Crossroads Inn

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

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.

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.

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.

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.

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.

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.

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.

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

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