Top 9 places to visit in Annapolis

The Hammond-Harwood House is a striking example of colonial architecture in Annapolis, designed in 1774 by the prominent architect William Buckland for a prosperous planter, Matthias Hammond. Characterized by its elegant proportions and intricate detailing, the house showcases a blend of Palladian and Georgian styles, with a notable cupola and a grand reception room adorned with original furnishings. Visitors can explore the house's period rooms and gardens, which reflect the lifestyle of the 18th-century gentry. The best time to visit is during spring or fall when the garden is in full bloom. The house is located near the Maryland State House, allowing for an easy exploration of the historic district.

The Maryland State House is the oldest state capitol still in continuous legislative use, completed in 1779. This Georgian-style building features a distinctive wooden dome, the tallest of its kind in the United States. Visitors encounter historical plaques and portraits inside, which narrate the state’s rich legislative history and important figures. Allow at least an hour to explore the interior and grounds, particularly the Old Senate Chamber where George Washington famously resigned his commission. The surrounding area, with quaint shops and waterfront views, enhances the experience, especially in spring when the cherry blossoms bloom nearby.

Annapolis Historic District features a collection of 18th-century buildings that reflect the city’s colonial heritage, including well-preserved Georgian homes, the Maryland State House—the oldest state capitol still in continuous use—and the charming brick streets lined with shops and cafes. The district represents a rich narrative of American history, particularly as the temporary capital of the United States in the 1780s. Wandering through the district, visitors can enjoy the scenic waterfront and explore the many historical sites at a leisurely pace. Early spring and fall are particularly pleasant times to visit, with fewer crowds and mild weather. The nearby City Dock offers further local dining options and views of the marina.

The United States Naval Academy (USNA) is a military academy founded in 1845, located on a 338-acre campus along the banks of the Severn River in Annapolis. Its distinguished neoclassical architecture includes the iconic Rotunda and Memorial Hall, setting the stage for the rigorous training of future naval officers and the preservation of naval history. Visitors can explore the stunning grounds and attend a variety of events, including Commencement and sporting contests. A guided tour is recommended to navigate the historical significance, particularly during the academic year when plebes and midshipmen are in training. The nearby Maryland State House, the oldest state capitol still in continuous legislative use, adds another layer to your visit.

The Kunta Kinte-Alex Haley Memorial is a tribute to the legacy of Kunta Kinte, an 18th-century African captured and brought to America, and his descendant, author Alex Haley, whose book "Roots" has profoundly impacted views on slavery and heritage. Located along the scenic Annapolis waterfront, the memorial features bronze sculptures and an inscribed stone honoring the struggles of African Americans. Visiting this site provides insights into the African American experience and a connection to Annapolis's rich cultural history. It’s best experienced in the early morning or late afternoon to avoid the midday heat, as it combines reflection with a pleasant walk along the harbor. Look for the nearby Maryland State House for a broader historical context.

Annapolis Harbour Center is a retail and dining complex situated along the waterfront, offering views of the bustling marina and historic downtown Annapolis. It features a mix of chain restaurants, boutique stores, and convenient amenities, housed in a modern design that enhances the area's maritime charm. Visiting is best during the warmer months to fully enjoy outdoor dining and scenic strolls along the waterfront. Nearby, the Maryland State House and the U.S. Naval Academy provide additional layers of local history and culture to explore. The sound of distant sails flapping in the breeze adds to the charm of the harbor atmosphere.

Great Frogs Winery is a picturesque vineyard set on rolling hills just outside Annapolis, established in the early 2000s by a team dedicated to producing premium wines from Maryland grapes. Visitors are greeted by lush grapevines growing alongside the tasting room, which features large windows overlooking the picturesque landscape. Plan for a leisurely afternoon to enjoy tastings of their award-winning wines while soaking in the serene surroundings. The winery often hosts events and live music during the warmer months, and nearby Broadneck Park provides a pleasant option for a post-tasting stroll. The quiet ambiance invites reflection and appreciation of local craftsmanship.

The Chesapeake Bay Bridge spans 4.3 miles, connecting Maryland's eastern and western shores over the Chesapeake Bay. Opened in 1952, this dual-span bridge features a steel cantilever design and rises to 186 feet at its highest point, offering expansive views of the water below and the surrounding landscape. Driving across the bridge provides a unique perspective on the bay, particularly during sunrise or sunset when the light casts vibrant reflections on the water. Nearby, you can explore the town of Annapolis, known for its historic architecture and the United States Naval Academy, making it a convenient stop after crossing the bridge. The wind can be strong, so keep the windows up if you're sensitive to noise.

Thomas Point Shoal Lighthouse is a historic lighthouse located in the Chesapeake Bay, constructed in 1825 and rebuilt in 1875. This conical wooden structure stands 45 feet tall and is renowned for its distinctive red-and-white stripes, serving as a vital navigation point for mariners in the region for nearly two centuries. Visiting by boat offers the best view, as the lighthouse itself is not open to the public. The surrounding waters are ideal for kayaking or boating, especially during the warmer months, while the nearby Sandy Point State Park provides opportunities for picnicking and enjoying the bay's scenery. Look for the unique foghorn that still adds character to this charming landmark.