
Escape to Eastwood
A Food and wine destination on the monticello wine trail
In the heart of Virginia’s Wine Country and only five miles from Downtown Charlottesville, enjoy award-winning wines in a beautiful setting along with a delicious menu of shareables and small plates or fire-grilled menu items from our food truck. We regularly host live music and events. See the Winery Calendar for all of the details.

Award-Winning Virginia Wines
Virginia Governor’s CUP GOLD MEDALISTS
Enjoy our award-winning Virginia wines along with our beers and ciders in our tasting room, seven days a week. We ship throughout the United States and our wines can be found in retail shops in Virginia.
Recent NEw ReLEASES ✨
2022 Rosé
2021 Cabernet Sauvignon
Upcoming Events
Weekly Events
Visit Us Seven Days A Week
Weekday Lunch Specials
Monday – Friday
Wine Wednesdays
10% Off Bottles Every Wednesday
Wine Club Happy Hour
Every Wednesday & Thursday
Oysters & Live Music
Every Friday
Live Music
Multiple Days Every Week
Women in Wine



We are thrilled to introduce you to the women who make up the Eastwood team along with some of the women in business that we are lucky enough to partner with in the Charlottesville community. What began as a way to celebrate Women’s History Month has blossomed into an opportunity to regularly celebrate our team and community partners and to tell the great stories of these women in wine, agriculture, and business.
Weddings & Private Events
Celebrate & Entertain
We’d love to show you around our 77 acres of rolling hills, mountain views, raspberry vines and enchanted forests. Our event spaces are private and secluded – just waiting for you to create your special event.
Eastwood regularly hosts private, corporate, and non-profit events. With beautiful spaces accommodating groups of 10 to 200, let our team make your event a reality.






Images Courtesy of Matt Schmachtenberg Photography

Eastwood wine club
Seriously awesome perks!
The Eastwood Wine Club is a quarterly 4-bottle club with allocations in February, May, August, and November. The wines are thoughtfully chosen by our founders and team and feature new releases and exclusive wines in every shipment.
The perks and member benefits are extensive and we regularly host special events for wine club members. Sign up today!

Book Your Stay at the Winery Cottage
STAY AT THE WINERY THIS SUMMER | NOW BOOKING JULY AND AUGUST 2023
The Winery Cottage at Eastwood Farm and Winery is a short walk from the tasting room, which is open seven days a week with live music and events to enjoy throughout your stay. The three-bedroom cottage is the perfect place to book year-round. Located only five miles from great restaurants and shops in Downtown Charlottesville as well as only five miles from the University of Virginia.
Recent Press
An Artful Weekend In Charlottesville
LYNCHBURG LIVING | March 2023
The Wine Is Fine In Charlottesville
FLORIDA TODAY | January 2023
Sip Your Way Along the Monticello Wine Trail
BON APPÉTIT | 2022
Eastwood Named 2022 Best Small Local Winery
C-VILLE WEEKLY | 2022
Red Wines of the Monticello AVA
WINE & COUNTRY LIFE | 2022
Eastwood Receives Four Gold Medals
VIRGINIA GOVERNOR’S CUP | 2022

Guest Reviews





