Pippin Hill Farm & Vineyards takes weddings of up to 200 guests for a plated dinner or 250 with food stations, along with corporate dinners, retreats and board meetings in a private room for smaller groups. The farm is a boutique vineyard and year-round events venue in North Garden, Virginia, in the Blue Ridge foothills just outside Charlottesville.
Seminars and company events
The Reserve Room is the space for business. It covers about 1,000 square feet and opens onto a stone terrace; the venue lists it for up to 70 guests, and for private events it is offered to groups below 50. It has audiovisual equipment, a projector and a room divider, and the team presents it as working like a boardroom. Board meetings, retreats and business dinners take place here, and the kitchen builds flexible menus for corporate groups, from a dinner for 20 upward.
Larger corporate outings, galas, benefit dinners and fundraisers move to the Granary, the main event building. Groups can add garden tours, a fire pit with s'mores, private cooking or watercolor classes, and lawn games.
Weddings and receptions
The Bespoke Wedding Package gives exclusive use of the Granary, the Tasting Room, the Veranda and the historic Crossroads Inn. Ceremonies are held on the lawns: the Vineyard Lawn for 140 guests or more and the Main Lawn for smaller groups, with chairs for up to 200. The covered stone Veranda, facing the Blue Ridge, is the rain plan. Rehearsal dinners, welcome parties, farewell brunches and bridal showers can be booked as well. The calendar is currently open for 2028.
Rooms and capacities
The Granary covers 3,600 square feet and takes up to 200 guests; a full wedding reaches 250 with stationed dining. It is climate controlled all year and has hardwood floors, ambient lighting, three two-tier chandeliers and a sound system with wireless microphones. The Veranda adds 1,800 square feet of stone floor. Parking holds 70 cars.
Accommodation
The Crossroads Inn, a restored inn from the 1820s just down the hill from the vineyard, takes overnight guests, and its suites are set aside for the wedding party from 11 a.m. on the day. The venue also shares a transportation protocol with routes and recommended companies from local hotels.
Catering
All food and drink come from Pippin Hill's own catering team, with the wedding cake as the only outside exception. Menus are seasonal and garden to table, built around the estate wines. Couples get a full tasting with wine pairings about three months before the date. Round or farm tables, willow chairs, china, flatware and glassware are included.
History and setting
The vineyard was the starting point of the property, and the vines have been producing for about ten years. The farm lies in the Monticello wine region, and its wine club follows the Jefferson Heritage Trail.
Getting there
The farm is at 5022 Plank Road, North Garden, a short drive south of Charlottesville.





