27 Best Wineries near Hillsboro

1 Hillsborough Vineyards & Brewery

4.5 Superb 136 Reviews

36716 Charles Town Pike, Hillsboro

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“What a beautiful experience at Hillsborough Vineyard! The views are absolutely stunning, the atmosphere is peaceful and relaxing, and the service made our visit even more special. Joe and Jacob were both wonderful, so friendly, welcoming, and genuinely attentive. They made us feel right at home. Everything about this place was such a great experience, and it has officially become one of my new favorite spots. I’ll definitely be coming back soon. Highly recommend! 🍷✨”

2 Doukénie Winery

4.0 Good 96 Reviews

14727 Mountain Road, Hillsboro

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“We recently visited the Winery for my birthday and were very pleased. Doukenie Rose is one of my favorites! We truly enjoyed the charcuterie board as well. I remember some years back (when the Matriarch was still living) that she took my grandson riding around the property on a golf cart. Very friendly people indeed.”

3 Casanel Vineyards & Winery

4.9 Superb 54 Reviews

17956 Canby Rd, Leesburg · 6.88 miles

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“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 Carriage House Wineworks

4.9 Superb 54 Reviews

40817 Browns Lane, Waterford · 7.11 miles

“We had such an incredible experience at Carriage House Wineworks and honestly couldn’t have asked for a better way to spend the day. From the moment we arrived, we were struck by how beautiful the grounds were. The setting is gorgeous and inviting, making it the perfect place to slow down, relax, and enjoy some truly exceptional wine. The wine itself was amazing! We decided to do a flight, and every pour was excellent. It was such a fun way to experience a variety of their wines and we were genuinely impressed by the quality and flavor of each one. You could tell there was a lot of care and passion behind the wines, and the flight made the tasting experience especially enjoyable. But the Chardonnay was the absolute standout for us. It was hands down the best Chardonnay we’ve ever tried!”

5 868 Estate Vineyards

4.8 Superb 134 Reviews

14001 Harpers Ferry Road, Purcellville · 3.21 miles

“We had a wonderful experience at the vineyard! Nancy is an amazing person. The staff were great and the wine was wonderful!”

6 Zephaniah Farm Vineyard

4.8 Superb 100 Reviews

19381 Dunlop Mill Road, Leesburg · 8.99 miles

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“Wonderful family vineyard with warm, comfy facilities, nice people, great burgers, and nice wine. We will be going back for sure.”

7 Bozzo Family Vineyards

4.8 Superb 80 Reviews

35226 Charles Town Pike, Purcellville · 4 miles

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

8 Kalero Vineyard

4.8 Superb 80 Reviews

36140 Charles Town Pike, Purcellville · 2.25 miles

“Perfect venue for our son and daughter in laws wedding! It was misting rain, but they easily moved the ceremony to the covered patio. The views were beautiful! Stage was awesome for some very fitting bluegrass from @Dunlap and Mabe! Staff was so accommodating to their every need! They create an intimate atmosphere! Highly recommend!”

9 Willowcroft Farm Vineyards

4.8 Superb 44 Reviews

38906 Mt Gilead Rd, Leesburg · 8.64 miles

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“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!”

10 StoneHouse Meadery

5.0 Superb 9 Reviews

36580 Shoemaker School Rd, Purcellville · 6.91 miles

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

11 Crushed Cellars

5.0 Superb 8 Reviews

37938 Charles Town Pike, Purcellville · 1.71 miles

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“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”

12 Bogati Winery

4.8 Superb 17 Reviews

35246 Harry Byrd Hwy #190, Round Hill · 5.36 miles

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

13 Three Creeks Winery

4.7 Superb 106 Reviews

18548 Harmony Church Road, Hamilton · 6.64 miles

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“This was our first time here and we truly enjoyed ourselves. We did a wine tasting that allowed us to try a few different wines until we found the one we liked and purchased a bottle. The staff there are quite knowledgeable and were so kind to us. The view is a very nice view as well.”

14 Two Twisted Posts Winery & Tavern

4.7 Superb 85 Reviews

12944 Harpers Ferry Road, Purcellville · 4.99 miles

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“A lovely collection of white wines. The unoakef Chardonnay was my favorite. Several wooden picnic tables in a quiet backyard surrounded by trees. The vineyard dog is as sweet as she can be. And, yes, it's a dog-friendly vineyard of course. I would definitely return.”

15 Corcoran Vineyards & Cidery

4.5 Superb 35 Reviews

14635 Corkys Farm Lane, Waterford · 4.13 miles

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“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!”

16 Twin Oaks Tavern Winery

4.7 Superb 39 Reviews

18035 Raven Rocks Road, Bluemont · 7.99 miles

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“Stopped by Twin Oaks after hiking the nearby Raven Rock trail - the wines were great, the staff friendly and knowledgeable, and the ambiance was comfortable. We did not try the charcuterie boards but they looked amazing. Highly recommend!!!”

17 Firefly Cellars

4.6 Superb 76 Reviews

40325 Charles Town Pike, Hamilton · 5.79 miles

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

18 Williams Gap Vineyard

4.6 Superb 83 Reviews

35521 Sexton Farm Lane, Round Hill · 3.61 miles

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“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!”

19 8 Chains North Winery

4.6 Superb 98 Reviews

38593 Daymont Lane, Waterford · 3.01 miles

“My favorite winery hands down, amazing selection, love the owner, feels at home... couldn't ask for a better place!”

20 Sunset Hills Vineyard

4.6 Superb 176 Reviews

38295 Fremont Overlook Lane, Purcellville · 2.45 miles

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“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!”

21 Village Winery

4.5 Superb 37 Reviews

40405 Browns Lane, Waterford · 6.37 miles

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“Village Winery is a delightful place to visit. It first got a local reputation for its Elderberry Syrup. I always keep a stock of the apple cider, which is the best I've ever had, and I also highly recommend the Honey Berry products which are full of antioxidants. On my last visit I picked up some of the Village Winery honey. It was incredible. This is a great place to pick up healthy products for yourself or for gifts.”

22 The Barns at Hamilton Station Vineyards

4.5 Superb 41 Reviews

16804 Hamilton Station Road, Hamilton · 4.81 miles

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“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!”

23 Terra Nebulo Vineyards

4.4 Superb 62 Reviews

39892 Old Wheatland Road, 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.”

24 Tranquility Farm & Winery

4.4 Superb 106 Reviews

18050 Tranquility Road, Purcellville · 5.14 miles

“Beautiful property. However, service has gone down. Not willing to have fire pits or fireplaces lit when requested and food has declined in quality on pizza and charcuterie boards.”

25 Breaux Vineyards

4.4 Superb 217 Reviews

36888 Breaux Vineyards Lane, Purcellville · 3.1 miles

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“1st time here, pretty extensive wine selection, although you can only get some of the wine by the glass, most is by the bottle. I had a white tasting which was nice, others had a red tasting and thought that was equally nice. Had a pizza and some sandwiches, highly recommend the muffeleta panini, could easily have split the sandwich between two of us, was very good also. The grounds and scenery here are amazing, looking down over massive amounts of Vineyards with mountains as a backdrop - spectacular, a must try for anyone, but especially for seasoned winery guests.”

26 Stone Tower Winery

4.3 Superb 150 Reviews

19925 Hogback Mountain Rd, Leesburg · 9.6 miles

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“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.”

27 Notaviva Farm Brewery & Winery

4.5 Superb 72 Reviews

13274 Sagle Road, Purcellville · 4.78 miles

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