Just a few miles inland from the beaches of Ocean City, Maryland, you’ll find Berlin, Maryland – a town where historic charm, quirky creativity, and easygoing energy blend seamlessly. It’s the perfect day trip from the coast or a laid-back weekend getaway all on its own. To help you make the most of your visit, here’s a two-day itinerary designed to show off the heart of America’s Coolest Small Town.

Best Things to Do and Places to Eat in Berlin, MD

Day 1: Downtown Discoveries

Morning

Start your weekend with breakfast at Café Berlin, a cozy spot that locals love. After fueling up, take a stroll down historic Main Street, where independent shops line the brick sidewalks. Pop into Beach Memories Glassworks, Bruder Hill, or The Greyhound Indie Bookstore to browse handmade goods and vintage finds.

As you explore, keep an eye out for Berlin’s public murals tucked into alleyways and around corners. From Pollinator Way to vintage ghost signs, these colorful works are part of the town’s living gallery.

Afternoon

For lunch, settle into The Sterling Tavern, a Main Street staple with a relaxed vibe. If you love history, the Calvin B. Taylor House Museum offers a look at Berlin’s past – including its star turn in Runaway Bride. For something more whimsical, head to the Mermaid Museum, or Ghost Museum, a few of Berlin’s most delightfully quirky attractions.

Evening

End the day with dinner at Counter Clox, then head upstairs to The Vault at 104 for a cozy speakeasy experience. If you’re in the mood for live music or a nightcap, Burley Oak Brewing Company and Forgotten 50 are local favorites, often featuring live performances and rotating art exhibits.

Day 2: Coastal Adventures & Sweet Treats

Morning

Start your morning with a classic diner breakfast at Rayne’s Reef Soda Fountain & Grill, or grab a pastry from Baked Dessert Café or Boulongerie Berlin Bakery at The Inn at Berlin. Then hop in the car for a quick 15-minute drive to Assateague Island National Seashore, where you can visit the Assateague Island Visitor Center to learn about the area’s wildlife.

Explore the park by car, foot, or bike and keep your eyes peeled for the famous wild ponies grazing along the dunes. Take your time on the Life of the Dunes and Forest Nature Trails, or just enjoy the salt air on the beach. If you want to add a little adventure, Assateague Outfitters offers seasonal kayak and bike rentals just steps from the water.

Afternoon

Back in Berlin, cool off with a sweet treat from Island Creamery or On Thin Ice. If you’re looking to stretch your legs a little more, head to Stephen Decatur Park for a quiet walk surrounded by nature.

Evening

If you’re staying overnight, spend your final evening savoring the town’s peaceful pace. Book a room at one of Berlin’s bed and breakfasts, inns, or charming cottages. Take one last stroll through Main Street under the glow of the lampposts and let the town work its small-town magic.

Before You Go

Before you pack your bags, check the Berlin Chamber of Commerce events calendar – there’s almost always something happening in town. From street festivals to art walks and holiday celebrations, Berlin’s energy shines through its community. If you need tips, recommendations, or a friendly local hello, the Chamber is here to help make your visit unforgettable.