Experiences During Your Stay
Our historic Inn provides you and your guests with a unique opportunity to experience the best of Charlottesville and the surrounding area. Let us curate your custom itinerary for an unforgettable stay.
At Crossroads Inn
Chef’s Table in the Tavern
Groups of guests staying at the Inn can inquire about a seasonal four-course dinner service crafted with produce from our on-site gardens and locally sourced ingredients. Each course is paired with wines from our sister property, Pippin Hill. Please contact our concierge at the time of booking for details.
Private Events & Buyouts
The perfect setting for your next group gathering, whether you're planning a corporate retreat, a family reunion, a girls' getaway, or a special celebration.
At Pippin Hill Farm & Vineyards
Estate Tour & Tasting
Head up the Hill for a unique, in-depth exploration of Pippin Hill’s wines, vines, and garden-to-table cuisine. Elevate your senses with a tour of our signature wines, including a selection of six wines, each paired with a bite of food to enhance flavors. The tasting concludes with a reserved table in the Tasting Room.
Cooking Classes with Chef Victoria
Pair your stay with a cooking class at Pippin Hill with Chef Victoria for the ultimate midweek escape filled with food, wine, and relaxation. Sharpen your culinary skills through hands-on demonstrations with helpful pointers and tricks of the trade. A deliciously fun way to spend an evening,
72-Hour Guide to Charlottesville
Whether you’re looking for best-in-class food, fun, or culture, Charlottesville has an experience for everyone in our 72-Hour Guide.
Vintner’s Table
We welcome your party of 10 or more to indulge in a custom 4 or 5-course pairing of Pippin Hill wines with chef’s inspired menu offerings. This intimate private event features dishes showcasing just-harvested ingredients sourced sustainably and locally.