A Guide To The Perfect Weekend in Maryland
There’s so much to love about the East Coast, and Maryland stands out with its mix of sun-drenched coastlines, vibrant cities, and tranquil inland landscapes. On your next trip, stroll along the salty boardwalks of Ocean City, immerse yourself in the rich history and waterfront culture of Baltimore, and unwind amid the serene lakes and cascading waterfalls of western Maryland. Along the way, you’ll find cozy cafés, local eateries, scenic trails, and welcoming accommodations that make exploring the state effortless. This three-day journey provides the perfect mix of relaxation, adventure, and discovery, making it an ideal weekend getaway to experience all that Maryland has to offer.
Day 1: Ocean City And Assateague Island
Begin your Maryland adventure along the state’s stunning Atlantic coast, where the ocean seems to stretch forever and the salty breeze fills the air. Ocean City is the ideal starting point. This lively seaside town is best known for its iconic three-mile boardwalk, one of Maryland’s top attractions, brimming with arcades, shops, and a tempting array of eateries.
Early risers can watch the sunrise over the water before enjoying brunch at Barn 34, a cozy boardwalk café known for its fresh espresso, mimosas, and classic breakfast favorites like French toast, chicken and waffles, and Belgian waffles. Another nearby option is The Dough Roller, where pancakes are a specialty, from blueberry pancakes topped with fresh strawberries to pecan pancakes served with warm apples, syrup, and a hint of cinnamon. Both spots offer a relaxed, welcoming vibe and the perfect fuel for a morning of exploration.
After a hearty breakfast, rent a bike from Dandy Don's Bike Rentals and ride the full length of the boardwalk, soaking in the sights, salty breeze, and energetic atmosphere. Along the way, you might stop for a quick snack at Thrasher’s French Fries, a boardwalk institution serving hot, crispy fries with a dash of vinegar, ideal for a mid-ride treat.
A short drive south brings you to Assateague Island National Seashore, a haven for nature lovers. Open year-round, the island’s visitor center features marine aquariums, a touch tank, informative exhibits, maps, and a short film about the famous wild horses roaming the barrier island. The visitor center also offers restrooms, a small bookstore, and information on seasonal programs and educational opportunities.
Beyond the visitor center, spend the afternoon exploring sandy beaches, paddling in the waves, or birdwatching, as osprey, herons, and other coastal birds are frequent sightings. The area is also famous for wild horses that roam freely along the dunes. Parking is convenient, and your entrance passes cover all passengers in the car, making it easy to explore together.
End the day by checking into Princess Royale Oceanfront Resort, which has spacious suites and direct beach access. The resort offers on-site dining options, including The Current, with a full menu of shareable dishes and craft beverages, often accompanied by live entertainment. After a full day of sun, sand, and saltwater air, this is the perfect spot to unwind and recharge for the adventures ahead.
Day 2: Historic Baltimore
From the coast, head west on a nearly three-hour drive to Baltimore, a city that blends history, culture, and waterfront charm. Begin the day with breakfast at Miss Shirley’s Café, an award-winning spot serving everything from a jumbo lump crab omelet to banana bread French toast and pickled shrimp avocado toast to fill you up before a morning of exploration.
Afterward, visit Baltimore's Inner Harbor, an area filled with boats, shops, restaurants, and museums. The National Aquarium is a highlight, featuring thousands of marine species in immersive exhibits, while the nearby USS Constellation offers a glimpse into 19th-century naval life. Next, drive a short distance to Fort McHenry National Monument. Walking the ramparts and exploring the well-preserved grounds offers sweeping views of the harbor and a tangible connection to American history.
Take some time to explore Fell's Point, a historic neighborhood with cobblestoned streets and a lively waterfront. Wander the boutique shops along Thames Street, or stop for an afternoon treat at Fell's Point Creamery, known for its ice cream flavors and frozen yogurt.
As the evening approaches, enjoy dinner at Phillips Seafood by the harbor, savoring fresh crab cakes, steamed crabs, and other classic Maryland seafood dishes while watching the sunset over the water. End the day by checking into the Royal Sonesta Harbor Court Baltimore, a comfortable hotel within walking distance of the city’s highlights.
Day 3: Western Maryland
Start your morning with a quick breakfast and coffee at Formula Espresso, the café inside Royal Sonesta Harbor Court Baltimore. From there, the final leg of your weekend takes you to western Maryland, about a three-hour drive from the city.
Your first stop is Deep Creek Lake State Park in Swanton, home to Deep Creek Lake, Maryland’s largest inland body of water. Spanning more than 3,900 acres with 69 miles of shoreline, the lake offers plenty of ways to enjoy the outdoors, including kayaking, swimming, boating, paddleboarding, and fishing. The park also houses the Deep Creek Lake Discovery Center, where hands-on exhibits and displays showcase the region’s wildlife, ecology, and cultural history, as well as colorful art murals, a gift shop, and an outdoor trail that leads through the natural surroundings. For lunch, head into McHenry, located nearby, to grab a bite at Archie’s Barbeque, a casual spot known for pulled pork, brisket, and other smoked specialties.
Afterward, continue to Swallow Falls State Park, a scenic area that showcases some of the state's most striking landscapes. The Youghiogheny River winds along the park’s edges, carving shaded rocky gorges and creating lively rapids along the way. At the heart of it all is Muddy Creek Falls, Maryland’s highest free-falling waterfall, offering an unforgettable view. While there, take a hike along trails that lead through quiet forests, past moss-covered rocks, and towering hemlocks.
Both Deep Creek Lake State Park and Swallow Falls State Park are open daily from morning until sunset, with modest day-use fees. On-site parking is available, and a variety of camping and cabin options make overnight stays convenient.
After a full day of outdoor exploration, head into Oakland, just 20 minutes away, for dinner at Ace’s Run Restaurant & Pub, a lakeside eatery with a menu of inventive burgers and sandwiches, along with entrees ranging from Delmonico steak to fresh seafood. After dinner, unwind with a night of drinks and live entertainment at the nearby Honi-Honi Bar.
If you prefer not to stay overnight at the state parks, Cove Creek Lodge offers lakeside suites and cozy accommodations for a restful end to your Maryland adventure.
Discover The Best That Maryland Has To Offer
In just a weekend, Maryland offers a mix of sun-soaked coastlines, historic cities, and tranquil inland landscapes. Each destination flows naturally into the next, creating a seamless road trip experience. With real stops at places like Barn 34 and The Dough Roller in Ocean City, the National Aquarium and Fell's Point in Baltimore, and Deep Creek Lake State Park and Swallow Falls State Park in western Maryland, the state feels both approachable and full of hidden gems. Pack your bags, start the engine, and let Maryland’s charm, history, and natural beauty unfold, creating a weekend that lingers long after the trip ends.
