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.

Virginia Wine Month Kickoff Party

Sunday, October 1
12-5PM

Award-Winning Wines

Enjoy our wines, beers, and ciders in both spaces.

Live Music

Jackson Pendergrass & Townsend will be playing from 1-4PM at The Tent

Lobsterpalooza

Lobster Rolls By Salty Bottom Blue

Oktoberfest

Brought to you by the Eastwood Food Truck

Upcoming Events

See All Events →

September 2023

24 Sep, 2023

Sunday

12:00 pm

5:00 pm

Oktoberfest | Every Weekend

24 Sep, 2023

Sunday

1:00 pm

4:00 pm

R U Freakin Hungry | Guest Food Truck

27 Sep, 2023

Wednesday

6:00 pm

8:00 pm

Paint & Sip

Eastwood Farm and Winery

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!

Book Your Stay at the Winery Cottage

Now Booking 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

New Charlottesville facility aims to reduce the costs of independent wine making
NBC29 News | September 2023

Meet Eastwood’s New Head Winemaker
WINERY NEWS | September 2023

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

 5/5

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.

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.

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.

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!

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?

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.