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Berlin, MD America's Coolest Small Town

America’s Coolest Small Town

Berlin, Maryland earned the title of America’s Coolest Small Town for a reason! You’re sure to fall in love with the historic charm and all the fun in this small town.

Welcome to Berlin, best known as America’s Coolest Small Town and the set of not one but TWO Hollywood movies! If you’ve ever visited, you’ll understand why so many people are drawn to Main Street Berlin. The streets are lined with classic brick buildings filled with charming shops, art galleries, and restaurants, and surrounding homes boast an old-world style that you just can’t find today. Most people don’t realize that, while Downtown Berlin is small, the actual footprint of Berlin is quite large and includes a substantial amount of agricultural land. Many locals are drawn to living in Berlin because of the activities it offers, its low-key feel, and its proximity to the beaches. Berlin is comprised mostly of single-family homes, but there are some condo and townhome options available, especially in the community of Ocean Pines.

Nearby Restaurants

Berlin is packed with a wide assortment of restaurants, so get ready to try all of these amazing spots!

Blacksmith Restaurant

Rayne’s Reef Soda Fountain and Grill

The Globe

Baked Dessert Cafe

boxcar on main

On What Grounds?

Sisters Wine Bar and Shop

Nearby Activities

There’s so much to do within the town of Berlin, including shopping, antiquing, soaking in live music, enjoying beautiful art galleries, finding fresh produce at the farmer’s markets, entrenching yourself in history at one of the museums, taking in the outdoors at The Stephen Decatur Park, enjoying a day at Frontier Town, or visit the wild ponies of Assateague Island.


Rhonda was professional and friendly throughout the entire process. We would definitely recommend her service to anyone in need of a knowledgeable real estate agent. We really appreciated her reassurance and positive outlook during the process.
Jeff and Teresa E.