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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. 

Plan Your Visit
Winery Calendar

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

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Upcoming Events

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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

Full Calendar
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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.

More About Us
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. 

Learn More
Molly + Wes // an Eastwood Farm and Winery wedding
Molly + Wes // an Eastwood Farm and Winery wedding
Molly + Wes // an Eastwood Farm and Winery wedding
Molly + Wes // an Eastwood Farm and Winery wedding
Molly + Wes // an Eastwood Farm and Winery wedding
Molly + Wes // an Eastwood Farm and Winery wedding

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! 

join the Club!
Members' Page
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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. 

Book Now

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
All Press & NEWS

Guest Reviews

5/5
Kelli M.
Kelli M.Google Review
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This was our last winery during our visit to Charlottesville and it happened to be our favorite. Just loved the setting! Lots of places for you to sit at. We started off on the covered patio and then came in for another glass. There's been some thought put into guest comfort here. The wines were lovely. While we didn't do a flight, we did enjoy a variety. I didn't do much recon beforehand or I would have realized what a great food menu they have to go along with the wines. My only disappointment was we didn't have enough time here. Eastwood Farm and Winery would be a place I could hang out for hours. To top it all off, we just had the best service! I hope to be able to make it back someday.
Diane L.
Diane L.Google Review
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Warm comfortable environmentwith tons of indoor and outdoor seating. Very pleasant friendly staff. Sarah did an excellent job describing the wines and recommending drinks. The apple pear wine is to die for. Highly recommend this female owned winery. They have mulled wine, beer, and lots of delicious food options as well.
C. C.
C. C. Google Review
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Cozy, intimate, adorable, and not at all pretentious! We absolutely fell in love with this place yesterday. The fact that it's close to Charlottesville but still in a peaceful country setting is icing on the cake. Wine highlights for myself include the Cab Franc, Meritage Reserve, Merlot, & Viognier. Oh, and they have wine slushies....they're delicious! We will be returning and bringing friends.
Prenn T.
Prenn T.Yelp Review
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A great winery that we stumbled upon. Not only was the atmosphere, staff, and setting amazing, the wine was delicious as well. Definitely will mark this winery as a repeat and look forward to coming back again. Extra marks: child and dog friendly, big open space, didn't get the name of the lady who did our wine tasting but she was super friendly and knowledgeable! We left with multiple bottles and a great way to end our Charlottesville vacation!
Maggie N.
Maggie N. Yelp Review
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Fun and family friendly! They have FOUR Governor's Cup gold metal winners (Merlot, Cab Franc, Meritage and Blanc de Blanc), great beers, ciders and slushies (for adults and kids). They are only 4 miles from downtown Cville. Did I mention the won Cville's Best Small Winery?
Taylor R.
Taylor R.Yelp Review
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Eastwood is truly a hidden gem and by far my favorite winery here. The grounds are always clean with ample areas to sit and relax, the scenery is gorgeous, staff is beyond helpful and sweet, their charcuterie boards are good, and the wine is great! My favorites here are the raspberry rosé and the wine slushees in the summer. Seriously, try both! They are amazing. Highly recommend coming here if you haven't been yet.
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