The 5 Best Small Towns Around Frederick

There’s a certain charm that only small towns can deliver — the kind that doesn’t just draw visitors but holds them close. From historic main streets to scenic backroads, Frederick County’s small towns embody Maryland’s unique blend of history, hospitality and community spirit. Each offers its own flavor, from quiet countryside escapes to bustling local festivals. The Best of the Best celebrates these hometowns that make Frederick County such a special place to live, work and explore.

Middletown, Maryland

Middletown sits in the heart of the Middletown Valley, surrounded by rolling hills and Civil War history. The town’s roots date back to the 1700s, and it maintains that small-town appeal through careful preservation and community pride. Visitors can stroll along Main Street, lined with local shops, restaurants and historic architecture. The town hosts events throughout the year that bring residents together, blending tradition with modern life in a way that feels both grounded and vibrant. Middletown’s balance of past and present makes it a quintessential example of Maryland small-town living.

City of Brunswick

Brunswick is a river town with an adventurous spirit. Perched along the Potomac and the C&O Canal, it’s a destination for bikers, hikers and kayakers seeking outdoor fun. The city’s revitalized downtown features local breweries, eateries and shops that reflect its creative and independent vibe. Brunswick also honors its railroad heritage through the Brunswick Heritage Museum, connecting visitors to the town’s industrial roots. With community events like Railroad Days and a thriving arts scene, Brunswick has turned its history into momentum for the future.

Town of Thurmont

Thurmont is where mountain views meet small-town warmth. Known as the “Gateway to the Mountains,” it’s home to Cunningham Falls State Park and Catoctin Mountain Park, two of Maryland’s most beloved outdoor destinations. The town itself blends local charm with natural beauty, offering year-round recreation and community events such as the Catoctin Colorfest, which attracts thousands each fall. Thurmont’s local businesses, family-owned farms and civic pride create a strong sense of connection among residents and visitors alike.

The Town of New Market

New Market is a town steeped in history, known as the “Antiques Capital of Maryland.” Its charming main street feels like a step back in time, with preserved architecture and boutique shops offering treasures both old and new. The town has evolved gracefully, maintaining its heritage while welcoming new families and businesses. Annual events like the Historic Main Street Festival bring the community together, showcasing New Market’s small-town heart and entrepreneurial spirit. It’s a place where history isn’t just remembered — it’s lived every day.

Town of Walkersville

Walkersville is the kind of place where neighbors know each other’s names and community is more than a word — it’s a way of life. Surrounded by farmland and open skies, the town offers a blend of rural tranquility and convenient access to Frederick’s amenities. Walkersville’s parks, local schools and family-owned businesses help shape its close-knit atmosphere. The town also celebrates its agricultural roots with seasonal events and local markets, fostering connections that have defined it for generations.

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