key Spots
- Shopping & Dining Just Steps Away: You can walk to the Annapolis Towne Center at Parole, which has a Target, a Whole Foods, and a lot of other shops, restaurants, bars, and services right outside the hotel.
- Close to Major Shopping Mall: The hotel is just a few minutes’ walk from the Annapolis Mall (previously Westfield Annapolis), which has more than 240 stores and an AMC theater. This is great if you want to shop and have fun without driving far.
- Easy to Get to Downtown and Historic Sites: You get the relaxed parking and access of the urban centers, but you are also right by the historic harbor, the Maryland State House, and the U.S. Naval Academy is only about 3.5 miles away. A short drive will get you to cobblestone streets, shops, restaurants, and views of the water.
A Quiet Respite Near All the Action
DoubleTree Annapolis offers a peaceful, convenient location with free parking and easy access to downtown attractions, museums, historic sites, and Chesapeake Bay activities. No matter if you want to see the sights, go shopping, eat, or do business, this location makes everything easy to access, without the hassle of traffic and parking in the city.
The “Secret Weapon”: The Free Area Shuttle
One great thing about staying at DoubleTree by Hilton Hotel Annapolis MD that you might not think about is the free bus service. Many other hotels do not offer this, so it can really improve your visit.
Many hotels leave you on your own as soon as you get there, but this one has a free bus that goes within about five miles of the hotel. In other words, you can get to important places in the area quickly without having to drive. This is especially useful if you want to see Annapolis and do not have to worry about getting downtown and paying for parking.
Why It Matters
- Convenient Access to Attractions: The shuttle can take you to famous spots like the U.S. The Naval Academy, the historic downtown, neighborhood eateries, and big shopping areas are all within about 5 miles.
- Save on Parking: Some buildings and lots in downtown Annapolis charge $20 or more a day. Parking at the hotel is free, and the bus lets you leave the car behind while you explore.
- Ease and Comfort: You do not have to worry about traffic or long walks with this service, so guests like to use it after shopping or sightseeing.
Helpful Tip
Shuttle service usually works on a first-come, first-served basis and may have set times or few stops. When you get there, it is a good idea to check with the front desk about the current shuttle hours and places. That way, you can plan your trips and get the most out of this free benefit.

Rooms & Suites at DoubleTree by Hilton Hotel Annapolis MD
DoubleTree Annapolis, MD has a variety of comfortable rooms that are great for both leisure and business visitors. The hotel has regular rooms with King or Queen beds and bigger suites for guests who want more space and comfort while they are there.
Comfortable, Well‑Equipped Rooms
- Room Types: Guests can pick rooms with one King bed or two Queen beds, as well as suites with different living areas to give you more space and help you relax. All of the rooms are non-smoking, and the main goals are comfort and usefulness.
- Signature Sweet Dreams Bedding: Every room has Hilton’s Sweet Dreams bedding set, which includes soft pillows, high-quality sheets, and a comfy mattress that will help you get a good night’s sleep after a long day of seeing things in Annapolis.
- Tech & Entertainment: You can relax with your favorite shows or do work online because the rooms have free Wi-Fi and big (about 50-inch) TVs with paid channels.
- Comfort and Work: Most of the rooms have a work desk and an ergonomic chair, so people who are traveling for work can stay busy without leaving their space.
Thoughtful Amenities for Every Stay
Each room at DoubleTree Annapolis has features that make your stay easier and more comfortable:
- Free Wi-Fi: Stay connected with the internet for free.
- Coffee or tea maker: Have a cup in your room before you leave.
- A refrigerator and blackout curtains: Useful for getting a good night’s sleep and eating snacks.
- Desk and chair: Perfect for working from home or planning your trip to Annapolis.
- Climate control and an in-room safe: keep your important things safe and set your own comfort level.
Honest Insight
Most guests think the rooms are clean and comfortable, with bedding that meets Hilton standards. Some travelers, though, say that the décor is more classic than ultra‑modern, so the rooms are cozy and useful but not ultra‑sleek or innovative.
In general, the rooms at Double Tree Annapolis MD are meant to help you relax, no matter if you are in town for work, to see family, or just to visit Annapolis.

Dining Experience: Ports of Call
One of the great things about staying at the DoubleTree Hilton Annapolis is that it has the Ports of Call restaurant, which serves more than just normal “hotel food” and lets you enjoy local flavors without having to leave the hotel.
A Full‑Service Restaurant for Every Meal
You can eat breakfast, lunch, and dinner at Ports of Call without having to leave the hotel. The restaurant’s menu features both classic American dishes and Maryland-style coastal cuisine. It offers fresh seafood, like crab cakes and cream of crab soup, which is a popular local dish that many guests come back for.
- Breakfast: Every day from around 6:00 to 11:00 AM, we offer a hot breakfast buffet with continental choices and popular breakfast foods like eggs cooked to order. Some hotels include breakfast in the room rate and some don’t, so it is a good idea to check when you book or at check-in.
- Lunch & Dinner: Ports of Call has a bigger menu for lunch and dinner that features foods from Maryland’s coast. They offer local favorites, seafood dishes, salads, burgers, steaks, and more to make sure there is something for everyone.
Drinks & Ambiance
The restaurant has a lounge, too, where people can relax with a specialty cocktail, a locally made beer, or a glass of wine after a long day of seeing Annapolis. The room makes you feel at home and comfortable, whether you are just stopping by for a quick snack or staying for a relaxed dinner.
Why It’s Worth Trying
Ports of Call is not only handy, but it is also a great place for DoubleTree Hilton Annapolis guests to enjoy good food without having to go into town. The menu features local flavors and gives you a real taste of the Chesapeake Bay area. This can be especially fun after a long day of seeing the sights or doing business.

Amenities That Stand Out at DoubleTree by Hilton Hotel Annapolis MD
DoubleTree Annapolis, known for its luxury and convenience, offers a variety of recreational, fitness, and guest-friendly services to enhance your visit.
Outdoor Pool: A Relaxing Seasonal Feature
The outdoor pool is one of the best features. It is open regularly, usually from Memorial Day to early fall. This large pool is perfect for cooling down on warm Maryland days, reading, or playing with the kids, unlike many downtown hotels.
Fitness Center: Stay On Track
The hotel has a fitness room open 24 hours a day with cardio machines and free weights, which is great for people who want to stick to their workout schedule on the road. It is a great benefit if you are just getting back from a road trip or going for a lot of things to do in Annapolis.
Event & Meeting Spaces
DoubleTree Annapolis Maryland has meeting and banquet spaces that are good for business events, weddings, parties, and conferences, even though they do not promote a “MainSail Ballroom” by name on the internet. These flexible spaces make the hotel an ideal choice for group events beyond overnight stays.
Pet‑Friendly Policy
People who stay at this pet-friendly hotel can bring their dogs with them, up to two per room, but there is a fee for each pet. Since there is an outdoor space close for walking, this is a pet-friendly choice for people who are traveling by car or going on a family vacation. Before you book, make sure you know about pet prices, weight limits, and other rules.

DoubleTree vs. Downtown Annapolis Hotels
Comparing DoubleTree by Hilton Hotel Annapolis to downtown hotels might help you choose the best Annapolis hotel.
| Feature | DoubleTree by Hilton Hotel Annapolis | Downtown Annapolis Hotels (e.g., Graduate by Hilton Annapolis, Annapolis Waterfront Hotel, Autograph Collection, Historic Inns of Annapolis) |
| Parking | Free self‑parking included on‑site (no valet). | Most downtown hotels offer valet or paid parking due to limited street/car park space. |
| Price Point | Generally more budget‑friendly with lower nightly rates. | Often higher rates due to proximity to waterfront and historic sites. |
| Noise Level | Quieter, suburban setting near Route 50/301. | More vibrant, busy downtown atmosphere — great for walking but can be louder. |
| Room Size & Style | Comfortable, functional rooms with a classic Hilton feel. | Rooms can be smaller or more boutique‑styled, especially in historic inns. |
| Walking Access | Not within walking distance of the City Dock area. | Steps from shops, restaurants, and the waterfront — perfect if you want to explore on foot. |
| Extras | Complimentary park‑and‑ride‑friendly location with free parking and shuttle perks. | Limited free parking; transportation costs add up if you drive. |
Real Talk: Pros & Cons
When choosing DoubleTree by Hilton Hotel Annapolis for your trip, check beyond marketing to see what visitors routinely say in reviews and guest comments.
Pros
- Warm Welcome & Signature Cookie: Giving guests a warm DoubleTree chocolate chip cookie when they check‑in is a small but memorable way to make them feel at home right away.
- Free Parking: Many hotels in downtown Annapolis charge for parking or only offer valet, but this one lets you park your own car for free. This can save you a lot of money.
- Complimentary Shuttle Service: The free area shuttle makes it easier to get to nearby sites like the Naval Academy, historic downtown, and restaurants without having to pay for parking downtown.
- Friendly, Helpful Staff: Many guests mention the front desk staff and restaurant workers as being friendly and helpful. This can make guests feel better about their stay and make it feel more personal.
- Good Value for the Price: This hotel usually offers better overall value than more expensive ones in downtown areas because of its features, convenient location, and extra perks.
Cons
- Not Waterfront or Downtown: This property is not in the main area; it is about a 10–15 minute drive away from the City Dock, views of the water, and the historic buildings of downtown.
- Older‑Style Décor in Some Rooms: Some guests have said that the décor in the rooms feels more traditional and classic than modern or boutique‑stylish, even though the rooms are clean and comfy.
- Seasonal Pool Only: The outdoor pool is a nice feature, but you cannot use it year-round like you can at some hotels with indoor pools.

Frequently Asked Questions (FAQ)
Is parking free at the DoubleTree by Hilton Annapolis MD?
Yes. The DoubleTree by Hilton Hotel Annapolis lets guests park their own cars for free, unlike many hotels in downtown Annapolis that charge for parking or rely on valet.
Does the DoubleTree Hotel Annapolis MD have a pool?
Yes, the hotel has a big outdoor pool that is open during the warmer months, usually from Memorial Day to Labor Day.
How far is the DoubleTree by Hilton Hotel Annapolis from the U.S. Naval Academy?
It is close to the United States Naval Academy, about 3 miles away. It is easy to get to by car or with the hotel’s free bus service, which goes within 5 miles.
Is there a shuttle service available for guests?
Yes, the hotel has a free shuttle that goes to important places within about five miles, like the Naval Academy, downtown Annapolis, restaurants, shopping centers, and more.
Is breakfast included at DoubleTree Annapolis?
At Ports of Call, you can get breakfast (usually for an extra fee), which can be a full hot meal or something from the menu. At check-in, you should make sure that breakfast is included with your room rate.
Can I bring my pet to DoubleTree by Hilton Hotel Annapolis?
Yes, pets are allowed at the hotel. Most of the time, there is a fee for pets and rules about their size and number, so make sure to check the current pet policies when you book.
Final Verdict: Should You Book?
If you want the quality of Hilton hotels without the high prices that come with staying downtown, the DoubleTree by Hilton Hotel Annapolis is a great option for families, people on road trips, and frugal visitors.
With free parking and a free shuttle, it is great for people who want to stay somewhere quieter but still be able to easily get to nearby sites like the U.S. Annapolis’s Naval Academy and downtown. It is ideal for individuals wanting a pleasant, handy base while saving on downtown hotel parking fees.
But if you care most about being close to the water or historic places, a hotel in the downtown area might be better, but with higher prices and less parking.
Do you want to book a room at the DoubleTree Annapolis hotel? Look at the best deals here, and have a fun, relaxed visit!
