12 Best Wineries near Upperville

Slater Run Vineyards Winery • $$
1500 Crenshaw Rd, Upperville

“A nice laid back place to wind down after a great weekend …“

4.9 Superb18 Reviews
Naked Mountain Winery Wineries • $$
2747 Leeds Manor Rd, Markham - 7.5 miles

“Children welcomed INSIDE and cherished here!! We loved this winery! There were 8 adults and our 3 month old grandson. We were welcomed and felt at home. The wine is delicious and the food was yummy! They made us feel like family. We even hung out with Beans the cat. Thanks for a fun relaxing afternoon.“

4.9 Superb50 Reviews
Otium Cellars Winery • $$
18050 Tranquility Rd, Purcellville - 11.3 miles

“Gorgeous views, great wines.“

4.8 Superb39 Reviews
Arterra Wines Winery • $$
1808 Leeds Manor Rd, Delaplane - 4.9 miles

“Arterra Wines is always a 5/5 experience. The staff is always friendly, the atmosphere amazing, and the wine delicious. Their wine until nine events are highly recommended, with live music and bonfire.
Even if not going to an event, their tasting room is cozy and spacious. The atmosphere and dress are casual. Flights are $20 and give you a great sampling of what's on offer.
Personal recommendations: I've never had a bad red wine from them, and their blueberry apple wine is a local favorite that everyone loves.“

4.7 Superb49 Reviews
Boxwood Estate Winery Wineries • $$
2042 Burrland Ln, Middleburg - 7.87 miles

“Peyton is wonderful! Very knowledgeable and full of helpful information.“

4.5 Superb96 Reviews
Veramar Vineyard Wineries • $$
905 Quarry Rd, Berryville - 8.77 miles

“Relaxing place to go for a glass, bottle or tasting. The view is a bonus“

4.6 Superb40 Reviews
Barrel Oak Winery and Brewery Wineries • $$
3623 Grove Ln, Delaplane - 7.66 miles

“Four of us did a wine tasting and had 2 pizzas and their tostadas. We loved their special to get 1 pizza and 2 glasses of wine. We each brought a bottle to take home and share; we really enjoyed both their food and wine. Next time we will try their beer side. They had plenty of space (we enjoyed the loft) and the views were good.“

4.4 Superb115 Reviews
Three Fox Vineyards & Farm Brewery Wineries • $$
10100 Three Fox Ln, Delaplane - 5.71 miles

“Three Fox Vineyards and Farm Brewery is such a perfect spot for an elopement! We recently shot a sweet, intimate celebration here, and it was truly special. The lush, green farm made for a romantic setting, and the grape fields were definitely the star of the show. Everyone was all smiles—this place is just gorgeous.

Thanks, Three Fox, for an amazing experience. We can’t wait to come back!“

4.4 Superb75 Reviews
Delaplane Cellars Wineries • $$
2187 Winchester Rd, Delaplane - 3.99 miles

“Sunday, April 22, 2024, my wife and I were entertained at Delaplane Cellars tasting room by our old friends Keith & Viqui Dill AKA the Dill Pickers. We had a fantastic time listening to some great Bluegrass and Blues selections while enjoying several glasses of exquisite wine. We are hoping that they will book the Dill Pickers in the future and give us more than one day's notice so we can invite several friends to their venue. The staff were very courteous and attentive to our needs. As a disabled Vietnam veteran, I sometimes am not the most graceful so when I accidentally knocked over my glass of wine the staff were there instantly to clean up the mess and replace my wine. Our visit was exhilarating and the views were beautiful.“

4.4 Superb71 Reviews
Twin Oaks Tavern Winery Wineries •
18035 Raven Rocks Rd, Bluemont - 9.12 miles

“First time visiting in a few years and even better than we remembered. Wonderfully decorated and comfortable tasting room to enjoy the views and live music. The Make Me Blush sangria is one of the best sangrias I’ve had…definitely recommend getting it and trying all in the sangria flight. Took home a bottle of Chardonnay after also enjoying a white flight.

Already looking forward to our next visit!!“

4.7 Superb16 Reviews
Bogati Winery Wine Bar • $$
35246 Harry Byrd Hwy #190, Round Hill - 10.72 miles

“Loved the wines!! The ambiance was amazing!! Don’t let the outside fool you!! Beautiful inside ❤️“

4 Good4 Reviews
Chateau O'Brien At North Point Wineries • $$$
3238 Railstop Rd, Markham - 8.57 miles

“I am not a wine lover, but my boyfriend is. We took an impromptu trip to this winery yesterday and let me tell you, as soon as I walked in the door it felt like home. The owner greeted us at the door and asked what kind of wines or alcohol in general we normally go for. He then walked us over to the bar and had me, since I'm the picky one, try a few before selecting what I want to sip on! I actually found one that I enjoyed, a first! A total win! The views are beautiful and the place itself is a work of art! Highly recommend! ❤️“

3.3 Good33 Reviews

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