10 Must-See Attractions in Charming Annapolis

Nestled on the Chesapeake Bay, Annapolis is a captivating city that effortlessly blends its rich colonial history, naval heritage, and natural beauty. As Maryland’s state capital and the birthplace of many pivotal moments in U.S. history, Annapolis offers visitors an opportunity to step back in time, explore the waters of the Chesapeake Bay, and immerse themselves in the city’s vibrant culture. Whether you’re strolling along its cobblestone streets, enjoying its local seafood, or admiring its stunning architecture, Annapolis is a must-visit destination.

Here’s a detailed guide to the top 10 must-see attractions in Annapolis, ranked from 10 to 1:


10. Broadneck Park

For those who enjoy nature and outdoor activities, Broadneck Park is a peaceful retreat located just outside downtown Annapolis. The park is a great spot for hiking, picnicking, and enjoying the fresh air. With several well-maintained trails that wind through wooded areas and open fields, it’s a wonderful destination for birdwatching, leisurely walks, and family outings. The park also offers fishing opportunities, making it a perfect spot for those seeking a break from the bustle of the city while still staying close to Annapolis’s attractions.


9. St. Anne’s Church

One of the oldest Protestant churches in the United States, St. Anne’s Church is a remarkable piece of Annapolis’s colonial history. Founded in 1692, the church features stunning Georgian architecture and a rich history that includes notable visitors like George Washington and the Marquis de Lafayette. The church’s interior is simple yet elegant, with impressive stained-glass windows and historic pews that transport visitors back to the 18th century. The churchyard is a serene place to explore, where you can find gravestones from the early colonial period. The historic site provides a deep connection to the early roots of Annapolis, making it a must-visit for history enthusiasts.


8. Annapolis Harbor and Waterfront

Annapolis’s harbor is one of its most picturesque locations. Overlooking the shimmering waters of the Chesapeake Bay, the waterfront is a lively area perfect for leisurely strolls, shopping, or dining. The harbor is filled with colorful boats and yachts, and visitors can enjoy watching the hustle and bustle of the local maritime activity. Ego Alley, a narrow inlet in the harbor, is a particularly famous spot where boaters dock to show off their vessels. For a more immersive experience, you can hop on one of the many boat tours available in the area, including sailing tours, eco-tours, or sunset cruises. Whether you are looking to relax by the water or explore the bay, Annapolis Harbor is the place to be.


7. Banneker-Douglass Museum

Dedicated to Maryland’s African American heritage, the Banneker-Douglass Museum is a vital cultural institution in Annapolis. Named after Benjamin Banneker, an African American scientist, mathematician, and writer, the museum highlights the contributions of African Americans to Maryland’s history. The exhibits explore the struggles and triumphs of African American individuals and showcase their cultural, social, and political influence throughout the state’s history. Located in a beautiful 19th-century building, the museum provides an educational and thought-provoking experience for all visitors.


6. Chesapeake Bay Foundation – Philip Merrill Environmental Center

For those interested in environmental sustainability and the preservation of the Chesapeake Bay, the Chesapeake Bay Foundation’s Philip Merrill Environmental Center is a must-visit. This iconic building is the first LEED Platinum-certified structure in Maryland and serves as a model for green architecture. Visitors can learn about the Chesapeake Bay’s ecosystems and the ongoing efforts to protect this vital estuary through engaging exhibits and interactive displays. The center offers an opportunity to understand the environmental challenges facing the Bay and discover ways to get involved in conservation efforts.


5. William Paca House and Garden

Step back in time at the William Paca House and Garden, a beautifully restored Georgian mansion that was once home to William Paca, a signer of the Declaration of Independence and Maryland’s third governor. The home is a remarkable example of colonial architecture, and its gardens are an oasis of beauty, featuring manicured lawns, charming flower beds, and serene reflecting pools. Guided tours of the house provide insight into Paca’s life and contributions to American history. The gardens are perfect for a leisurely stroll, offering a peaceful escape from the urban environment and a glimpse into the grandeur of colonial-era Annapolis.


4. Annapolis City Dock

At the heart of Annapolis’s historic district lies the City Dock, a vibrant waterfront area that perfectly captures the essence of the city. Lined with charming boutiques, restaurants, and cafes, the City Dock offers a great spot to explore, relax, and enjoy the local atmosphere. The dock is also home to a variety of historical landmarks and memorials, including statues of Thurgood Marshall and Kunta Kinte, which celebrate the African American heritage of the city. In addition, the City Dock serves as the starting point for numerous boat tours of the Chesapeake Bay. Whether you’re shopping, dining, or simply enjoying the views, the City Dock is a lively and historic focal point in Annapolis.


3. Maryland State House

Annapolis’s Maryland State House is not only one of the oldest state capitols still in use but also an essential piece of U.S. history. Built in 1772, this Georgian-style building has played a pivotal role in American history. It was here that George Washington famously resigned his commission as commander-in-chief in 1783, signaling the end of the Revolutionary War. Today, the Maryland State House continues to serve as the meeting place for the Maryland General Assembly. Visitors can take a guided tour through its grand halls, including the Old Senate Chamber, and learn about the state’s legislative history and the historic events that took place within its walls.

Bladen street over Maryland State House capitol building and site of many historic events build in 1779 Annapolis MA, USA / Sergey Novikov / Shutterstock

2. United States Naval Academy

A visit to Annapolis wouldn’t be complete without exploring the United States Naval Academy (USNA), one of the most prestigious military institutions in the world. Founded in 1845, the academy’s stunning campus is located along the Severn River and is home to some of the finest examples of 19th-century architecture. Visitors can explore the campus on guided tours, which include stops at the Naval Academy Chapel, the Naval Academy Museum, and the Memorial Hall, where the names of fallen naval officers are honored. The academy’s grounds are an architectural masterpiece, featuring lush courtyards, towering spires, and iconic buildings that have shaped the history of the U.S. Navy.

United States Naval Academy / Joseph Sohm / Shutterstock

1. Strolling Through Historic Downtown Annapolis

At the top of the list is the charming downtown area of Annapolis, where history comes alive with every step. The cobblestone streets and colonial-era buildings are a window into the city’s past. Visitors can wander through picturesque streets lined with boutiques, cafes, art galleries, and historic homes. One of the best ways to experience Annapolis is simply by walking through its historic district, taking in the stunning architecture, and enjoying the vibrant atmosphere. Key sites include the Annapolis Historic District, the homes of prominent figures, and the Maryland State House. The charm of this area makes it the quintessential destination for anyone visiting Annapolis.


Annapolis, Maryland, is a captivating city that seamlessly blends history, culture, and natural beauty, offering a rich experience for visitors of all ages and interests. From the stately halls of the Maryland State House, where pivotal moments in American history occurred, to the serene gardens of the William Paca House, which transport you back to colonial times, Annapolis offers a treasure trove of historic sites and landmarks. The city’s charming downtown, with its cobblestone streets, colonial architecture, and vibrant arts scene, invites visitors to take a leisurely stroll and immerse themselves in its unique atmosphere.

But Annapolis is more than just a collection of historic buildings and monuments. The U.S. Naval Academy, with its stunning campus and rich military heritage, stands as a testament to the city’s important role in shaping the nation’s defense and naval history. The Annapolis Harbor, with its bustling marina and breathtaking views of the Chesapeake Bay, offers visitors an opportunity to experience the maritime spirit that defines this city as the “Sailing Capital of the U.S.” Whether you are drawn to the waterfront for a boat tour or to simply relax and watch the boats sail by, the harbor’s energy and beauty are undeniable.

Annapolis also embraces its cultural diversity and the contributions of African Americans through important landmarks such as the Banneker-Douglass Museum, which highlights the city’s African American heritage, and the Kunta Kinte-Alex Haley Memorial, which honors Annapolis’s connection to the story of the famous African ancestor. The city’s vibrant arts scene is showcased through the Annapolis Arts District, where visitors can explore galleries, theaters, and creative spaces that celebrate the city’s contemporary cultural expression.

Beyond its rich historical and cultural offerings, Annapolis is also an oasis for nature lovers. With abundant parks, scenic trails, and its proximity to the Chesapeake Bay, Annapolis offers numerous outdoor activities—from hiking and fishing to birdwatching and eco-tours. Whether you prefer a quiet moment in nature at Broadneck Park or wish to learn more about the region’s environmental efforts at the Chesapeake Bay Foundation’s Philip Merrill Environmental Center, Annapolis provides a perfect blend of education, recreation, and relaxation.

Perhaps the greatest charm of Annapolis lies in its ability to offer a sense of timelessness. As you explore its historic streets and marvel at its architectural gems, there’s an undeniable sense that you’re walking through a place where history has been carefully preserved yet continues to live and breathe. The city’s unique combination of old-world charm and modern vibrancy creates an inviting atmosphere that draws visitors back time and time again.

In conclusion, Annapolis is a city where the past and present converge, offering something for everyone. Whether you’re a history buff, nature lover, sailing enthusiast, or someone seeking a relaxing getaway, Annapolis delivers an unforgettable experience. Its rich tapestry of historic sites, scenic views, and vibrant culture make it a must-visit destination in Maryland. Every corner of the city holds a story, and every visit provides an opportunity to create new memories. With its welcoming atmosphere, breathtaking views, and deep historical roots, Annapolis remains one of the most captivating cities on the East Coast, inviting visitors to explore, learn, and embrace its timeless beauty.

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