Annapolis Adventures: 7 Things To Do & Wildberry's Christmas!

Welcome to Annapolis, a charming city brimming with history, culture, and festive cheer! If you're looking for things to do in Annapolis, especially as the holiday season approaches, you've come to the right place. This article will guide you through seven must-try experiences, with a special focus on the delightful Wildberry’s Christmas markets. Let's dive into the heart of Annapolis and uncover its hidden gems!

1. Explore the Historic Annapolis City Dock

Your Annapolis adventure should definitely start at the historic Annapolis City Dock. Imagine yourself strolling along the waterfront, where the echoes of maritime history blend seamlessly with the vibrant energy of modern-day Annapolis. This is the very pulse of the city, where stunning views of the harbor meet a bustling atmosphere filled with charming shops, delicious restaurants, and the gentle sway of sailboats dancing on the water. Spend some time simply soaking in the scenery, watching the boats come and go, and feeling the refreshing sea breeze on your face.

But the City Dock is more than just a pretty view. It's a living museum, a place where history comes alive. As you walk along the brick-paved streets, imagine the sailors and merchants of centuries past who once walked these same paths. The historic buildings that line the waterfront whisper tales of a bygone era, a time when Annapolis was a major port and a hub of trade and commerce. Take a moment to read the historical markers that dot the area, each one offering a glimpse into the city's rich and fascinating past. You might learn about the city's role in the American Revolution, or the stories of the watermen who made their living from the Chesapeake Bay. The City Dock truly serves as a gateway, connecting the Annapolis of today with the Annapolis of yesterday.

Of course, no visit to the City Dock would be complete without indulging in the local fare. The area boasts a wide array of restaurants, from casual seafood shacks serving up the freshest catches of the day to elegant dining establishments offering sophisticated cuisine. Whether you're craving a classic Maryland crab cake, a plate of freshly shucked oysters, or a hearty bowl of clam chowder, you're sure to find something to tantalize your taste buds. And don't forget to grab a scoop of ice cream or a sweet treat from one of the local shops – the perfect way to end a leisurely stroll along the waterfront. The City Dock is a feast for the senses, a place where you can savor the flavors of Annapolis while immersing yourself in its history and charm.

2. Visit the United States Naval Academy

No trip to Annapolis is complete without a visit to the United States Naval Academy, a prestigious institution steeped in tradition and history. Stepping onto the grounds of the Academy is like stepping into a different world, a world of discipline, honor, and unwavering dedication to service. The sheer grandeur of the architecture is breathtaking, from the iconic Bancroft Hall, one of the largest single dormitories in the world, to the stunning Naval Academy Chapel, with its soaring dome and intricate stained-glass windows. As you walk the grounds, you'll feel a sense of awe and respect for the midshipmen who train here, the future leaders of the United States Navy and Marine Corps.

A guided tour of the Naval Academy is an absolute must, offering a fascinating glimpse into the life of a midshipman and the rigorous training they undergo. Knowledgeable guides will share stories of the Academy's history, traditions, and the notable figures who have walked its hallowed halls. You'll learn about the academic curriculum, the physical demands of training, and the strong sense of camaraderie that binds the midshipmen together. You might even witness the Noon Formation, a daily event where the Brigade of Midshipmen assembles in Tecumseh Court, a truly impressive display of precision and discipline. This experience is not just informative, it's deeply inspiring, offering a unique perspective on the dedication and sacrifice required to serve one's country.

Beyond the formal tours, there are plenty of opportunities to explore the Naval Academy on your own. Take a stroll through the Naval Academy Museum, which houses a fascinating collection of naval artifacts and exhibits, chronicling the history of the US Navy and the Academy's role in shaping its leaders. Visit the Crypt of John Paul Jones, a legendary naval hero of the American Revolution, whose tomb is located beneath the Naval Academy Chapel. And don't forget to take some time to simply wander the grounds, admiring the architecture, the meticulously manicured lawns, and the stunning views of the Severn River. The Naval Academy is a place of beauty and history, a testament to the enduring values of service, honor, and commitment. It’s an experience that will leave a lasting impression, fostering a deeper appreciation for the men and women who serve our nation.

3. Stroll Along Main Street

Strolling along Main Street in Annapolis is like taking a step back in time, a delightful journey through the heart of this historic city. This charming thoroughfare, lined with brick sidewalks and historic buildings, exudes a unique character that perfectly captures the essence of Annapolis. As you wander along Main Street, you'll be captivated by the vibrant atmosphere, the eclectic mix of shops and boutiques, and the tempting aromas wafting from the restaurants and cafes. It's a place where history and modern life intertwine, creating an experience that is both captivating and inviting.

Main Street is a shopper's paradise, offering a diverse array of unique finds. From locally owned boutiques selling handcrafted jewelry and artwork to specialty shops offering nautical-themed gifts and souvenirs, there's something to appeal to every taste and interest. Spend some time browsing the windows, popping into the shops that pique your curiosity, and discovering hidden treasures along the way. You might find the perfect gift for a loved one, a unique addition to your own collection, or simply a memento to remind you of your Annapolis adventure. Main Street is a place to indulge your senses, to discover the unexpected, and to support the local artisans and entrepreneurs who call Annapolis home.

But Main Street is more than just a place to shop; it's also a culinary destination. The street is lined with restaurants and cafes offering a wide range of cuisines, from casual fare to fine dining. Whether you're craving a quick bite, a leisurely lunch, or an elegant dinner, you'll find something to satisfy your appetite. Stop in for a freshly brewed coffee and a pastry at a local cafe, savor a delicious seafood meal at one of the waterfront restaurants, or enjoy a romantic dinner in a cozy bistro. Main Street is a place to indulge your taste buds, to sample the flavors of Annapolis, and to create lasting memories with friends and loved ones. As you stroll along Main Street, take your time, soak in the atmosphere, and enjoy the unique charm of this historic thoroughfare. It's a place where you can truly experience the heart and soul of Annapolis, a city that seamlessly blends history, culture, and vibrant modern life.

4. Visit the Maryland State House

A visit to the Maryland State House is an essential experience for anyone interested in history and government. This iconic building, the oldest state capitol in continuous legislative use in the United States, stands as a testament to the rich history and enduring democratic ideals of Maryland. As you approach the State House, you'll be struck by its architectural grandeur, its stately dome rising majestically above the Annapolis skyline. This is where history unfolded, where pivotal decisions were made that shaped not only Maryland but also the nation.

Stepping inside the Maryland State House is like stepping back in time. The building is steeped in history, having served as the state capitol since 1772. It was here that George Washington resigned his commission as commander-in-chief of the Continental Army in 1783, a momentous event in American history. It was also here that the Treaty of Paris, which officially ended the Revolutionary War, was ratified in 1784. As you walk through the halls and chambers of the State House, you'll feel the weight of history all around you, the echoes of the debates and decisions that shaped our nation's destiny. A guided tour of the State House is highly recommended, offering a fascinating glimpse into the building's history, architecture, and the workings of Maryland's government. Knowledgeable guides will share stories of the past, highlighting the key events and figures that have shaped the State House's legacy. You'll learn about the architectural details of the building, the symbolism of its design, and the significance of the artwork and artifacts on display. The tour provides a comprehensive understanding of the State House's role in Maryland's history and its continued importance in the state's political landscape.

Beyond the formal tours, you can also explore the Maryland State House on your own. Visit the Senate Chamber and the House of Delegates Chamber, where the state's laws are debated and enacted. Admire the Old Senate Chamber, where George Washington resigned his commission, and imagine the scene that unfolded on that historic day. Take a moment to reflect on the significance of this building, a symbol of democracy and the enduring principles of American government. The Maryland State House is more than just a building; it's a living testament to the past and a vibrant center of government in the present. A visit here will not only enrich your understanding of Maryland's history but also deepen your appreciation for the democratic processes that shape our society. It's an experience that is both educational and inspiring, offering a unique perspective on the foundations of our nation.

5. Explore the Annapolis Maritime Museum

Delve into the maritime heritage of Annapolis at the Annapolis Maritime Museum, a captivating destination that celebrates the city's deep connection to the Chesapeake Bay. Located on the waterfront in the historic Eastport neighborhood, this museum offers a fascinating glimpse into the history of the bay's seafood industry, boatbuilding traditions, and the lives of the watermen who have shaped Annapolis's identity. As you explore the museum's exhibits, you'll discover the rich tapestry of stories woven from the threads of the Chesapeake Bay's maritime past.

The Annapolis Maritime Museum is more than just a collection of artifacts; it's an immersive experience that brings the history of the Chesapeake Bay to life. Through interactive exhibits, historical photographs, and captivating displays, you'll learn about the tools and techniques used by watermen to harvest oysters, crabs, and fish from the bay's waters. You'll discover the artistry and craftsmanship of boatbuilders who have created the iconic vessels that have sailed the bay for generations. And you'll hear the personal stories of the watermen and their families, the individuals who have dedicated their lives to the bay and its bounty. One of the highlights of the museum is its collection of historic boats, including skipjacks, the traditional sailing vessels used for oyster dredging. These boats, lovingly restored and meticulously maintained, offer a tangible link to the past, allowing you to imagine the days when the bay was filled with the sails of these majestic vessels. You can even step aboard some of the boats, getting a firsthand feel for the life of a waterman on the Chesapeake Bay.

In addition to its exhibits, the Annapolis Maritime Museum also offers a variety of educational programs and events, including guided tours, lectures, and workshops. These programs provide an opportunity to delve deeper into the history of the Chesapeake Bay, to learn from experts in the field, and to connect with others who share a passion for maritime heritage. The museum is not just a place to learn about the past; it's also a place to celebrate the present and to look towards the future. It plays an active role in preserving the maritime traditions of Annapolis and the Chesapeake Bay, ensuring that these stories are passed down to future generations. A visit to the Annapolis Maritime Museum is an enriching experience for visitors of all ages. Whether you're a history buff, a maritime enthusiast, or simply curious about the Chesapeake Bay, you'll find something to captivate your interest and spark your imagination. It's a place to connect with the past, to appreciate the present, and to gain a deeper understanding of the unique culture and heritage of Annapolis.

6. Last Chance for Wildberry’s Christmas Markets

If you're visiting Annapolis during the holiday season, a trip to Wildberry’s Christmas markets is an absolute must. These festive markets, typically held in December, offer a delightful array of handcrafted gifts, unique decorations, and delicious treats, creating a magical holiday atmosphere. It's the perfect place to find that special something for loved ones or to simply soak in the seasonal cheer. The air is filled with the aroma of warm cider, gingerbread, and freshly baked goods, while the sounds of carols and cheerful chatter create a festive ambiance.

Wildberry’s Christmas markets are a showcase for local artisans and craftspeople, offering a diverse selection of handcrafted items. From unique jewelry and artwork to cozy knitwear and handcrafted ornaments, you'll find a wide range of gifts that are sure to impress. These markets are a wonderful opportunity to support local businesses and to find truly one-of-a-kind presents that you won't find in big-box stores. As you wander through the stalls, you'll be struck by the creativity and craftsmanship on display, the passion and dedication that goes into each and every item.

Beyond the shopping, Wildberry’s Christmas markets offer a festive experience for the whole family. Many markets feature live music, entertainment, and activities for children, creating a fun and engaging atmosphere for all ages. You might find carolers singing traditional holiday tunes, a petting zoo with adorable animals, or even a visit from Santa Claus himself. It's a place to make memories, to share laughter, and to create lasting traditions with family and friends. And, of course, no visit to a Christmas market would be complete without indulging in some seasonal treats. Wildberry’s Christmas markets offer a tempting array of festive foods and beverages, from warm apple cider and hot chocolate to gingerbread cookies and roasted chestnuts. It's the perfect opportunity to satisfy your sweet tooth, to warm up on a chilly day, and to savor the flavors of the holiday season. Keep an eye on local event listings and Wildberry’s official website for specific dates and locations, as these markets are a popular seasonal attraction and often have limited-time availability. Don't miss your chance to experience the magic of Wildberry’s Christmas markets and to discover the unique charm of Annapolis during the holidays.

7. Take a Scenic Boat Tour

To truly appreciate the beauty of Annapolis, consider taking a scenic boat tour. The city's unique location on the Chesapeake Bay makes it an ideal destination for exploring the waterways and enjoying stunning views of the skyline, the Naval Academy, and the surrounding landscape. A boat tour offers a different perspective on Annapolis, allowing you to see the city from a new angle and to appreciate its maritime character in a unique way.

There are a variety of boat tours available in Annapolis, catering to different interests and preferences. You can choose from narrated historical tours, which provide insights into the city's rich maritime history and the key landmarks along the waterfront. You might learn about the city's role in the American Revolution, the stories of the watermen who have shaped the bay's culture, or the history of the Naval Academy. These tours offer a fascinating blend of education and entertainment, allowing you to learn about Annapolis while enjoying the scenic beauty of the bay. For a more relaxing experience, consider a sunset cruise, where you can watch the sun dip below the horizon, casting a golden glow over the city skyline and the calm waters of the Chesapeake Bay. This is a truly magical experience, perfect for a romantic evening or a special occasion. You can also find eco-tours that focus on the natural beauty of the Chesapeake Bay, highlighting the local wildlife and the delicate ecosystem of the estuary. These tours are a great way to learn about the bay's environment and to appreciate the importance of conservation efforts.

No matter which type of boat tour you choose, you're sure to enjoy the refreshing sea breeze, the stunning views, and the unique perspective that a boat tour offers. It's a chance to escape the hustle and bustle of the city, to relax and unwind, and to connect with the natural beauty of Annapolis and the Chesapeake Bay. Be sure to check with local tour operators for schedules, pricing, and availability, as tour options may vary depending on the season and weather conditions. A scenic boat tour is an unforgettable experience that will add a special touch to your Annapolis visit, leaving you with lasting memories of this charming maritime city.

Conclusion

Annapolis is a city that truly has something for everyone. From its historic landmarks and maritime heritage to its vibrant Main Street and festive Christmas markets, there's no shortage of things to do in Annapolis. Whether you're a history buff, a foodie, a shopper, or simply looking for a relaxing getaway, Annapolis will captivate you with its charm and beauty. And with the added magic of Wildberry’s Christmas markets during the holiday season, your visit will be even more special. So, pack your bags, plan your itinerary, and get ready to discover the many treasures of Annapolis!

For more information on Annapolis and its attractions, visit the official Visit Annapolis website. 🎄✨