Woodsboro is a small town of less than 1,200 people located in Frederick County, Maryland. It’s an easy drive from nearby towns and cities like Frederick, Baltimore, Hagerstown, and Washington DC. The town has a rich history, having been founded in 1790. Today, it has a quaint, rural charm and is known for its beautiful farmland and picturesque views of the nearby Catoctin Mountains.
1. Woodsboro Parks and Places for a Walk on a First Date
If you’re looking for a scenic, outdoor first date, Woodsboro is the perfect place to be! There are several parks and trails to explore. The town’s own community park, Campbell Park, is popular, with picnic areas, a playground, and plenty of space to take a stroll. nearby, there’s also South Mountain State Park, a 4,000-acre nature reserve with hiking trails, camping spots, and an observation tower. Other parks in the area include the scenic Gambrill State Park and the Catoctin Mountain Park.
2. Places for a Coffee Date in Woodsboro
For a more casual, low-key go-to for a first date, Woodsboro has several coffee shops to choose from. In the town’s historic district, you’ll find the Roast Café & Coffee House. This cozy spot serves up specialty coffees, lattes, and teas, plus pastries and light snacks. For those looking for a more relaxed atmosphere, the Woodsboro Deli & Café serves up plenty of drinks and snacks in an unpretentious setting.
3. Woodsboro Galleries, Museums and Exhibitions to Visit on a Date
For those looking for a more cultural experience, Woodsboro is home to several galleries, museums, and exhibitions. The town’s Union Hall is a stunning example of classical revival architecture and offers visitors a unique look into the town’s history. Nearby, there’s the National Museum of Civil War Medicine and the National Museum of the Marine Corps, which houses hundreds of artifacts related to the history of the military. Other local sites worth checking out include the National Register-listed Benjamin Baughman House and the Woodsboro Heritage Museum.
4. Live Music and Entertainment to Invite Your Date to in Woodsboro
For those looking for a livelier date, Woodsboro has plenty of options for live entertainment. The town hosts several festivals throughout the year, including the Woodsboro Fall Arts & Crafts Festival in October and the Holiday Lights & Music Festival in December. The town also hosts regular performances throughout the year, such as the Woodsboro Community Band and the Sounds of the Mountains Bluegrass Band.
5. Woodsboro Pubs, Bars or Restaurants for a First Date Drink or Food
For drinks and dinner, Woodsboro has a selection of pubs, bars, and restaurants to choose from. The town’s locally-owned Irish pub, The Shamrock, offers a great atmosphere for an evening out. Known for its delicious burgers and extensive beer selection, this spot is sure to make for a memorable date. The town also boasts a variety of eateries, from the casual diner atmosphere of Coffee’s Diner to the eclectic menu of The Local Pub & Eatery.
6. Other Date Ideas to Try in Woodsboro
If you’re looking for something different than the typical dinner and drinks date, Woodsboro has plenty of other ideas. Check out the small-town charm of the local farmer’s market held every Saturday morning in town. Or, you can head over to nearby Frederick for a game of mini golf at the unique retro-themed Lost Boys Adventure Golf. For a unique twist on a classic date, take a romantic ride aboard the Western Maryland Scenic Railroad, offering views of the scenic countryside.
