12 Best Wineries near Poolesville

Rocklands Farm Winery Winery • $$
14531 Montevideo Rd, Poolesville

“This little gem is our go-to winery year-round. While their hours are limited during the winter, Saturdays there (whether you spend them in the tasting room or outdoors by an open fire) are a treat. Good wines, friendly staff, and the best atmosphere of any winery in the area.“

4.7 Superb106 Reviews
The Crossvines Bistros • $$
16601 W Willard Rd, Poolesville

Customers` Favorites

Steak and Eggs
Chicken Wings
Poutine

“We cannot say enough wonderful things about our experience at The Crossvines and with Rhonda. From the moment we first toured the venue, we knew it was a truly special place and the perfect setting for our wedding day. The beauty of the property speaks for itself, but what truly set our experience apart was the care and support we received throughout the planning process.

From the very beginning, Rhonda was attentive, knowledgeable, and incredibly supportive. She guided us through each step with patience and professionalism, always making us feel confident and at ease. Her warmth and dedication made the entire experience seamless and enjoyable, and we always felt that our wedding was in the best possible hands.

Thanks to The Crossvines and Rhonda, our wedding day was everything we hoped for and more. We are so grateful for the unforgettable memories created in such a beautiful place with such an exceptional team.“

4.2 Good101 Reviews
Droumavalla Farms Winery Winery •
15066 Limestone School Rd, Leesburg - 5.92 miles

“I've been to Droumavalla several times and it is definitely one of my favorite wineries. The scenery is magnificent and the ambiance inside is perfection.
Elizabeth is always such a pleasure and knows a lot about the wine. She helped me reserve the back room they have to host my birthday party and it was such an amazing time.
The room is a perfect size for 15-20 people and plenty of space to bring food/snacks and they have games, which my guests enjoyed.
Eddie, who's the owner is amazing also! He takes pride in his business, especially his water. So if you stop by and he, or his son, is there, be sure to ask.
They offer tastings and also have a draft IPA. I really love the petit manseng and my absolute favorite is the Lisa Michelle. If you like champagne, they have an amazing option as well.
Overall, gorgeous place, delicious wine, and amazing customer service!“

5 Superb33 Reviews
Loudoun Cider House Winery •
43376 Spinks Ferry Rd, Leesburg - 6.2 miles

“We had the pleasure of attending Loudoun Cider’s Grand Opening, and they even hired our Marigold Bus & Booth for the celebration! I couldn’t be happier for Macy and her family — what an incredible addition to Loudoun County.

If you’re looking for a beautiful spot to unwind, Loudoun Cider is a must-visit. The venue is scenic, the cider is top-notch, and the whole experience just feels special. From the owners to the staff, everything is run with such care and heart.

Can’t wait to go back and sip some more cider soon!“

4.9 Superb33 Reviews
Bleu Frog Vineyards Winery • $$
16413 James Monroe Hwy, Leesburg - 6.79 miles

“First visit today. Lovely venue. Nice wine and food. Kids and pets…witnessed a couple with 3 dogs who had no control over them. One pet fight with another dog guest. Then witnessed a small child having her hand bitten by one of the dogs. I hope the owners of the winery have sufficient insurance to allow anyone…especially children and babies, and dogs to enjoy the venue. Great to be family and pet friendly…but is that a wise business decision? Not sure that alcohol, children and pets are a wise and safe business practice…what happened to baby and pet sitters for an afternoon out?“

4.5 Superb81 Reviews
Tarara Summer Concert Series Wineries • $$
13648 Tarara Ln, Leesburg - 7.09 miles

“This is a fun place to see a relaxed show. Options are only wine by the bottle (Tarara) or a local brewery and cidery but we always find something acceptable. Bring your own chairs and picnic (no outside alcohol) but there are food truck options as well. Generally not over-crowded and pretty gentrified crowd.“

4.6 Superb38 Reviews
Hidden Brook Winery Wineries • $$
43301 Spinks Ferry Rd, Leesburg - 6.21 miles

“Great little winery,Great wine selection, especially loved the cab sav and the unusual chardonnay.Very good food selection as well, and a huge shout out to Angle, our hostess and sumalie (I'm probably misspelling it) for such a great service and making our visit so fun“

4.2 Good29 Reviews
Fabbioli Cellars Wineries • $$
15669 Limestone School Rd, Leesburg - 6.04 miles

“Love the pairings! Such a fun vibe and fantastic wine!“

4.2 Good62 Reviews
Sugarloaf Mountain Vineyard Wineries • $$
18125 Comus Rd, Dickerson - 7.53 miles

“This was a cute spot. The vibe is great and the wine is delicious. Such a gorgeous drive out and the staff was very friendly. I went during a super slow time so I didn't get to experience a lot of their fun stuff but I had the chance the relax and enjoy the view, which I appreciated very much!“

4.1 Good54 Reviews
Windridge Vineyards Wineries •
15700 Darnestown Rd, Darnestown - 5.13 miles

“Excellent experience. We enjoy ☺️“

3.8 Good159 Reviews
Eagletree Farm Winery & Restaurant Wine Bar • $$
15100 Harrison Hill Ln, Leesburg - 5.5 miles

Customers` Favorites

Bombay Chicken Curry
Flatbreads
Chardonnay
Risotto
Salads
Pizza

“Just had the best night at Eagletree with a friend. Jeff and Lori were so kind and generous and made the dining experience so wonderful. The food was amazing but the experience was even better!“

4.5 Superb103 Reviews
Cooper's Hawk Winery & Restaurant- Ashburn American • $$
19870 Belmont Chase Dr, Ashburn - 6.59 miles

Customers` Favorites

Cooper's Hawk Chicken Giardiniera
Crispy Brussels Sprouts Bin 72
Cooper's Hawk Calamari Bin 73
Cooper's Hawk Chocolate Cake
Cooper's Hawk Chicken Caesar
Salted Caramel Creme Brulee
House-Made Meatballs Bin 90
Chicken Potstickers Bin 73
Pistachio-Crusted Grouper
Braised Short Rib Risotto

“Hey guys it's me again from my favorite restaurant Cooper's Hawk Winery & Restaurant Ashburn, Virginia. The family and I are having a great time Friday night, the food was amazing, and the wine is off the charts . Thank you, Ms. Norris, and Staff.“

4 Good939 Reviews

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