There’s nothing quite like summer in Maryland. From the Eastern Shore’s coastal charm to the lush mountains of Western Maryland, this state packs a punch when it comes to summer escapes—whether you’re looking to sneak away for the day or plan a full-blown vacation. Whether you're after budget-friendly fun or ready to splurge, here are the best summer trips to take in Maryland.

🌞 Day Trips: Quick Escapes Close to Home

1. Annapolis for a Nautical Afternoon
Explore the historic streets, grab ice cream by the water, and take a quick sail on the bay. Budget-friendly tip: Stroll through Ego Alley and window shop along Main Street, or take a cheap $10 water taxi.

2. Sandy Point State Park
This low-cost beach day offers swimming, fishing, and stunning views of the Bay Bridge. Pack a cooler and spend the day lounging by the water without leaving central Maryland.

3. Frederick’s Historic District
Perfect for foodies and boutique shoppers. Start your morning with brunch at Café Nola and wander along Carroll Creek. This spot is full of photo ops and charm.

4. Swallow Falls State Park (Western MD)
Cool off with a hike to Maryland’s tallest waterfall. Great for outdoorsy families or couples looking for an unplugged day in nature.

🌤️ Weekend Getaways: 2–3 Day Retreats

1. Deep Creek Lake
Ideal for both cozy cabin stays and adventurous outings like paddleboarding, jet skiing, and zip lining. Great for families, groups, or couples. Lodging ranges from budget-friendly rentals to luxe lakefront homes.

2. St. Michaels
Take a drive to the Eastern Shore and spend the weekend in this quaint harbor town. Enjoy seafood dinners, sailing charters, and quiet mornings by the marina. Stay in a charming B&B or treat yourself to the Inn at Perry Cabin.

3. Assateague Island
Camp on the beach, wake up to wild ponies, and enjoy bonfires under the stars. This is a rustic, unforgettable experience that’s both magical and wallet-friendly.

4. National Harbor / MGM
For a more urban vibe, head to National Harbor. Ride the Capital Wheel, dine at upscale restaurants, and try your luck at the MGM Grand. It’s a mini-Vegas right here in Maryland.

☀️ Week-Long Vacations: The Ultimate Staycation State

1. Ocean City & Berlin Combo
Split your week between the bustling boardwalk of Ocean City and the historic charm of Berlin, voted one of America’s Coolest Small Towns. Surf, shop, snack on Thrasher’s Fries, and slow down in Berlin’s antique shops.

2. Chesapeake Bay Cruising
Rent a house or hop on a sailing charter and explore the Chesapeake Bay from Havre de Grace to Crisfield. Mix in winery visits, crab feasts, and sleepy waterfront towns. Great for a no-expense-spared splurge.

3. Catoctin Mountains & Thurmont Wine Trail
Book a scenic cabin or cozy Airbnb and enjoy a slower pace. Spend your days hiking through Cunningham Falls, sipping wine at nearby vineyards, and visiting small farm markets.

4. Blackwater National Wildlife Refuge
Ideal for nature lovers, birdwatchers, and kayakers. Bring bikes and spend a week immersed in one of the East Coast’s most scenic wetland ecosystems.

🧳 Final Thoughts: Why Travel Far?

Maryland is proof that you don’t have to go far to feel like you’ve traveled. Whether you want to unplug in a quiet forest, indulge in fine dining with waterfront views, or show your out-of-town guests the best of the Mid-Atlantic, there’s something for every style and every budget.

And as real estate pros, we’re here to tell you—living in Maryland means these dream trips are always just a short drive away.

📣 Ready to make Maryland your home base for adventure?
Let’s talk! Whether you’re looking for a waterfront escape or a cozy cabin life, our team can help you find a home that fits your lifestyle.