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Willowcroft boasts breathless panoramic views of Loudoun Valley and the Blue Ridge Mountains. Willowcroft’s personal attention to detail, both in the vineyard and in the winery, has resulted in national award-winning wines, time after time. In the 1800s the slopes were recognized for their potential and were planted to orchards. Today the vineyards, which have replaced the fruit trees, yield superior grapes. The rustic beauty of the winery, housed in the old red barn, and the award-winning wines, will give you reason to return to this peaceful spot.
A visit to this winery is a unique experience, as it provides a rare insight into winemaking in Virginia from the oldest winery in Loudoun County, VA.


Tasting Room

Our tasting room is located in the historic red barn, providing the rustic beauty and charm for your winery experience. 

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Vineyard Tour

Our vineyards are located high atop the Cactocin Ridge with panoramic views of Loudoun Valley.

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Upcoming public events and private club member events are always a great way to connect with our winemaking team.

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Current Offerings

Taste While You Tour

We offer a Taste While You Tour for $35 per person on Fridays and Saturdays by reservation. Other days can be booked by appointment by email to wes@willowcroftwine.com. The tour starts at our historic barn, and then you take a short walk up to our original vineyard. After that, you walk back down to the barn to see our barrel rooms. You will have the opportunity to taste several of our wines while you learn about our winery, vineyards, and winemaking at Willowcroft. Tours are public for up to a total of 10 people for each tour. For tour questions or information on private tours, please contact wes@willowcroftwine.com.

Parties of 1-6 people

No reservations for tastings or seating is required for parites of 1-6 people. Specific events often require tickets, so please be sure to check our Events Ticket page if you are planning to come for an event.

Groups of 7-12 people

Group Reservations are required for tastings and tables for groups 7+. Children are included in the headcount for your party. We do not accept groups larger than 12 people. Last reservation time for groups is 1 p.m. We can accommodate groups up to 12 people outside and up to 10 people inside. Choice of outside tables is first-come, first-serve. Inside tables for groups are specifically reserved for your party. There is a $100 deposit to reserve a table for your group, and 100% of the deposit will be applied towards your purchases. Your group reservation is for a two-hour time slot. Tables may not be moved together. Additional tables may not be commandeered for gift or food tables. All decorations and trash must be removed and disposed of in appropriate trash receptacles. In order to maintain a relaxed atmosphere for our guests, no music, yards games, balls, etc. Our driveway and parking lot cannot accommodate full size buses and over-the-road coaches. If you are coming by bus, you should contact us at info@willowcrofwine.com prior to making your reservation to ensure your hired transportation will have access. Large groups cannot split into smaller groups to avoid the group reservation policy. Larger groups are limited at Willowcroft to ensure a relaxing atmosphere for all of our guests. Groups arriving without a Group Reservation will be asked to leave.


From Leesburg take Rt. 7 West (toward Warrenton/Winchester) Get off at Rt 15 South (toward Warrenton) Proceed on Rt. 15 S about 3 miles to Harmony Church Road ( Rt 704). Turn right on Harmony Church Road.  Stay on Harmony Church Road until you see the first Grape Tour sign, then turn left on Loudoun Orchard Road, and follow the paved road, bearing left at the intersection with Shelburne Glebe Road.  Loudoun Orchard Road will reach a stop sign at Mount Gilead Road in about 2 miles. Turn right on Mount Gilead Road, our entrance is about 300 feet down the hill on the right. If you are coming from the south, take Rt 15 N to the intersection with Harmony Church Road, turn left, and then follow the rest of the directions above. This route is paved all the way to our driveway.


Families are welcome at Willowcroft Farm Vineyards. Children must remain with their parents or guardians at all times and must remain within an arm's reach at all times. Families who do not abide by this policy will be asked to leave the property. We also ask that guests do not sit on or touch our fieldstone walls. No one is allowed on our tennis courts. Our picnic area is bordered with a steep slope, so please watch your children at all times. Also, the house and pool on the property are private. No one is allowed near the pool. We truly appreciate your respect for our rules.


We sell a selection of gourmet foods available for purchase including warm bread, cheeses, salami, and crackers.

You may bring your own snacks or picnic foods for consumption in our outside picnic area and our indoor seating areas. Please kindly clear your table and return your glasses as well as dispose of your trash and recycling in the appropriate bins provided in the barn.


Friendly Pets on leashes are welcome at Willowcroft.  You may bring your pet with you inside our Tasting Room. Please remember to clean up after your pet – we have pet waste bags available inside if you forget to bring one or need an extra!

Last Call

We give our last call 30 minutes prior to closing - wine to enjoy on property will not be served after last call. Bottles to-go may be purchased until closing at 8:00 pm Fridays and 5:30 pm Saturdays, Sundays, and Mondays.

Our last tastings are offered at 7:30 pm Fridays and 5:00 pm. Saturdays, Sundays, and Mondays. 


Virginia ABC regulations state that No Alcoholic Beverages besides Willowcroft wine is allowed on this property.  Please do not bring any other alcohol including, but not limited to, wine from another vineyard, beer, liquor, champagne, or wine coolers. Violators will be asked to leave the property immediately.

Virginia ABC laws require us to refuse service to individuals we deem intoxicated.


No Smoking Permitted anywhere on Willowcroft grounds. This includes cigarettes, cigars, and vaping.