15 Best Wineries near Middleburg

Cana Vineyards and Winery of Middleburg Wineries • $$
38600 Little River Tpke, Middleburg

“A true hidden gem! The staff are warm and welcoming, which makes the experience even better. Loved that you can build your own charcuterie boxes such a fun and tasty option. Definitely recommend trying the Rosé of Merlot, it pairs beautifully.“

4.6 Superb84 Reviews
50 West Vineyards Wineries • $$
39060 Little River Tpke, Middleburg

“Thank you Melanie for being amazing at what you do. I am a member and also work at another winery. It's nice to have a fantastic experience with someone friendly, knowledgeable, and generous. shout out to Natalie too for always making a great impression. I love coming here!“

4.6 Superb81 Reviews
Boxwood Estate Winery Wineries • $$
2042 Burrland Ln, Middleburg

“Great wine, great people, beautiful location.“

4.5 Superb107 Reviews
The Ag District Winery •
39025 Little River Tpke, Middleburg
5 Superb2 Reviews
Greenhill Vineyards Wineries • $$
23595 Winery Ln, Middleburg

“great wine and beautiful scenery“

3.8 Good72 Reviews
Chrysalis Vineyards at The Ag District Winery • $$
39025 Little River Tpke, Middleburg

“Always a good time! Wine and cheese all in one place… what else does one need!? 🍷❤️“

3.6 Good81 Reviews
Three Creeks Winery Wineries •
18548 Harmony Church Rd, Hamilton - 10.68 miles

“A delightful vineyard in a magical setting - complimented by knowledgeable staff and an impressive array of wines… My wife and I visited with a group and had a wonderful time! PJ and her husband John have created a place which must be visited to appreciate the beauty they have created in the rolling hills of the Three Creek Winery! Their whites, rose, and reds are indeed unique and delicious!“

4.8 Superb85 Reviews
Zephaniah Farm Vineyard Wineries • $$
19381 Dunlop Mill Rd, Leesburg - 9.94 miles

“This lovely family owned and run farm is a true gem. A great place to escape the hustle. It’s farming just plant the grapes😉🍷“

4.8 Superb65 Reviews
Willowcroft Farm Vineyards Wineries • $$
38906 Mt Gilead Rd, Leesburg - 8.22 miles

“This winery is great if you are looking for a good wine and peaceful place. It’s small but it has a great atmosphere. Their wines are excellent! I love their wine and chocolate praline tasting. We like this place for birthday parties as well as it’s usually not too crowded. Their outdoor is large with many places to sit. The indoor is small with just few tables. But as I mentioned, most of their members typically pick up their wines to go so it’s never an issue to find a spot to sit. The only negative thing I can say is that my kids don’t love going there because it’s not much to do for them, and the parking lot could use a bit of love. But we are members for about 6+ years and we truly like their wines. My family makes wines in Slovakia and I took them there as well and they enjoyed their wines a lot as well!“

4.8 Superb44 Reviews
StoneHouse Meadery Winery • $$
36580 Shoemaker School Rd, Purcellville - 8.22 miles

“This Winery was the best place to get mead wine in the entire state of Virginia!“

5 Superb9 Reviews
Slater Run Vineyards Winery • $$
1500 Crenshaw Rd, Upperville - 5.2 miles

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

4.6 Superb31 Reviews
The Winery at La Grange Wineries • $$
4970 Antioch Rd, Haymarket - 8.53 miles

“Beautiful winery with gorgeous views of the vineyards, rolling hills and Shenandoah mountains with lovely wines! Love the convenient location just outside of Haymarket!“

4.5 Superb44 Reviews
Quattro Goombas Winery Winery • $$
22860 James Monroe Hwy, Aldie - 6.44 miles

“This is the absolute best brewery in Nova... and that's saying something. Everything about this place is fantastic, but the pizza is in a league all of it's own. I always come for the pizza and wind up staying for the delicious beer and amazing owners and staff.“

4.4 Superb69 Reviews
Stone Tower Winery Wineries • $$
19925 Hogback Mountain Rd, Leesburg - 8.49 miles

“You cannot beat the view at Stone Tower Winery. I photographed a wedding this August at this venue and it felt like I was transported to the Tuscany countryside.

The staff was a breeze to work with. They were professional and were very helpful anytime I had questions or needed a golf cart ride to the other side of the property.

The hall is decorated in such a way that you can really do any color scheme or style in that room. It is neutral enough while also feeling modern and warm.

If you're looking for the best winery to get married at then look no further. Stone Tower is the place.“

4.3 Superb150 Reviews
Quattro Goombas Brewery Brewery • $$
22860 James Monroe Hwy, Aldie - 6.46 miles

“This is the absolute best brewery in Nova... and that's saying something. Everything about this place is fantastic, but the pizza is in a league all of it's own. I always come for the pizza and wind up staying for the delicious beer and amazing owners and staff.“

4.5 Superb55 Reviews

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