Hillsboro VirginiaATTRACTIONS & THINGS TO DO
Listed below are the best attractions and things to do near Hillsboro, Virginia.
1. Doukenie Winery
SCENIC VINEYARD EXPERIENCE
Doukenie Winery is nestled on rolling hills just outside Hillsboro, offering award-winning wines in a picturesque setting. Visitors can enjoy tastings on the lakeside patio and explore the grounds, which include a charming pond and cozy tasting room. The winery is known for its warm hospitality and is a favorite destination for both wine connoisseurs and casual visitors.
2. Notaviva Craft Fermentations
MUSIC-THEMED WINERY & BREWERY
Notaviva Craft Fermentations blends music, wine, and craft beer to create a unique tasting experience in the Hillsboro countryside. Guests are invited to sample a creative selection of small-batch wines and beers, often accompanied by live musical performances. The relaxing atmosphere and themed events make it a standout stop along Loudoun's wine and beer trail.
3. The Old Stone School
HISTORIC COMMUNITY VENUE
The Old Stone School is a beautifully preserved landmark at the heart of Hillsboro, serving as a venue for concerts, community gatherings, and seasonal events. Built in the 19th century, the building showcases classic fieldstone architecture and embodies the town's rich heritage. Its lively calendar makes it a cultural hub for both locals and visitors.
4. Hillsboro Historic District
CHARMING STONE VILLAGE
The Hillsboro Historic District features picturesque fieldstone buildings that give the town an old-world European charm. Visitors can stroll along Main Street and admire architecture dating back to the 18th and 19th centuries. The district is celebrated for its tranquil setting and is a must-see for those interested in history and rural Virginia life.
5. Short Hill Mountain
OUTDOOR RECREATION & VIEWS
Short Hill Mountain provides a dramatic natural backdrop for Hillsboro, offering hiking and wildlife viewing opportunities. The surrounding landscape is dotted with vineyards and is laced with trails that provide panoramic views of the Loudoun Valley. It's a popular spot for nature lovers and those seeking outdoor adventure near Hillsboro.
6. Hill Tom Spring
HISTORIC NATURAL SPRING
Hill Tom Spring is a historic local water source on the slopes of Short Hill, known for its role in Hillsboro's early development. The spring was integral to the town's water supply in the 19th century and its story is intertwined with local lore. Visitors can learn about its significance while exploring the rural surroundings.
7. Stony Point Business Center
COMMUNITY HUB
Stony Point Business Center serves as a local landmark and gathering place for businesses and professionals in Hillsboro. The center supports entrepreneurial activities and fosters a sense of community among residents and visitors. Its convenient location makes it a practical stop for travelers passing through the area.
8. Hillsborough Mills
HISTORIC MILLING SITE
Hillsborough Mills played a central role in the economic and social development of early Hillsboro, once powering the town's prosperity in the 19th century. The site was unique for having two mills on a single stream, a rarity in the Virginia Piedmont. While the mills themselves are no longer in operation, their legacy is a key part of the town's story.
9. Breaux Vineyards
EXPANSIVE WINE ESTATE
Breaux Vineyards, just outside Hillsboro in Purcellville, is one of the largest wineries in Loudoun County, spanning 404 acres. Guests are treated to spectacular mountain views, a broad portfolio of wines, and regular live music events. The estate's Tuscan-style buildings and rolling vineyards make it a popular destination for wine lovers and event-goers alike.
10. Harpers Ferry Brewing
CRAFT BEER WITH VIEWS
Harpers Ferry Brewing, located on a mountainside facing the Potomac River, offers a selection of craft beers alongside sweeping river vistas. The brewery features outdoor seating, food trucks, and a welcoming community vibe. It is a favorite spot for locals and visitors seeking flavorful brews in a scenic setting.
11. Market Table Bistro
FARM-TO-TABLE DINING
Market Table Bistro in nearby Lovettsville is celebrated for its seasonal menus and commitment to sourcing local ingredients. The restaurant offers a cozy, rustic atmosphere and showcases the culinary bounty of northern Virginia farms. Diners enjoy creative American cuisine prepared with fresh, regionally sourced produce and meats.
12. Village Winery and Vineyard
FAMILY-OWNED VINEYARD
Village Winery and Vineyard in Waterford is known for its small-scale, family-run winemaking operations and a warm, friendly ambiance. The vineyard produces a range of fruit wines, including elderberry and apple, as well as classic grape wines. Visitors can taste wines in a casual, countryside setting and relax on the greenery-surrounded grounds.
13. Waterford Market
QUAINT COUNTRY STORE
Waterford Market is a beloved local shop providing gourmet foods, baked goods, and wine in historic Waterford, a short drive from Hillsboro. The market is popular for its fresh sandwiches, friendly service, and selection of local products. Its charming setting makes it a pleasant stop for travelers exploring Loudoun's rural villages.
14. North Gate Vineyard
SUSTAINABLE WINE PRODUCER
North Gate Vineyard, located in Purcellville, is recognized for its commitment to sustainable farming and eco-friendly winemaking. The tasting room provides a relaxed space to sample award-winning varietals while enjoying views of the surrounding countryside. The vineyard's green practices and dedication to quality make it a favorite among environmentally conscious wine enthusiasts.
15. Main Street Purcellville
SHOPPING AND DINING DISTRICT
Main Street in Purcellville offers a lively mix of shops, cafes, and restaurants in a classic small-town setting just a few miles from Hillsboro. Visitors can browse boutiques, enjoy coffee or pastries, and explore local art galleries. The street is known for its friendly atmosphere and regular community events.