Top hotels & flights
Hand-picked stays and the best fares into Annapolis.
Top Hotels in Annapolis
Top Flights to Annapolis
Location videos
Real reels from travelers, plus longer watches to get the full picture.
Practical info
The essentials for planning your time in Annapolis.
Local guide
What travelers love, what to watch for, and a deeper read on Annapolis.
What people love
Annapolis, Maryland, located on the Chesapeake Bay, offers a variety of attractions and activities for visitors. Some of the pros of traveling to Annapolis include:
-
Historic Charm: Annapolis is known for its well-preserved historic district, featuring beautiful 18th-century architecture, cobblestone streets, and historic sites such as the Maryland State House and the United States Naval Academy.
-
Waterfront Location: Annapolis is situated on the shores of the Chesapeake Bay, providing opportunities for water activities such as sailing, boating, paddleboarding, and kayaking. The city's waterfront area also offers scenic views, waterfront dining options, and charming marinas.
-
Naval History: As the home of the United States Naval Academy, Annapolis has a strong connection to the U.S. Navy and maritime history. Visitors can tour the Naval Academy campus, visit the Naval Academy Museum, and learn about the city's naval heritage.
-
Shopping and Dining: Annapolis boasts a variety of shops, boutiques, and galleries in its historic downtown area, offering unique shopping experiences. The city is also known for its diverse dining scene, with restaurants serving fresh seafood, regional cuisine, and international dishes.
-
Festivals and Events: Annapolis hosts a range of festivals and events throughout the year, including the Annapolis Crab Feast, the Annapolis Film Festival, and the Annapolis Arts Week. These events showcase the city's culture, arts, and culinary offerings.
-
Proximity to Washington, D.C.: Annapolis is located within easy driving distance of Washington, D.C., making it a convenient day trip or weekend getaway for visitors looking to explore the nation's capital and its attractions.
Overall, traveling to Annapolis offers a blend of history, waterfront activities, cultural experiences, and scenic beauty, making it a desirable destination for travelers seeking a charming and diverse city to explore.
What to know
Some potential cons of traveling to Annapolis, Maryland, United States may include:
-
Weather: Annapolis experiences hot and humid summers, which may be uncomfortable for some travelers. Additionally, winters can be cold and snowy, potentially impacting travel plans.
-
Traffic: Annapolis can experience heavy traffic congestion, especially during peak travel times and events. This may lead to delays and frustration for travelers.
-
Cost of Living: Annapolis is known to have a relatively high cost of living compared to other areas in Maryland. This may impact travelers in terms of accommodation, dining, and other expenses.
-
Crowds: Annapolis is a popular tourist destination, particularly during the summer months and major events such as the Annapolis Sailboat Show. This could lead to crowded attractions and restaurants, making it challenging to fully enjoy the city's offerings.
-
Limited Public Transportation: Annapolis may not have as robust public transportation options compared to larger cities, making it more challenging for travelers to get around without a car.
It's important to note that these cons may vary depending on individual preferences and travel circumstances. It's always a good idea to research further and plan accordingly to mitigate any potential drawbacks.




