Our Favorite Charlottesville Vineyards

Sunset at a winery near Charlottesville

With well over 30 vineyards and wineries easily accessible from Charlottesville, it is the perfect town to visit for wine lovers. But with so many options, how is the weekend visitor supposed to choose which one to go to? Well here at Guesthouses, we wanted to put together a quick list of some of our favorite vineyards to help guide the out of towners. Read to the end for a bonus wine shop!

1. King Family Vineyards

Just 15 minutes from the hustle and bustle of downtown Charlottesville, King Family Vineyard will transport you to another world. With a gorgeous view of the Blue Ridge Mountains, King Family has a tasting room and plenty of outdoor space to sip wine and enjoy the sun. On most Sundays during the summer, the vineyard holds polo matches with free admission. Try their Meritage wines, which are a delicious blend of Merlot, Petit Verdot, Cabernet Franc, and Malbec.

Closest Guesthouse Properties: Ramsay Farmhouse & Ramsay Estate Cottage

2. Pippin Hill Farm & Vineyards

Pippin Hill Farm & Vineyards boast some of the best views in the Charlottesville area and is only 15 minutes from downtown. An exquisite farm-to-table food menu complements their delightful wines. But their popularity creates so much demand that their tasting room often fills to capacity on Saturdays, forcing them to turn away guests at the door. We highly recommend skipping the Saturday crowds and heading to Pippin Hill on weekdays or Sundays.

Closest Guesthouse Property: Quarry House

3. Keswick Vineyards

Keswick Vineyard’s wines have routinely received top marks and awards in numerous competitions on the local, national, and international level. Their great wines, paired with the large indoor and outdoor tasting areas, make Keswick a perfect vineyard to visit any month of the year. Take a look at their events calendar for live music on Saturdays during the summer months.

Closest Guesthouse Property: Stonemont Farm Cabin

4. Blenheim Vineyards

Blenheim Vineyards is not just any winery—it's owned by Dave Matthews, the renowned musician and frontman of the Dave Matthews Band. The winery is situated on a historic estate with stunning views of the Blue Ridge Mountains.

The vineyard is known for its commitment to sustainable and organic practices in grape growing and winemaking. The estate features a modern, environmentally friendly winery building that seamlessly blends with the natural surroundings. The architecture itself is a testament to the winery's dedication to both aesthetics and sustainability.

Closest Guesthouse Property: Quarry House

5. Barboursville Vineyards

Established in 1976, Barboursville Vineyards is renowned for its exquisite wines and breathtaking surroundings. The winery is situated on the grounds of the historic Barboursville estate, originally designed by Thomas Jefferson for Governor James Barbour. What sets Barboursville apart is not just the wine; it's the combination of history, architecture, and natural beauty. Savor a selection of their wines while enjoying the scenic views of the vineyards and the Blue Ridge Mountains.

Closest Guesthouse Properties: Stonemont Farm Cottage, Kismett Cottage, Stonemont Farm Cabin