Glass House Winery

Glass House Winery sits in the countryside near Charlottesville and pairs Virginia wine with a striking glass conservatory overlooking a small lake and hillside vines. Guests can explore flights, tastings, and wines by the glass in a setting that blends tropical plants with Blue Ridge views. The winery is known for small-batch bottlings typical of the Monticello AVA and for house-made artisan chocolates that elevate dessert pairings. The glasshouse creates a comfortable, light-filled space when the weather is cool, while patios and lawn areas open wide during warmer months. Many weekends feature live music and a rotating lineup of local food trucks. Seating ranges from cozy indoor tables to Adirondack chairs by the water. It is generally family friendly, and leashed dogs are welcome outdoors, which makes it a relaxed stop for groups as well as date nights. Beyond casual visits, Glass House Winery hosts private events and weddings, and there is a bed and breakfast on or near the property for overnight stays. Travelers following the Monticello Wine Trail will find it a distinctive stop thanks to its greenhouse ambiance and chocolate program. Check the calendar for music, hours, and food offerings, and consider making arrangements for larger parties. Outside food is often welcome, but outside alcohol is not.