Baltimore Highlands, Maryland

Exploring Baltimore Highlands, Maryland: A Three-Day Weekend Trip

Welcome to Baltimore Highlands, Maryland! Nestled in the heart of Baltimore County, this charming neighborhood is the perfect destination for a memorable three-day weekend trip with your friends. From historical landmarks to vibrant cultural experiences and mouthwatering cuisine, Baltimore Highlands has something for everyone. Let’s dive into an itinerary packed with top-rated attractions, must-visit restaurants, and sightseeing adventures to make your trip unforgettable.

Day 1: Historical Charm and Cultural Delights

Morning: Fort McHenry National Monument and Historic Shrine

Start your day by visiting the iconic Fort McHenry National Monument and Historic Shrine. This historic fort played a pivotal role in the War of 1812 and inspired the writing of “The Star-Spangled Banner.” Explore the well-preserved fortifications, stroll along the scenic waterfront, and immerse yourself in the compelling history of this national treasure. Don’t miss the daily flag-raising ceremony, where you can witness the star-spangled banner proudly waving in the breeze.

Lunch: DiPasquale’s Italian Marketplace

Indulge in a delicious lunch at DiPasquale’s Italian Marketplace, a local favorite renowned for its authentic Italian cuisine. Treat your taste buds to mouthwatering sandwiches piled high with premium meats and cheeses or savor a slice of their heavenly pizza. With its warm and inviting atmosphere, this hidden gem is the perfect spot to fuel up for the rest of the day.

Afternoon: American Visionary Art Museum

Prepare to be amazed by the American Visionary Art Museum, a one-of-a-kind institution dedicated to showcasing the work of self-taught artists. Explore the museum’s extraordinary collection of visionary art, including captivating sculptures, intricate mosaics, and thought-provoking exhibits. Admire the creative expressions of artists who challenged traditional boundaries, and let your imagination run wild.

Evening: Inner Harbor

As the sun begins to set, head to the vibrant Inner Harbor. This bustling waterfront area is brimming with entertainment, dining options, and stunning views. Take a leisurely stroll along the promenade, marvel at the picturesque harbor, and soak up the lively atmosphere. Treat yourself to a delectable dinner at one of the many restaurants overlooking the water, where you can enjoy fresh seafood or a variety of international cuisines.

Day 2: Cultural Immersion and Natural Beauty

Morning: Baltimore Museum of Art

Kick off your second day with a visit to the internationally acclaimed Baltimore Museum of Art. Delve into their extensive collection, which spans centuries and showcases a diverse range of artistic styles and mediums. Marvel at masterpieces by renowned artists such as Matisse, Picasso, and Warhol. Don’t forget to explore the museum’s sculpture garden, a serene oasis where art blends harmoniously with nature.

Lunch: Miss Shirley’s Cafe

For a delightful lunch experience, make your way to Miss Shirley’s Cafe, a beloved local eatery known for its creative twists on Southern comfort food. Indulge in their famous sweet potato fries, feast on mouthwatering shrimp and grits, or savor their award-winning crab cake sandwich. With its charming atmosphere and friendly service, Miss Shirley’s is sure to satisfy both your appetite and your soul.

Afternoon: Patapsco Valley State Park

Escape the city’s hustle and bustle by immersing yourself in the natural beauty of Patapsco Valley State Park. This sprawling park offers an array of recreational activities, including hiking, biking, and picnicking. Lace up your hiking boots and embark on a scenic trail, where you’ll be treated to breathtaking vistas, tranquil streams, and lush woodlands. Capture the serenity of nature and recharge your spirits in this idyllic setting.

Evening: Brewer’s Art

End your day with a visit to Brewer’s Art, a local brewery and pub known for its exceptional craft beers. Located in a historic Mount Vernon townhouse, this establishment exudes charm and character. Sip on their renowned Resurrection Ale or explore the rotating selection of seasonal brews. Pair your beer with delectable gastropub fare, and savor the vibrant atmosphere that makes Brewer’s Art a favorite among locals and visitors alike.

Day 3: Historical Landmarks and Culinary Delights

Morning: Baltimore & Ohio Railroad Museum

Immerse yourself in the fascinating history of railroading at the Baltimore & Ohio Railroad Museum, the birthplace of American railroading. Delve into the museum’s extensive collection of historic locomotives, vintage railcars, and interactive exhibits that bring the golden age of rail travel to life. Take a ride on the Mile One Express train, which offers a nostalgic journey through time, and gain a deeper appreciation for the pivotal role railroads played in shaping our nation.

Lunch: Lexington Market

For a true taste of Baltimore’s culinary scene, head to Lexington Market, one of the oldest continuously operating public markets in the United States. Explore the lively market stalls and indulge in local specialties such as crab cakes, pit beef sandwiches, and freshly shucked oysters. Experience the vibrant atmosphere and diverse flavors that reflect the city’s rich cultural heritage.

Afternoon: Historic Ships in Baltimore

Step aboard the Historic Ships in Baltimore and embark on a voyage through maritime history. Explore four meticulously restored ships, including the USS Constellation, the last all-sail warship built by the U.S. Navy. Gain insight into the challenges faced by sailors in times of war and peace as you navigate the decks and discover the stories behind these impressive vessels. Don’t miss the chance to climb aboard the World War II submarine USS Torsk and witness life beneath the waves.

Evening: Thames Street Oyster House

Conclude your weekend trip with a memorable seafood dinner at Thames Street Oyster House, a beloved restaurant known for its fresh oysters and seafood delicacies. Indulge in a raw bar experience, where you can savor an assortment of briny oysters from both local waters and distant shores. Delight in their signature dishes, such as Maryland crab cakes or lobster rolls, all prepared with the utmost care and attention to flavor. Raise a glass to a wonderful weekend filled with unforgettable experiences.

As you bid farewell to Baltimore Highlands, Maryland, take with you cherished memories of historical landmarks, cultural treasures, and delectable culinary delights. This charming neighborhood offers a perfect blend of history, art, nature, and gastronomy, ensuring an enriching and fulfilling three-day weekend trip for you and your friends. Safe travels and happy exploring!

Note: Remember to check attraction websites for updated hours, reservation requirements, and any COVID-19 related guidelines before your visit.

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