26 Best Wineries near Hillsboro

Hillsborough Vineyards & Brewery Wineries • $$$
36716 Charles Town Pike, Hillsboro

“Visited this winery with some friends the other week. Wine flightes were pre selected but you can still get a taste of any wine and beer!

Our bartender Arman was very friendly and helped guide us on the best wines to pair with our food. He also gave us a great breakdown on all the beers on draught and gave us amazing food recs (get the carpenters flatbread)!

Views are amazing, bar staff are friendly, and the atmosphere was very cozy. Will be coming back!!“

4.3 Superb58 Reviews
Doukenie Winery Wineries • $$
14727 Mountain Rd, Hillsboro

“Great place!!!! Choose your type of Wine flight and snack and Sit near the pond and enjoy the view.
In winter you can even lit a fire pit next to your chair. Hospitality was awesome.

PS : Don’t feed the ducks, trust me.“

4 Good20 Reviews
Three Creeks Winery Wineries •
18548 Harmony Church Rd, Hamilton - 6.64 miles

“This is yet another winner in Loudoun County. It's so great to have so many options for wineries in Loudoun - no matter what section of the county you're driving around in, you will likely be very close to a great winery. This location is not far from Casanel and Willowcroft Wineries, two other favorites of mine. They offer a white flight or a red flight, and you can also mix and match in the flight. I had the white - the weather was perfect for it. Vidal Blanc and Petit Manseng were not as sweet as others I have tried in these varietals and the white flight included their rosé, done exactly how I like it (DRY). They also still do counter tastings, which is a big plus these days.

There are three creeks that wind through this property. You cross over one to enter their location, and the other two are in the picnic area. A nice selection of picnic tables and spots on the back patio to choose from. Some of the picnic tables are next to the creeks. And this is a "21 and over only" spot - sometimes you want to be, and need to be, away from kids. There are plenty of family friendly options in the county (and state). So it's great to have a few adults only locations now.

Definitely worth a stop on your next winery "daycation."“

4.8 Superb77 Reviews
Casanel Vineyards & Winery Wineries • $$
17956 Canby Rd, Leesburg - 6.88 miles

“I visited Cassanel for the first time in December 2022 it was the last of 4 wineries I visited that day. Long overdue review shame on me. Some friends and myself like going to different wineries every time we have a chance and I honestly been coming back to Cassanel more than any other winery I thought I liked before. Let's begin with the staff, the amazing people who works here always welcome everyone with an amazing smile and warmth atmosphere. Theresa was the first person I meet and she is beyond amazing. Such a beautiful human being. Never been a wine person because always end up with that one wine super dry and strong flavor that I couldn't drink. The have not one wine that I can say I didn't like....but do have my favorites José Rosé and Dolce 😍😍 Yesterday (June 26, 2023) had the opportunity to meet Mr. José who's been with them for over 12 years and takes amazing care of the grapes, then got to meet Mr. Nelson (the owner) he is a wonderfu man and full fo good vibes. We had a wonderful conversation full laugh and now I understand why this winery is so amazing. 100% recommend, wines are delicious and affordable.“

4.8 Superb51 Reviews
Otium Cellars Winery • $$
18050 Tranquility Rd, Purcellville - 5.1 miles

“Gorgeous views, great wines.“

4.8 Superb39 Reviews
Willowcroft Farm Vineyards Wineries • $$
38906 Mt Gilead Rd, Leesburg - 8.64 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 Superb36 Reviews
868 Estate Vineyards Wineries • $$
14001 Harpers Ferry Rd, Purcellville - 3.21 miles

“One of the most personable experiences at a Virginia winery. They are friendly and helpful to everyone and the wines are amazing! Everyone is valued and made to feel like family!“

4.7 Superb61 Reviews
Carriage House Wineworks Winery •
40817 Browns Ln, Waterford - 7.11 miles

“Small family owned winery with amazing wines! Our group did a tasting and I most enjoyed their sparkling Chardonnay, merlot, and barouche red. We met Mike the winemaker and he along with his staff were all very welcoming. We’ll be back to visit in the fall!“

4.8 Superb26 Reviews
The Barns at Hamilton Station Vineyards Wineries • $$
16804 Hamilton Station Rd, Hamilton - 4.81 miles

“I recently celebrated my birthday at The Barns at Hamilton Station Vineyards, and it was absolutely wonderful! From the moment I reached out to Susan, their coordinator, I knew we were in great hands. She was incredibly responsive, professional, and accommodating—especially considering we had a large group.

The vineyard itself was beautiful and welcoming. We had such a great time enjoying the delicious wines—each one we tried was truly tasty and well-crafted. The charcuterie baskets were a hit too: generous portions, beautifully arranged, and full of flavor.

To top it all off, there was live music by Chris, which created the perfect atmosphere for a fun and relaxed afternoon. The entire team was so warm and friendly, and they made the experience feel special from start to finish.

My friends and I are already talking about coming back again soon. Highly recommend The Barns at Hamilton Station for any special occasion—or just a great day out!“

4.7 Superb52 Reviews
Williams Gap Vineyard Wineries • $$
35521 Sexton Farm Ln, Round Hill - 3.61 miles

“Wonderful afternoon celebrating my daughter’s birthday. Excellent staff, so hospitable and knowledgeable. We loved the Williams Gap White, blue cheese from a local artisan, and being able to bring a cake!“

4.7 Superb33 Reviews
Zephaniah Farm Vineyard Wineries • $$
19381 Dunlop Mill Rd, Leesburg - 8.99 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😉🍷“

4.7 Superb27 Reviews
Crushed Cellars Wineries •
37938 Charles Town Pike, Purcellville - 1.71 miles

“Lovely small vineyard that makes you feel at home. They have great wines, steaks, eggs and other food products. We have been coming here for years and always enjoy our time. Bob is amazing and does so much to make you feel part of the family“

5 Superb7 Reviews
Sunset Hills Vineyard Wineries • $$
38295 Fremont Overlook Ln, Purcellville - 2.45 miles

“Had a fabulous time here today! Excellent wine selection and the staff was amazing! Elizabeth was so sweet and the gentleman bartender whom is a high school history teacher (didn’t get his name) was great as well! We found our new favorite winery! Stunning views!!! Absolutely breathtaking!“

4.6 Superb80 Reviews
StoneHouse Meadery Winery • $$
36580 Shoemaker School Rd, Purcellville - 6.91 miles

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

5 Superb6 Reviews
Twin Oaks Tavern Winery Wineries •
18035 Raven Rocks Rd, Bluemont - 7.99 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
Firefly Cellars Wineries •
40325 Charles Town Pike, Hamilton - 5.79 miles

“Great wine. Excellent service and atmosphere. 🍷😁🍷“

4.6 Superb43 Reviews
8 Chains North Winery Wineries • $$
38593 Daymont Ln, Waterford - 3.01 miles

“Delicious bruschetta! I can’t wait to go back and try some of the other variations. The wine was also very good. I prefer whites and they were perfect for a hot summer day.

I brought my puppy and he had a blast at the small, adjacent off-leash dog park.“

4.6 Superb43 Reviews
Bozzo Family Vineyards Wineries • $$
35226 Charles Town Pike, Purcellville - 4 miles

“I was the only one there & had a great visit with the winemaker/owner.“

4.6 Superb41 Reviews
Village Winery Wineries •
40405 Browns Ln, Waterford - 6.37 miles

“The owners were absolutely delightful, showing us around the beautiful Orchard and honey berry plots. Truly wonderful people! And a wonderful product as well! we love the crisp fresh apple wine and I enjoy putting the honey berry juice in my yogurt every morning. I highly recommend it for anyone looking for a high-quality source of antioxidants!“

5 Superb3 Reviews
Corcoran Vineyards & Cidery Wineries • $$
14635 Corkys Farm Ln, Waterford - 4.13 miles

“My partner and I visited this cidery during our stay at a bed and breakfast nearby. We really enjoyed the cider flight and wine flight! The mulled cider wine was a nice touch! This place can be tricky to get to if you plan on using an Uber or Lyft. The workers were so kind. One of the workers helped us get to the brewery nearby and back to our bed and breakfast because Lyft rides were so hard to get to. This is definitely worth a visit!“

4.5 Superb6 Reviews
Two Twisted Posts Winery Wineries •
12944 Harpers Ferry Rd, Purcellville - 4.99 miles

“Took ourselves on a afternoon wine tour in Purcellville, VA while staying in Harper's Ferry and wish we started here and stayed here. Kacey and Carolyn were amazing hosts. The white pear cinnamon sangria is so good. Michelle Portenier the DJ for Karaoke was amazing and very personalble. Not to mention it is an everyone is accepted establishedment. LGBTQ+ ?️‍? The environment is wonderful and positive.“

4.5 Superb41 Reviews
Bogati Winery Wine Bar • $$
35246 Harry Byrd Hwy #190, Round Hill - 5.36 miles

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

4 Good4 Reviews
Stone Tower Winery Wineries • $$
19925 Hogback Mountain Rd, Leesburg - 9.6 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.“

4.2 Good124 Reviews
Terra Nebulo Vineyards Wineries • $$
39892 Old Wheatland Rd, Waterford - 5.46 miles

“A quiet and very relaxing venue, and the owners are extremely friendly and engaged. The red wines are especially good. They tend to have a smooth flavor similar to California wines.“

3.7 Good18 Reviews
Notaviva Farm Brewery & Winery Brewery • $$
13274 Sagle Rd, Purcellville - 4.78 miles

“Great hard apple cider! Great pretzel’s!“

4.7 Superb26 Reviews
Breaux Vineyards Wineries •
36888 Breaux Vineyards Ln, Purcellville - 3.1 miles

“Nice vineyard, plenty of tables and selection of wines. The place was nice, but minus one star for the wines. The best one we had was Chere Marie. Had two different flights and we enjoy the Chere Marie white wine which is similar to Reislings. It has live singer too, overall a fun day with awesome weather.“

4 Good91 Reviews

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