Spending a weekend in Southern Maryland can be a delightful experience, blending natural beauty, historical richness, and culinary delights. Whether you’re a St. Mary’s County resident or a visitor seeking top-rated landscaping services, this local guide will help you make the most of your time in this charming region.

Calvert Cliffs State Park

Day 1: Exploring History and Nature


Morning: Visit Historic St. Mary’s City


Start your day with a trip to Historic St. Mary’s City, an outdoor living history museum. It’s the site of Maryland’s first colonial settlement and capital. Engage with costumed interpreters, explore the reconstructed buildings, and learn about the early American history that shaped the region. Immerse yourself in the stories of the past as you stroll through the picturesque streets and gardens.


Lunch: Local Seafood Cuisine


No visit to Southern Maryland is complete without indulging in the region’s famous seafood. For lunch, head to one of the local seafood restaurants and savor the flavors of the Chesapeake Bay. Treat yourself to a mouthwatering crab cake sandwich or a steaming bowl of cream of crab soup. Pair your meal with a refreshing local brew or a glass of chilled white wine.


Afternoon: Calvert Cliffs State Park


After satisfying your taste buds, spend your afternoon at Calvert Cliffs State Park. This natural gem is famous for its fossil-filled cliffs and beautiful beach on the shores of the Chesapeake Bay. Take a leisurely hike along the trails, keeping an eye out for ancient shark teeth and other fascinating fossils. If you prefer a more relaxed experience, find a cozy spot on the beach and soak up the sun while enjoying the gentle lapping of the waves.


Dinner: Dining by the Waterfront


As the day winds down, treat yourself to a memorable dinner at one of the waterfront restaurants in Southern Maryland. Many establishments offer dishes made with locally sourced ingredients, ensuring a fresh and flavorful dining experience. Savor the culinary creations while enjoying serene views of the water as the sun sets and paints the sky with vibrant hues.

Day 2: Leisure and Local Culture


Morning: Solomons Island


Start your second day at Solomons Island, a picturesque waterfront village with charm and tranquility. Stroll along the Riverwalk, a scenic promenade offering breathtaking views of the Patuxent River. Explore the Calvert Marine Museum, where you can learn about the region’s rich maritime history and even catch a glimpse of the resident otters. Immerse yourself in the local art scene by visiting the various galleries showcasing the works of talented artists.


Lunch: Try the Local Wineries


Southern Maryland is home to several wineries that produce delightful local wines. Take the opportunity to indulge in a wine tasting session paired with a light lunch at one of these vineyards. Sip on a crisp white or a velvety red while savoring the flavors of the region. Engage with knowledgeable sommeliers who can guide you through the tasting experience, providing insights into the unique characteristics of each wine.


Afternoon: Leonardtown


In the afternoon, venture to Leonardtown, a charming small town with a rich history and a vibrant local culture. Explore the unique shops that line the streets, offering a wide range of treasures, from antiques to handmade crafts. Take a stroll along the Leonardtown Wharf, where you can admire the picturesque views of Breton Bay and watch the boats gently bobbing in the water. If you’re lucky, you might stumble upon a local event or a live music performance, adding an extra touch of excitement to your visit.


Dinner: Farm-to-Table Experience


For dinner, immerse yourself in a farm-to-table experience at a local restaurant that focuses on sustainable, locally sourced cuisine. Indulge in dishes crafted with the freshest ingredients sourced from nearby farms and producers. Each bite will be a celebration of the region’s agricultural bounty, showcasing the flavors and textures that Southern Maryland has to offer.

Tips for Your Visit


  • Check Event Calendars: Southern Maryland hosts various events and festivals, especially during the weekends. Check local event calendars to see if you can catch any special happenings, such as farmers markets, art festivals, or live performances.
  • Accommodation: Consider staying in a local bed and breakfast for a more authentic experience. Several charming options in the area offer comfortable accommodations and warm hospitality.
  • Transportation: Renting a car is advisable for getting around Southern Maryland, as public transportation options are limited. Having your own vehicle will allow you to explore the region at your own pace and make the most of your weekend getaway.

Remember, Southern Maryland’s charm lies in its laid-back pace, scenic beauty, and rich history. Take your time to soak in the local culture, explore the natural wonders, and indulge in the culinary delights that make this region truly special. Whether you’re a resident or a visitor, a weekend here will surely leave you wanting to check out what other attractions Southern Maryland has to offer!

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