The Ultimate Guide to Leesburg’s Best Wineries

If you’re planning to visit some of Leesburg’s best wineries, this is the guide for you! We’ve handpicked our top choices and highlighted some of the unique amenities at each spot. It’s a tough job, but after sipping our way through Leesburg, we have a lot to share!

Image via Stone Tower Winery

Don’t see your favorite winery on the list? Your voice matters! We’re always open to your suggestions, as our goal is to create a guide that truly reflects the best of Virginia. 

Leesburg’s Wine Scene

Leesburg is no stranger to the wine scene with Loudoun County celebrating 40 years of its wine industry in 2024. Virginia is also the first recorded wine-growing region in the United States and we get it in our backyard! 

Loudoun County, with its thriving wine industry, is home to over 50 wineries, many of which have found their place in Leesburg. Leesburg’s transformation from a rural community to one of the country’s fastest-growing cities is a testament to the excitement and potential of our local wine scene. 

Highlights of the Best Wineries

Image via Stone Tower Winery

Stone Tower Winery

Stone Tower Winery was established in 2012 and boasts a vast estate and spacious tasting room. If you’re looking for history, they offer guided tours and private tastings, including a separate members-only tasting area. 

Stone Tower Winery has seen three generations of the Huber family operate the property, each with the same goal of preserving the land’s agricultural beauty. 

The family-owned winery is known for its sparkling wines and Bordeaux blends. Its wines have won several medals at the Virginia Governor’s Cup! It offers an extensive food menu, including a kids’ lunch box with a hot dog or PB&J. If you’re looking for gorgeous Virginia mountain views, Stone Tower Winery doesn’t disappoint! My friend Annie and I stopped here when we were on our way between Washington, DC and a yoga retreat in West Virginia. It was a gorgeous pit stop!

Top Amenities:

  • Picnic areas
  • Wine club
  • Private event spaces 
  • Great food (including pizza, salads, and desserts)
  • Pet and family-friendly 


  • No outside food or drinks are permitted 
  • Groups 8+ require reservations 
  • All reservations are open to guests 21 & older only; this policy includes infants.

Location: 19925 Hogback Mountain Road, Leesburg, VA 20175 (a 20-minute drive from downtown Leesburg)

Fabbioli Cellars

Fabbioli Cellars opened in 2001 and specializes in bold red wines and unique blends. Its cozy tasting room welcomes visitors as they sample the delicious wine offerings. You don’t want to miss their Raspberry Merlot or Chambourcin!

Fabbioli Cellars has numerous awards under its belt, including the Loudoun Wine Awards and Virginia’s Governor Cup. The family-owned winery prides itself in its earth-friendly farming in a beautiful rural setting. 

Various events throughout the year include live music, special deals, trivia, yoga at the vines, and fun giveaways. While you can snag a seat outside to enjoy the view, the award-winning winery also has ample seating inside if the weather outside doesn’t cooperate. 

Check out their upcoming events here

Top Amenities:

  • Educational tours 
  • Wine and food pairings with local artisanal food 
  • Wine club 
  • Special events 
  • Live music 


  • Closed Tuesday and Wednesday
  • Outside food may be consumed out on the grounds only 
  • Dogs permitted on outdoor grounds
  • Group tastings are limited to 15 people total

Location: 15669 Limestone School Road, Leesburg, VA 20176 (a 15-minute drive from downtown Leesburg)

Image via 868 Estate Vineyards

868 Estate Vineyards

868 Estate Vineyards was founded in 2012 and offers a wonderful wine experience with a farm-to-table restaurant. The beautiful vineyard setting is not to miss — and it is perfect for sipping one of their award-winning wines, like the Cabernet Franc and Petit Manseng. 

The winery offers fantastic special events like live music, trivia, book signings, and 3D printing! Who knew you could wine and 3D print all in one place?

Come hungry because 868 also has a fantastic food menu with options like BBQ sandwiches, hot dogs, nachos, fish tacos, and more. If that’s not your speed, you can eat outside food in the picnic areas, but it’s always appreciated when a winery has a great food menu! 

Top Amenities:

  • On-site restaurant
  • Special events
  • Vineyard tours
  • Live music 
  • Food menu 
  • Wine club membership


  • Outside food allowed in picnic areas
  • Reservations are required for parties of 8 or more
  • Family and pet-friendly (Pets permitted in outside areas)

Location: 14001 Harpers Ferry Road, Purcellville, VA 20132 (a 30-minute drive from downtown Leesburg)

Image via Bleu Frog Vineyards

Bleu Frog Vineyards

Don’t let the parking lot fool you! Bleu Frog Vineyards has ample space for everyone in your group. 

While newish (2017) to the winery scene, Bleu Frog Vineyards offers a welcoming atmosphere for tastings and vineyard tours. You don’t want to miss a glass of their Merlot or Chardonnay as you sit in one of their many gathering spaces, including their pavilion, barn, and garden terrace. 

If you decide to go during winter, you’ll appreciate the outdoor fire pits. While food items are limited, you’ll enjoy the generous open area for your kids to run around. Indulge in a wine slushie on a hot summer day while your kids play in the sandbox. Just check their shoes for sand before they get in the car!

Top Amenities:

  • Tasting room
  • Tours 
  • Special events 
  • Live music 
  • Child and pet-friendly
  • No reservations required
  • Plenty of parking


  • Minimal snacks 
  • Only open Friday-Sunday 

Location: 16413 James Monroe Hwy, Leesburg, VA 20176 (a 10-minute drive from downtown Leesburg)

Hidden Brook Winery

Want to feel like you’re in a log cabin in the woods? Then you’ll want to visit Hidden Brook Winery.

Started by a husband-and-wife team, Hidden Brook Winery is known for its Cabernet Franc and Traminette and offers various white and red wines sure to please your palate. 

Do you need help figuring out where to start? Hidden Brook Winery offers flights in which you can select four of their delectable wines to try in three-ounce pours. 

If you visit Hidden Brook Winery at the right time, you’ll be delighted to try one of their seasonal beverages, such as apple cider mulled wine. If your timing isn’t right, try their mulled white.

Top Amenities:

  • Wine tastings
  • Vineyard tours 
  • Special events 
  • Food menu including pizza
  • Seasonal beverages 


  • Closed Tuesday and Wednesday 
  • No picturesque view 

Location: 43301 Spinks Ferry Road, Leesburg, VA 20176 (a 15-minute drive from downtown Leesburg)

Willowcroft Farm Vineyards

Willowcroft Farm Vineyards is one of the oldest wineries in the region and is known for its rustic barn-style tasting room. The historic red barn dates back to 1875!

Engineer and entrepreneur Lew Parker planted Loudoun County’s first grapes in Leesburg in 1980. Although the first crop failed, he tried again in 1981 and succeeded. 

In 1984, Parker bottled his first wine, a Riesling, under the Willowcroft Farm Vineyards label, beginning Loudon’s entrance to DC wine country. If you find yourself at Willowcraft, you’ll want to try one of their signature wines, Cabernet Franc or Chardonnay. 

Top Amenities:

  • Vineyards
  • Tastings
  • Special events 
  • Children and pet-friendly 


  • Food allowed in outside picnic area and indoor seating areas 
  • No smoking (cigarettes, cigars, or vaping) is permitted anywhere on the Willowcroft Farm Vineyards grounds 

Location: 38906 Mount Gilead Road, Leesburg, VA 20175 (a 20-minute drive from downtown Leesburg)

Three Creeks Winery

Three Creeks Winery prides itself on European-style wines from Virginia soil in their circa 1908 tasting barn. 

While there are outside tables and chairs, they’re on a first-come basis. So at Three Creeks Winery you should bring your folding chairs to set up along the creek. The winery has some umbrellas to block the sun, and pop-up canopies are available. You’ll want to pack your sunscreen, just in case.

If you want to visit Three Creeks, you’ll need to leave your kids at home. They only permit babies under six months, who are likely fast asleep in a baby carrier. 

If you’re looking for the best wine, try the Cabernet Franc or Petit Verdot. 

Top Amenities:

  • Tastings
  • Tours
  • Vineyard picnics 
  • Idyllic setting 


  • All visitors must be 21 years or older (Guests with infants under six months are permitted)
  • Outside food is permitted  
  • Dogs permitted but not in the tasting room/barn, decks, or in the creeks 
  • Closed Tuesdays and Wednesdays

Location: 18548 Harmony Church Rd, Hamilton, VA 20158 (a 20-minute drive from downtown Leesburg)

Image via Casanel Vineyards

Casanel Vineyards & Winery

Family-owned Casanel Vineyards & Winery opened its doors in 2008 and introduced Leesburg to its cozy tasting experience. The winery is best known for its Petit Verdot and Chardonnay, which helps you enjoy the gorgeous view of peace and tranquility. 

Casanel isn’t just about wine – they have plenty of special events to keep you entertained. From glass craft class to trivia and live music, you may find it hard to pick just one event to attend. 

Visitors to Casanel Vineyards come for the wine, but keep returning because of the owner’s hospitality and knowledgeable staff, which is helpful if you don’t know what to order. 

Top Amenities:

  • Tastings
  • Tours
  • Wine memberships 
  • Special Events 
  • Child and pet-friendly 
  • Fire-pit rentals


  • Closed Tues-Thurs
  • Outside food allowed on decks, patio, and picnic areas 
  • Limited food menu (Cheese, crackers, and other snacks)

Location: 17956 Canby Road, Leesburg, VA 20175 (a 15-minute drive from downtown Leesburg)

Image via Fleetwood Farm Winery

Fleetwood Farm Winery

Fleetwood Farm Winery is set on a historic estate built in 1765 and is known for its charming setting. The main house on the grounds was formerly a plantation and is listed on the National Register of Historic Places. 

You can choose to sit inside or outside in the expansive lawn area with views of the vineyard. Although outside food and drinks are not permitted, the restaurant has a vast menu, including flatbread pizzas and small plates. 

It’s important to note that you must be 21+ to visit Fleetwood Farm Winery, and you won’t be allowed in if anyone in your party is underage. 

Top Amenities:

  • Tastings
  • Tours
  • Special Events 
  • Food menu (Gluten-free options available)
  • Fantastic spot for weddings 
  • Known for its Chardonnay and Merlot
  • Wine club 


  • Closed Monday and Tuesday
  • 21+ only (no infants)
  • No pets allowed
  • No outside food and drinks 

Location: 23075 Evergreen Mills Road, Leesburg, VA 20175 (a 15-minute drive from downtown Leesburg)

Image via The Vineyards and Winery at Lost Creek

The Vineyards and Winery at Lost Creek

The Vineyards and Winery at Lost Creek is a family-owned spot known for its charming atmosphere and estate, notably Cabernet Franc and Chardonnay. The 50-acre boutique winery is nested in the rolling hills and offers a farm-to-table food menu. 

While wineries are usually known for their wine, you don’t want to miss a meal at The Vineyards and Winery at Lost Creek. The executive chef serves delicious meals like Smoked Trout and Braised Short Rib. 

They also offer a brunch menu with favorites, including Eggs Benedict and Duck Pot Pie. If you save room, don’t forget to try the Pumpkin Cannolis! 

The Vineyards and Winery at Lost Creek only allow guests ages 21+ and you’ll have to leave your four-legged besties at home. 

Top Amenities:

  • Tastings
  • Vineyard tours
  • Winery events throughout the year 
  • Full food menu 


  • Reservations are required for parties of 6 or more
  • Open Friday-Sunday (Labor Day to Memorial Day)
  • Open Monday, Thursday-Sunday (Memorial Day to Labor Day)
  • No outside food or drinks 
  • All guests must be 21+ (no infants)
  • No pets allowed 

Location: 43285 Spinks Ferry Road, Leesburg, VA 20176 (a 15-minute drive from downtown Leesburg)

Zephaniah Farm Vineyard

Since 1949, Zephaniah Farm Vineyard has offered Northern Virginia its signature wines, including its Chardonnay and Cabernet Sauvignon. The historic winery is known for its farm setting and warm hospitality from its owners. 

You can sip your favorite wine under the covered porch or inside the timber-frame barn. One day a month, they open their 1819 home to guests, which they announce on Facebook and Instagram in the first week of the month. (Space is limited and fills up quickly) 

The working farm has sheep and cattle on the property, so you’ll need to leave your pets at home. 

Top Amenities:

  • Tastings
  • Tours
  • Farm Events 


  • Open Friday-Sunday 
  • All guests be 21+ (no infants)
  • No pets allowed 
  • Outside food is allowed, but you will be charged a $5/person food fee
  • Lawn chairs and blankets are permitted outside 

Location: 19381 Dunlop Mill Road, Leesburg, VA 20175 (a 15-minute drive from downtown Leesburg)

Making the Most of Your Visit

These wineries can get busy in peak season, so I recommend booking tastings and tours in advance. While many wineries are kid-friendly, remember to watch your kiddos and respect those trying to enjoy their day at the winery. 

Also, look for special events like live music, wine and food pairings, and festivals. Instagram is often the best way to stay updated on events and happenings! Exploring multiple wineries in a day is also possible since many of these wineries are near each other. Just be sure to plan for safe transportation!

What’s your favorite winery in Leesburg? Leave us a comment below!

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