This Is The Friendliest Small Town In Maryland
Although outsiders might assume that Berlin, Maryland, was named after the German capital, its name likely comes from “Burleigh Inn,” a historic hotel that once stood in the area, which is a fitting origin for a town known for its hospitality. Founded in the 1790s, the town proudly preserves its history through 47 buildings listed on the National Register of Historic Places and shares its culture with visitors through unique and sometimes quirky events like the annual Bathtub Races. For a more nostalgic taste of town, Rayne’s Reef has been serving Berlin since 1901 and remains one of its best-known local eateries. Whether you come for a festival or a meal at one of its farm-to-table restaurants, Berlin’s welcoming and friendly spirit is sure to make you feel at home.
Community Events
Berlin hosts events in 10 months of the year, ensuring there is nearly always something to enjoy in this small town of 5,000. One of the most iconic events is the annual Bathtub Races. Each summer, the town gathers to watch participants speed down Main Street in their creatively designed, bathtub-inspired vehicles, all competing for the title of fastest racer.
The Berlin Jazz, Blues, Wine & Brews is another town favorite, taking place on the first Saturday of May each year. In addition to featuring a lineup of jazz artists, the event features local artisans, offering attendees the chance to sip local beer or wine while strolling through town and enjoying the art scene. In August, Berlin celebrates its agricultural and culinary scene during the Peach Festival and the Chili Pepper Festival. During the Peach Festival, travelers can buy freshly harvested peaches, peach ice cream, and peach pies, among other peachy foods. The Chili Pepper Festival, on the other hand, is perfect for those who love spicy foods. It features all kinds of hot and flavorful dishes, as well as spicy food challenges, local vendors, and live entertainment.
Arts And Entertainment District
As one of Maryland’s designated Arts & Entertainment Districts, Berlin is home to one of the state's most active art communities. Many of the bars and breweries in town double as music venues, such as Burley Oak Brewing Company and the Sterling Tavern. Those looking for a new masterpiece to add to the collection have plenty of art galleries to browse. At Jeffrey Auxer Designs, visitors can buy a beautiful piece made of blown glass, or even attend one of the gallery’s glass-blowing ornament classes.
The Henry Fine Arts Gallery is another must-visit, featuring works by a local painter known as one of the best in the coastal region. Don't forget to include The Greyhound in your art itinerary. This local shop offers pieces from both popular and emerging authors, along with a variety of new artworks to discover. While exploring the arts district, be sure to look out for local murals like the Dr. Reverend Charles Albert Tindley Mural, Berlin Welcome Center Murals, and Pollinator Way Interactive Mural.
Guided Railbike Excursions
The best way to experience the natural beauty of the Delmarva Peninsula and Berlin's historic sites is on a railbike tour with a friendly, local guide. The Ironshire Express is a popular choice, offering a six-mile rail biking journey through coastal forests, farmland, and the historic district. Suitable for all skill levels, it serves as a great introduction to railbiking. For those seeking a more challenging experience, the Queponco Excursion covers 13 miles round trip and is ideal for avid cyclists and fitness enthusiasts. Along the route, travelers visit the historic Queponco Train Station, now a museum that showcases the peninsula’s railroad history. A knowledgeable guide will share insights about the depot during the visit.
Local Restaurants
Many of Berlin’s restaurants embrace a farm-to-table philosophy, fostering a close bond between farmers and chefs. Blacksmith exemplifies this approach—a centrally-located bar and eatery serving locally-sourced burgers, sandwiches, salads, and fried chicken. Don't miss their signature dishes like mac n’ cheese and cheesesteak! For those interested in regional wines, the Garden Grill at Windmill Creek Vineyard and Winery is an ideal spot to dine. Here, you can enjoy locally-produced wines alongside a charcuterie board, fondue, salad, or soup. To step back in time, visit Rayne’s Reef, a historic soda fountain and grill serving the Berlin community since 1901. It offers homestyle meals in an atmosphere that evokes the past.
Final Thoughts
Berlin is undoubtedly among the most welcoming spots along the East Coast, offering a warm sense of hospitality. Whether you're looking for a weekend of live local music, a nostalgic visit to the town’s soda fountain, or just craving a perfectly ripe peach, each experience highlights the town’s friendly, close-knit community. Spend a day or two there, and you'll realize that Berlin makes you feel like part of the community.
