Michael Shaps Winery

Nestled by the picturesque Pippin Hill Farm, Crossroads Inn is a historic gem with cozy rooms, farm-fresh breakfasts, and inviting grounds.

Nestled on a sprawling 573-acre estate, this upscale University resort boasts chic rooms, a spa, and delights like a golf course and festive winter displays.

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.

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.

Visit Monticello, Jefferson's breathtaking 1769 mansion, where stunning gardens and panoramic views reveal the rich tapestry of American history.

Carter Mountain Orchard is your go-to spot for picking fresh fruit, indulging in warm apple cider donuts, and soaking in stunning mountain views.

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 100-year-old stone house, Potter’s offers cozy indoor vibes and a twinkling outdoor area, perfect for savoring their dry ciders and delightful bites.

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.

Farmstead-turned-winery with a tasting room & gourmet food trucks, plus free access to polo games.