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Escape to Eastwood

A Food and wine destination on the monticello wine trail

We are a woman-owned, multi-generational winery and innovative wine incubator in the heart of Virginia’s Wine Country, recently named Wine Enthusiast 2023 Wine Region of the Year. Located only five miles from The University of Virginia and Monticello, we offer award-winning wines, house-made beers and ciders inspired by our seasonal garden, and a delicious farm-driven lunch and dinner menu created by our chef, Andrew Partridge. We regularly host a range of live music and events (see the Winery Calendar for specifics). Open late hours some evenings. Pet friendly. Kid friendly options including our popular juice flights. Perfect for a date night, a cozy gathering of friends, a long overdue family reunion, a business lunch or event, or just a well-deserved respite in the picturesque shadow of Carters Mountain Ridge.

Award-Winning Virginia Wines

Virginia Governor’s CUP GOLD MEDALISTS

Enjoy our award-winning Virginia wines in our tasting room, seven days a week. Want to enjoy our wines at home? We ship throughout the United States and our wines can be found in retail shops throughout Virginia.

Upcoming Events

Live Music & Events Every Week →

Open Daily

We look forward to welcoming you to our tasting room, seven days a week. Join us for award-winning wines, beer, and cider, as well as delicious lunch and dinner menus. Enjoy lounging on the veranda with a glass of our gold medal 2022 Rosé. Or, stay inside and enjoy live music with a seasonal flatbread or baked brie. We also have juice flights and cheese boards for the kids. See the Winery Calendar for details. Escape to Virginia Wine Country, only five miles from Downtown Charlottesville.

Weekly Specials

This Summer →



Weekday Lunch Specials


Weekday Lunch Specials


Weekday Lunch Specials
Wine Wednesday: 10% Off Bottles
Chef Tasting Series – Monthly


Thursday Night Music Series: Live Music 5-8PM
$5 Glasses of Select Wine, Beer, Cider, and Wine Slushies


Virginia Oyster & Wine Celebration with Live Music 5-8PM
Tasting Bar Takeover Series – Select Fridays


Afternoon Live Music 1-4PM
Eastwood After Dark: Fun & Lively Bands 5-8PM


Live Music – Paint & Sip – Music Bingo – Maker’s Markets

This Weekend

Weekend Lineup 

Thursday, July 11 | Open 12-8
Music Bingo 6-8PM
$5 Glasses of Select Wines, Beers, Ciders & Wine Slushies

Friday, July 12 | Open 12-8
Virginia Oyster & Wine Celebration 5-8PM
Live Music by John Kelly 5-8PM

Saturday, July 13 | Open 12-8
Live Music by Porch Dogs 1-4PM
Live Music by Cake Fight 5-8PM

Sunday, July 14 | Open 12-5
Live Music by Billy Brockman 12-3PM
Free Tastings For Club Members 12-3PM

Paint & Sip 3-5PM  Reserve Your Spot

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

Enjoy great 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! 

Wine Club Email Images (1200 × 600 px) (1200 × 400 px)

Stay at the Winery Cottage

Now Booking!

The 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 and Monticello. 

Guest Reviews

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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