Hillsboro, VA

37098 Charles Town Pike, Hillsboro, VA 20132

Hillsboro, Virginia is a scenic, historic village nestled in the Loudoun Valley, known for its preserved architecture, vineyards, and small-town charm. Surrounded by Blue Ridge Mountain views, it offers a peaceful, rural escape just an hour from Washington, D.C. The town features a beautifully restored main street, eco-conscious initiatives, and a strong sense of community. Hillsboro blends history with natural beauty, making it a favorite for weekend getaways, weddings, and wine lovers. With its roots dating back to the 1700s, Hillsboro feels like a step back in time.

Interesting Facts:

  • Hillsboro is One of Virginia’s Oldest Towns: Originally settled in the mid-1700s, Hillsboro’s preserved Federal-style architecture and historic buildings are a draw for history enthusiasts. Walking through the town feels like stepping into a colonial-era storybook. We offer history tour transportation for guests who want to explore these charming streets without the parking hassle.

  • Home to Award-Winning Vineyards: Hillsboro sits in the heart of Loudoun’s wine country and is surrounded by renowned wineries like 868 Estate, Hillsborough Winery, and Breaux Vineyards. These spots offer tastings, events, and incredible vineyard views that attract wine enthusiasts from across the region. We provide vineyard-hopping services for groups or individuals seeking a responsible and relaxed wine-tasting experience.

  • Sustainable Infrastructure and Scenic Byway Access: The town recently completed a major infrastructure revitalization focused on environmental sustainability, including undergrounding utilities and improving walkability. Hillsboro lies along the scenic Route 9 corridor, offering easy access to nearby towns and hiking trails. Our eco-conscious guests enjoy rides into town that align with the community’s green values.

  • Popular for Intimate Outdoor Concerts and Festivals: Hillsboro hosts “Music in the Gap,” a beloved outdoor concert series held during the summer, featuring regional artists in a family-friendly, natural amphitheater. Festivals and farm-to-table events also highlight the town’s commitment to arts and agriculture. We help guests travel to these well-attended events safely and comfortably, no matter the season.

Online Reservation

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868 Estate Vineyards

868 Estate Vineyards is one of the premier wine destinations in the Hillsboro area, offering a full experience of wine, food, and nature. Set on 120 acres, the vineyard boasts sprawling views, a tasting room, and a gourmet restaurant onsite. Guests can enjoy award-winning wines paired with seasonal dishes in a relaxing, elegant atmosphere. The vineyard frequently hosts live music, art shows, wine education sessions, and outdoor festivals. There are walking trails around the property for those who wish to explore the grounds between tastings. Group bookings and private events like weddings or corporate outings are also common here. The friendly, knowledgeable staff enhances every visit with personalized recommendations. It’s a perfect weekend retreat for couples, friend groups, and wine lovers alike. Parking can be limited during peak hours, especially on event days, so arranging a ride ensures a smoother experience. For guests wanting a peaceful escape that also delights the palate, 868 delivers.

Hillsborough Vineyards & Brewery

Set against a breathtaking mountain backdrop, Hillsborough Vineyards & Brewery is a dual-concept venue that caters to both wine and craft beer enthusiasts. Family-owned and operated, the venue offers a curated list of wines and small-batch beers crafted onsite. Guests can sip drinks from the patio, which overlooks acres of grapevines and lush Virginia landscape. Inside the stone farmhouse, the tasting bar offers an intimate experience, where staff walk visitors through each pour. The location is also known for its commitment to quality, with unique blends that reflect the terroir of the region. On weekends, food trucks and live acoustic music add to the relaxing ambiance. Visitors are welcome to bring a picnic or purchase snacks onsite. Events like seasonal dinners, yoga in the vineyard, and private parties are popular year-round. Whether you’re there to unwind or celebrate, this destination blends rustic charm with sophisticated flavor. Avoid the drive and arrive in comfort with a private ride service.

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Purcellville Taxi to Dulles Airport (IAD), Purcellville Taxi to Reagan National Airport (DCA), Purcellville Taxi to Baltimore Airport (BWI), Purcellville Taxi for Wedding Transportation, Purcellville Taxi for Winery Tours Transportation, Purcellville Taxi for Sightseeing Tours and more.

The Old Stone School

The Old Stone School is one of Hillsboro’s most iconic historic buildings and now functions as a vibrant cultural center. Built in 1874, the schoolhouse has been beautifully restored and now hosts concerts, community events, weddings, art exhibitions, and lectures. The large auditorium features wood floors, a stage, and elegant natural light, making it perfect for intimate gatherings or public events. The surrounding gardens and grounds add charm and space for outdoor functions. Local residents and out-of-town guests alike appreciate its role in keeping the town’s cultural spirit alive. The venue is home to many local traditions, including seasonal craft fairs and speaker series. Visitors can enjoy a unique blend of history and modern amenities in one location. The facility also offers flexible rental space for private events. Getting to and from events can be stress-free with timely transportation provided directly to its doors.

Choose Purcellville Taxi for Unmatched Service in Loudoun County

  • People trust Purcellville Taxi for a reason. As your one-stop shop for all taxi services in Loudoun County, we ensure that our drivers will not only take care of you but also arrive on time, every time.

  • More Than Just a Ride: At Purcellville Taxi, we believe taxi service is about more than just transportation; it’s an experience. We strive to make you and your family feel right at home on every trip, providing comfort, safety, and reliability.

  • Personalized Service: Our commitment to personalized service sets us apart. Our friendly and knowledgeable staff is always ready to answer your questions and assist with any digital needs. Whether you’re setting up wedding transportation, planning a winery tour, or just need a reliable ride, Purcellville Taxi is here to help.

  • Choose Purcellville Taxi for an exceptional and tailored transportation experience in Loudoun County.

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Hillsboro, Virginia Taxi

We offer vineyard transportation, historic tour rides, event transfers to The Old Stone School, festival shuttles, and scenic route sightseeing trips.

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Purcellville to Dulles Airport

We offer direct and reliable service from Hillsboro to Dulles Airport, ideal for early flights or business travel. With knowledgeable drivers familiar with Loudoun backroads, we help guests avoid traffic and arrive on time. Our spacious vehicles ensure comfort and safe luggage handling.

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Purcellville to Reagan Airport

Our Reagan Airport rides from Hillsboro provide smooth service across the region, with convenient pickup options and fixed rates. Whether you’re headed to a conference or vacation, our drivers ensure an easy start to your journey. We monitor traffic and flight times to make every ride seamless.

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Purcellville to Baltimore Airport

Traveling from Hillsboro to BWI is stress-free with our long-distance airport transfer service. We offer quiet, relaxing rides with options for solo travelers or groups. Passengers can book in advance and rely on punctual arrival and professional service from door to terminal.