Woodsboro MarylandATTRACTIONS & THINGS TO DO


Listed below are the best attractions and things to do near Woodsboro, Maryland.



1. Woodsboro Park

EXPANSIVE COMMUNITY RECREATION


Woodsboro Park is a popular 102-acre park that offers a variety of recreational activities, including walking trails, playgrounds, disc golf, and seasonal trout fishing. Families and visitors enjoy its scenic beauty, open spaces, and pavilions that are perfect for gatherings or picnics. The park is a central hub for local events and year-round outdoor fun for all ages.


2. Woodsboro Historical Society & Museum

LOCAL HISTORY AND HERITAGE


The Woodsboro Historical Society & Museum preserves and showcases the town's past, with exhibits featuring artifacts, photographs, and memorabilia from local history. It serves as an educational resource for residents and visitors interested in the story of Woodsboro. The museum also hosts community events and fosters a sense of pride in the town's heritage.


3. Woodsboro Park Disc Golf Course

FRISBEE GOLF ADVENTURE


The Woodsboro Park Disc Golf Course is nestled within the town's main park and provides a fun and challenging experience for disc golf enthusiasts. The course weaves through open fields and wooded areas, making it suitable for both casual players and competitive tournaments. Its well-maintained grounds attract both locals and visitors looking for recreation.


4. Loy's Station Covered Bridge

HISTORIC BRIDGE LANDMARK


Loy's Station Covered Bridge is a picturesque, historic wooden bridge located over Owen's Creek, just a short drive from Woodsboro. Dating back to the 19th century, it is one of the few remaining covered bridges in Maryland and is popular for photography and picnics. The bridge is an iconic symbol of rural charm in Frederick County.


5. Links Bridge Vineyards

BOUTIQUE WINERY EXPERIENCE


Links Bridge Vineyards offers a serene setting by the Monocacy River where visitors can enjoy tastings of locally crafted wines. The vineyard is known for its scenic views, friendly atmosphere, and events such as live music and food pairings. It's an inviting destination for wine enthusiasts and those seeking a relaxing getaway.



6. Detour Winery

WINERY WITH COUNTRY CHARM


Detour Winery, located a short drive from Woodsboro, is famous for its warm hospitality and diverse selection of wines. Set amidst rolling countryside, it offers a relaxing environment to sample wines, enjoy live music, and participate in seasonal festivals. The winery frequently hosts community events and weddings, making it a memorable stop for visitors.


7. Walkersville Southern Railroad

HISTORIC TRAIN EXCURSIONS


The Walkersville Southern Railroad invites guests to ride vintage trains through picturesque Maryland countryside, often with themed excursions or dinner rides. The railroad is beloved for its family-friendly atmosphere, historical interpretation, and special events like Santa Trains. It's a unique way to experience the region's history and scenery.


8. Springfield Manor Winery Distillery Brewery

MULTI-EXPERIENCE ESTATE


Springfield Manor is a sprawling estate offering a winery, distillery, and brewery all in one venue. Visitors can enjoy tastings from a diverse selection of wines, craft beers, and spirits while taking in the panoramic views. The historic manor hosts events, weddings, and seasonal festivals, making it a regional destination.


9. Rosie Cheeks Distillery

ARTISAN SPIRITS AND TASTINGS


Rosie Cheeks Distillery specializes in small-batch, handcrafted spirits made with locally-sourced ingredients. The tasting room offers visitors a chance to sample unique creations in a welcoming setting. This distillery is celebrated for its creative approach and commitment to quality.


10. Woodsboro Bank

HISTORIC LOCAL INSTITUTION


Woodsboro Bank is more than just a financial institution; it's a historic part of the community, operating since 1899. The building itself stands as an example of period architecture and local heritage. While primarily serving banking needs, its historic significance makes it a notable downtown landmark.



11. Olde Towne Restaurant

LOCAL DINER FAVORITE


Olde Towne Restaurant is a beloved eatery known for its hearty breakfasts, classic American fare, and small-town charm. The friendly service and welcoming atmosphere make it a gathering spot for locals and visitors alike. Guests appreciate its generous portions and affordable prices.


12. Spring Garden Restaurant

FAMILY-RUN DINING SPOT


Spring Garden Restaurant offers a diverse menu of American and diner-style dishes in a casual, family-friendly setting. The restaurant is well-regarded for its comfort food and welcoming service. It's a staple for both residents and travelers passing through the area.


13. Dean's Store

NEIGHBORHOOD CONVENIENCE SHOP


Dean's Store is a go-to convenience shop in Woodsboro that supplies snacks, groceries, and everyday essentials. Its central location makes it handy for both locals and visitors needing a quick stop. The store plays a supportive role in the community's day-to-day life.


14. Creagerstown Park

PEACEFUL OUTDOOR ESCAPE


Creagerstown Park is a tranquil public space near Woodsboro featuring sports fields, picnic areas, and playgrounds. The park is suited for families and anyone seeking a quiet place for outdoor recreation. Its well-maintained grounds and facilities make it popular for gatherings and youth activities.


15. Woodsboro Liquor Store

FRIENDLY SPIRITS RETAILER


Woodsboro Liquor Store offers a broad selection of beer, wine, and spirits for customers in a convenient downtown location. The staff is known for their friendly service and knowledge of local products. It's a reliable stop for both residents and visitors preparing for celebrations or casual gatherings.