Explore Virginia wine country from historic Leesburg.
Meet Vineyard Voyages at Market Station and enjoy a thoughtfully arranged day through Loudoun County wine country—without choosing a designated driver, coordinating multiple cars, or building the itinerary yourself.
Market Station pickupThree winery stopsCertified Tourism Ambassador guides
400+five-star reviews
3 winerieson each scheduled route
11:15 a.m.planned Leesburg departure
14 partnersacross the winery network
Start where wine country begins
Leesburg makes the day easier before the first pour.
Historic Leesburg sits at the center of Loudoun County and provides a convenient starting point for guests already in Northern Virginia, staying locally, or driving in from nearby communities.
A central Loudoun pickup. Meet the scheduled tour at Market Station instead of traveling into Metro DC first.
The route is already handled. Vineyard Voyages coordinates transportation and the planned three-winery journey.
Room to enjoy the setting. Your guide keeps the day moving while guests focus on the wine, scenery, and one another.
Leesburg works as a convenient starting point for an established scheduled tour and as a natural hub for private celebrations, professional outings, and customized group plans.
Easy shared getaway
Signature Scheduled Tour
Choose a published date, meet at Market Station, and join a three-winery route with professional transportation and a welcoming guide.
A different side of Loudoun County on every journey.
The route assigned to your scheduled departure appears on the published calendar. Each journey combines three winery partners with its own scenery, tasting-room personality, and pace.
Route one
Catoctin Heritage Excursion
Casanel Vineyards
Fleetwood Farm Winery
Firefly Cellars
Route two
Piedmont Country Journey
Good Spirit Farm
Williams Gap Vineyard
Carriage House Wineworks
Route three
Valley Vistas Excursion
868 Estate Vineyards
8 Chains North Winery
Fabbioli Cellars
Route four
Potomac Terroir Getaway
Tranquility Farm & Winery
Hillsborough Winery & Brewery
Seasonal third winery
Scheduled-tour winery substitutions cannot be requested. In the rare event that a scheduled winery becomes unavailable, Vineyard Voyages may adjust the lineup and arrange an appropriate alternative.
This sequence illustrates the scheduled-tour flow from Leesburg. Timing, venues, food, tastings, and inclusions depend on the selected ticket, published route, traffic, and winery operations.
1
Before pickupExplore historic Leesburg or arrive early near Market Station.
2
11:15 a.m.Meet your guide and board at Market Station.
3
Three wineriesEnjoy the scheduled route at a relaxed, coordinated pace.
4
Lunch stopFood is available to purchase at the second winery.
5
By 5:15 p.m.Return to Leesburg and continue your evening downtown.
The experience in pictures
Good wine, open scenery, and a day everyone can enjoy.
Authentic Vineyard Voyages moments from the bus, the tasting room, and the vineyard.
Shared discoveriesTransportation handledWelcoming winery stopsWine without intimidationTime to settle inA relaxed day together
Why guests choose Vineyard Voyages
A wine-country day should feel considered—not complicated.
Professional transportation
No designated driver, multiple-car caravan, or winery-to-winery navigation.
Thoughtful routes
Winery lineups are arranged to create a complete day rather than a random series of stops.
Welcoming guides
Certified Tourism Ambassadors keep guests informed without making wine feel intimidating.
People-first hospitality
The experience is designed around comfort, clarity, and time to enjoy the people you came with.
Vineyard Voyages planning resourcesMake your Virginia wine-country day easier to picture.
Still gathering ideas?
Start with the practical questions.
Explore Vineyard Voyages guides for help choosing a tour style, understanding the region, and thinking through the details that shape a comfortable day.
Where does the scheduled tour pick up in Leesburg?
The Leesburg pickup is at Market Station, 110 South Street SE, Leesburg, Virginia 20175. The planned departure is 11:15 a.m. Review your booking confirmation for the current arrival instructions.
How many wineries are included on the scheduled tour?
Each Signature Scheduled Tour is planned around three winery stops on the route assigned to that date.
Can we choose the wineries on a scheduled tour?
No. The winery route is tied to the selected departure, and substitutions cannot be requested. A private experience is the better fit for groups seeking a customized itinerary.
Are tastings and lunch included?
Explorer guests purchase tastings, wine, lunch, and other personal items separately. Connoisseur tickets include one pre-selected tasting or flight at each of the three winery stops. Lunch is available to purchase at the second winery and is not included with either ticket.
Can Vineyard Voyages pick up a private group at a hotel or home?
Private experiences can be planned around custom pickup needs. Availability, vehicle, route, timing, pricing, tastings, meals, and other selected options are confirmed through a customized proposal.
Can non-drinkers join a winery tour?
Yes. Guests may enjoy the scenery, company, food options, and winery atmosphere without drinking. Purchases and tasting participation depend on the ticket or private package selected.
Do tours operate in bad weather?
Scheduled tours operate rain or shine. Winery tasting rooms and indoor spaces help keep the day comfortable when outdoor conditions are less favorable.
Does viewing a date reserve a seat?
No. A seat is reserved only after checkout is completed and a booking confirmation is received.
Your next wine-country day
Meet us in Leesburg. Leave the driving and route planning to us.
Choose a scheduled date for an easy shared getaway or tell Vineyard Voyages what you are planning for a private group.
