Carter Mountain Orchard and Country Store

Nestled on a historic estate, Keswick Hall is a luxurious getaway near Charlottesville, boasting stunning grounds, an infinity pool, and a celebrated restaurant by Jean-Georges.

The Boar's Head Resort blends historic Southern charm with modern amenities — think sprawling golf greens, lush trails, chic rooms, and top-tier dining right outside Charlottesville.

Broadcloth, an elegant dining gem in a converted wool mill, serves seasonal, locally-sourced dishes crafted by Chef Tucker Yoder with a focus on refined flavors and attentive service.

A charming former farm transformed into a winery with a tasting room, gourmet food trucks, and polo games, featuring wines from King Family Vineyards.

At Monticello, immerse yourself in the rich history of Thomas Jefferson's iconic 1769 estate, where stunning gardens, insightful tours, and breathtaking views await.

Michael Shaps Wineworks in Charlottesville is a charming winery blending innovative Virginia wines with a touch of French expertise, offering stunning vineyard views and a cozy atmosphere perfect for any occasion.

Pippin Hill Farm & Vineyards offers a stunning backdrop of the Blue Ridge Mountains paired with exquisite wines and a delicious farm-to-table menu, making it the perfect spot for a relaxed, refined vineyard experience.

Castle Hill Cider in Keswick, VA, offers a stunning setting for cider lovers, featuring a variety of artisan ciders, tasty bites, and beautiful grounds perfect for picnics or special events.

Nestled just 20 minutes from Charlottesville, Albemarle CiderWorks offers a cozy, family-friendly experience with an assortment of artisanal dry ciders crafted from heirloom apples amidst picturesque orchards.

Nestled in a charming stone church, Potter’s Craft Cider features a cozy tasting room with live music and food trucks, perfect for sips under the bistro lights.